Chicago to Mexico flight deals

Chicago (ORD) to Cancun (CUN): round-trip and one-way prices for 329 departure dates, Nov 14, 2026–Oct 8, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

Frontier Airlines, nonstop, from $400 round trip · Volaris, nonstop, from $485 round trip

Ticketing airlines with departures in this calendar: Air Canada, American Airlines, Frontier Airlines, JetBlue Airways, United Airlines, Volaris.

Saved nonstop flight times: 3h 56m–4h 18m outbound; 4h returning.

How to read the calendar: published Axel-exclusive USD totals for one adult, including required taxes; basic economy may apply. Each return range includes its own prices. Only the listed dates and options are priced. Date links open published details; live search checks availability and lets you select flights.

To open an exact round trip, append /mon-d for the return to the departure URL (for example /dec-13), or /one-way for a one-way trip.

Hotels: under a departure date, hotels in Cancun link to each hotel's page for that arrival date, where every stay length is priced for 2 adults in 1 room. When a price is shown, it is the nightly rate over the first 3 nights, from the lowest saved total among the shortlisted hotels in that star tier.

Chicago to Cancun flight prices by month

November 2026 · December 2026 · January 2027 · February 2027 · March 2027 · April 2027 · May 2027 · June 2027 · July 2027 · August 2027 · September 2027 · October 2027

November 2026: Nov 14–18 from $503 · Nov 19 from $663 · Nov 20 from $592 · Nov 21–22 from $663 · Nov 23–24 from $503 · Nov 25 from $458 · Nov 26–27 from $503 · Nov 28 from $400 · Nov 29–30 from $530.

December 2026: Dec 1–15 from $527 · Dec 16–17 from $653 · Dec 18 from $625 · Dec 19 from $538 · Dec 20 from $603 · Dec 21 from $538 · Dec 22 from $603 · Dec 23–24 from $538 · Dec 25 from $603 · Dec 26–27 from $538 · Dec 28 from $603 · Dec 29–31 from $474.

January 2027: Jan 1–2 from $446 · Jan 3–7 from $472 · Jan 8 from $435 · Jan 9–30 from $472 · Jan 31 from $480.

February 2027: Feb 1 from $435 · Feb 2–10 from $460 · Feb 11 from $553 · Feb 12 from $578 · Feb 13 from $553 · Feb 14–25 from $487 · Feb 26–28 from $532.

March 2027: Mar 1–10 from $578 · Mar 11 from $540 · Mar 12 from $623 · Mar 13–14 from $594 · Mar 15 from $540 · Mar 16–17 from $509 · Mar 18 from $721 · Mar 19–21 from $637 · Mar 22 from $721 · Mar 23–24 from $509 · Mar 25–27 from $573 · Mar 28 from $557 · Mar 29 from $509 · Mar 30–31 from $495.

April 2027: Apr 1–5 from $458 · Apr 6–30 from $424.

May 2027: May 1–24 from $424 · May 25–26 from $435 · May 27 from $485 · May 28 from $475 · May 29–30 from $485 · May 31 from $435.

June 2027: Jun 1–11 from $445 · Jun 12–30 from $437.

July 2027: Jul 1–2 from $483 · Jul 3–10 from $428 · Jul 11 from $456 · Jul 12 from $428 · Jul 13–17 from $422 · Jul 18 from $456 · Jul 19 from $428 · Jul 20–24 from $422 · Jul 25 from $456 · Jul 26 from $428 · Jul 27–31 from $422.

August 2027: Aug 1 from $449 · Aug 2–7 from $415 · Aug 8 from $449 · Aug 9–14 from $415 · Aug 15 from $449 · Aug 16–21 from $415 · Aug 22 from $449 · Aug 23–26 from $415 · Aug 27 from $420 · Aug 28 from $415 · Aug 29 from $453 · Aug 30–31 from $420.

September 2027: Sep 1–4 from $424 · Sep 5 from $458 · Sep 6–11 from $424 · Sep 12 from $458 · Sep 13–18 from $424 · Sep 19 from $458 · Sep 20–25 from $424 · Sep 26 from $458 · Sep 27–30 from $424.

October 2027: Oct 1–2 from $424 · Oct 3 from $458 · Oct 4–5 from $424.

Month summaries show the lowest displayed round-trip total for each departure. Match your return date to the calendar below.

Chicago to Cancun flights in November 2026: price by departure date

ORD → CUN · USD · 1 adult · economy · published 2026-11-04–2026-11-12

Sat, Nov 14, 2026 | return Nov 15–18, Nov 23–27 · Frontier Airlines $532 | return Nov 19–22 · Frontier Airlines $688 | return Nov 28 · Volaris $503 | one-way · Frontier Airlines $254 | Nov 15 return
Hotels in Cancun from Nov 14, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Nov 15, 2026 | return Nov 16–18, Nov 23–27 · Frontier Airlines $532 | return Nov 19–22 · Frontier Airlines $688 | return Nov 28–29 · Volaris $503 | one-way · Frontier Airlines $254 | Nov 16 return
Hotels in Cancun from Nov 15, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Nov 16, 2026 | return Nov 17–18, Nov 23–27, Nov 30 · Frontier Airlines $532 | return Nov 19–22 · Frontier Airlines $688 | return Nov 28–29 · Volaris $503 | one-way · Frontier Airlines $254 | Nov 17 return
Hotels in Cancun from Nov 16, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Nov 17, 2026 | return Nov 18, Nov 23–27, Nov 30 · Frontier Airlines $532 | return Nov 19–22 · Frontier Airlines $688 | return Nov 28–29 · Volaris $503 | return Dec 1 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 18 return
Hotels in Cancun from Nov 17, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Nov 18, 2026 | return Nov 19–22 · Frontier Airlines $688 | return Nov 23–27, Nov 30 · Frontier Airlines $532 | return Nov 28–29 · Volaris $503 | return Dec 1–2 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 19 return
Hotels in Cancun from Nov 18, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Nov 19, 2026 | return Nov 20–21 · Frontier Airlines $844 | return Nov 22 · United $703 | return Nov 23–27, Nov 30 · Frontier Airlines $688 | return Nov 28–29 · Volaris $663 | return Dec 1–3 · Frontier Airlines $686 | one-way · Frontier Airlines $403 | Nov 20 return
Hotels in Cancun from Nov 19, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Nov 20, 2026 | return Nov 21–22 · Volaris $797 | return Nov 23, Nov 24, Nov 25, Nov 26–27, Nov 30 · Volaris $637 | return Nov 28–29 · Volaris $592 | return Dec 1–4 · Volaris $634 | one-way · Frontier Airlines $403 | Nov 21 return
Hotels in Cancun from Nov 20, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Nov 21, 2026 | return Nov 22 · Frontier Airlines $844 | return Nov 23–27, Nov 30 · Frontier Airlines $688 | return Nov 28–29 · Volaris $663 | return Dec 1–5 · Frontier Airlines $686 | one-way · Frontier Airlines $403 | Nov 22 return
Hotels in Cancun from Nov 21, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Nov 22, 2026 | return Nov 23–27, Nov 30 · Frontier Airlines $688 | return Nov 28–29 · Volaris $663 | return Dec 1–6 · Frontier Airlines $686 | one-way · Frontier Airlines $403 | Nov 23 return
Hotels in Cancun from Nov 22, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Nov 23, 2026 | return Nov 24–27, Nov 30 · Frontier Airlines $532 | return Nov 28–29 · Volaris $503 | return Dec 1–7 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 24 return
Hotels in Cancun from Nov 23, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Nov 24, 2026 | return Nov 25–27, Nov 30 · Frontier Airlines $532 | return Nov 28, Nov 29 · Volaris $503 | return Dec 1–8 · Frontier Airlines $530 | one-way · Frontier Airlines $299 | Nov 25 return
Hotels in Cancun from Nov 24, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Nov 25, 2026 | return Nov 26–27, Nov 30 · Volaris $503 | return Nov 28, Nov 29 · Volaris $458 | return Dec 1–9 · Volaris $500 | one-way · Frontier Airlines $254 | Nov 26 return
Hotels in Cancun from Nov 25, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Nov 26, 2026 | return Nov 27, Nov 30 · Frontier Airlines $532 | return Nov 28–29 · Volaris $503 | return Dec 1–10 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 27 return
Hotels in Cancun from Nov 26, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Nov 27, 2026 | return Nov 28–29 · Volaris $503 | return Nov 30 · Frontier Airlines $532 | return Dec 1–11 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 28 return
Hotels in Cancun from Nov 27, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Nov 28, 2026 | return Nov 29 · Volaris $503 | return Nov 30 · Frontier Airlines $532 | return Dec 1–4, Dec 6–12 · Frontier Airlines $530 | return Dec 5 · Frontier Airlines $400 | one-way · Frontier Airlines $254 | Nov 29 return
Hotels in Cancun from Nov 28, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Nov 29, 2026 | return Nov 30 · Frontier Airlines $532 | return Dec 1–13 · Frontier Airlines $530 | one-way · Frontier Airlines $254 | Nov 30 return
Hotels in Cancun from Nov 29, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Nov 30, 2026 | return Dec 1–14 · Frontier Airlines $530 | one-way · Frontier Airlines $213 | Dec 1 return
Hotels in Cancun from Nov 30, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in December 2026: price by departure date

ORD → CUN · USD · 1 adult · economy · published 2026-11-07–2026-11-13

Tue, Dec 1, 2026 | return Dec 2–15 · Frontier Airlines $527 | one-way · Frontier Airlines $213 | Dec 2 return
Hotels in Cancun from Dec 1, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Dec 2, 2026 | return Dec 3–15 · Frontier Airlines $527 | return Dec 16 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 3 return
Hotels in Cancun from Dec 2, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Dec 3, 2026 | return Dec 4–15 · Frontier Airlines $527 | return Dec 16–17 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 4 return
Hotels in Cancun from Dec 3, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Dec 4, 2026 | return Dec 5–15 · Frontier Airlines $527 | return Dec 16–18 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 5 return
Hotels in Cancun from Dec 4, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Dec 5, 2026 | return Dec 6–15 · Frontier Airlines $527 | return Dec 16–19 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 6 return
Hotels in Cancun from Dec 5, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Dec 6, 2026 | return Dec 7–15 · Frontier Airlines $527 | return Dec 16–20 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 7 return
Hotels in Cancun from Dec 6, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Dec 7, 2026 | return Dec 8–15 · Frontier Airlines $527 | return Dec 16–21 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 8 return
Hotels in Cancun from Dec 7, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Dec 8, 2026 | return Dec 9–15 · Frontier Airlines $527 | return Dec 16–22 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 9 return
Hotels in Cancun from Dec 8, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Dec 9, 2026 | return Dec 10–15 · Frontier Airlines $527 | return Dec 16–23 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 10 return
Hotels in Cancun from Dec 9, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Dec 10, 2026 | return Dec 11–15 · Frontier Airlines $527 | return Dec 16–24 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 11 return
Hotels in Cancun from Dec 10, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Dec 11, 2026 | return Dec 12–15 · Frontier Airlines $527 | return Dec 16–25 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 12 return
Hotels in Cancun from Dec 11, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Dec 12, 2026 | return Dec 13–15 · Frontier Airlines $527 | return Dec 16–26 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 13 return
Hotels in Cancun from Dec 12, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Dec 13, 2026 | return Dec 14–15 · Frontier Airlines $527 | return Dec 16–27 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 14 return
Hotels in Cancun from Dec 13, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Dec 14, 2026 | return Dec 15 · Frontier Airlines $527 | return Dec 16–28 · Frontier Airlines $653 | one-way · Frontier Airlines $252 | Dec 15 return
Hotels in Cancun from Dec 14, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Dec 15, 2026 | return Dec 16–28 · Frontier Airlines $653 | return Dec 29 · Frontier Airlines $527 | one-way · Frontier Airlines $252 | Dec 16 return
Hotels in Cancun from Dec 15, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Dec 16, 2026 | return Dec 17–28 · Frontier Airlines $779 | return Dec 29–30 · Frontier Airlines $653 | one-way · Frontier Airlines $372 | Dec 17 return
Hotels in Cancun from Dec 16, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Dec 17, 2026 | return Dec 18–28 · Frontier Airlines $779 | return Dec 29–31 · Frontier Airlines $653 | one-way · Frontier Airlines $372 | Dec 18 return
Hotels in Cancun from Dec 17, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Dec 18, 2026 | return Dec 19–28 · Frontier Airlines $779 | return Dec 29–31 · Frontier Airlines $653 | return Jan 1, 2027 · Frontier Airlines $625 | one-way · Frontier Airlines $372 | Dec 19 return
Hotels in Cancun from Dec 18, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Dec 19, 2026 | return Dec 20–28 · Volaris $735 | return Dec 29–31 · Volaris $606 | return Jan 1, 2027 · Volaris $577 | return Jan 2, 2027 · Volaris $538 | one-way · Frontier Airlines $372 | Dec 20 return
Hotels in Cancun from Dec 19, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Dec 20, 2026 | return Dec 21–28 · Frontier Airlines $779 | return Dec 29–31 · Frontier Airlines $653 | return Jan 1, 2027 · Frontier Airlines $625 | return Jan 2, 2027, Jan 3, 2027 · Volaris $603 | one-way · Frontier Airlines $372 | Dec 21 return
Hotels in Cancun from Dec 20, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Dec 21, 2026 | return Dec 22–28 · Volaris $735 | return Dec 29–31 · Volaris $606 | return Jan 1, 2027, Jan 4, 2027 · Volaris $577 | return Jan 2, 2027, Jan 3, 2027 · Volaris $538 | one-way · Frontier Airlines $372 | Dec 22 return
Hotels in Cancun from Dec 21, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Dec 22, 2026 | return Dec 23–28 · Frontier Airlines $779 | return Dec 29–31 · Frontier Airlines $653 | return Jan 1, 2027, Jan 4–5, 2027 · Frontier Airlines $625 | return Jan 2, 2027, Jan 3, 2027 · Volaris $603 | one-way · Frontier Airlines $372 | Dec 23 return
Hotels in Cancun from Dec 22, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Dec 23, 2026 | return Dec 24–28 · Volaris $735 | return Dec 29–31 · Volaris $606 | return Jan 1, 2027, Jan 4–6, 2027 · Volaris $577 | return Jan 2, 2027, Jan 3, 2027 · Volaris $538 | one-way · Frontier Airlines $372 | Dec 24 return
Hotels in Cancun from Dec 23, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Dec 24, 2026 | return Dec 25–28 · Volaris $735 | return Dec 29–31 · Volaris $606 | return Jan 1, 2027, Jan 4–7, 2027 · Volaris $577 | return Jan 2, 2027, Jan 3, 2027 · Volaris $538 | one-way · Frontier Airlines $372 | Dec 25 return
Hotels in Cancun from Dec 24, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Dec 25, 2026 | return Dec 26–27 · Frontier Airlines $779 | return Dec 28 · Frontier Airlines $725 | return Dec 29–31 · Frontier Airlines $653 | return Jan 1, 2027, Jan 4–8, 2027 · Frontier Airlines $625 | return Jan 2, 2027, Jan 3, 2027 · Volaris $603 | one-way · Frontier Airlines $372 | Dec 26 return
Hotels in Cancun from Dec 25, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Dec 26, 2026 | return Dec 27–28 · Volaris $735 | return Dec 29–30, Dec 31 · Volaris $606 | return Jan 1, 2027, Jan 4–9, 2027 · Volaris $577 | return Jan 2–3, 2027 · Volaris $538 | one-way · JetBlue $385 | Dec 27 return
Hotels in Cancun from Dec 26, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Dec 27, 2026 | return Dec 28 · Volaris $735 | return Dec 29–31 · Volaris $606 | return Jan 1, 2027, Jan 4, 2027, Jan 5–10, 2027 · Volaris $577 | return Jan 2, 2027, Jan 3, 2027 · Volaris $538 | one-way · Frontier Airlines $372 | Dec 28 return
Hotels in Cancun from Dec 27, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Dec 28, 2026 | return Dec 29–31 · Frontier Airlines $653 | return Jan 1, 2027, Jan 4–11, 2027 · Frontier Airlines $625 | return Jan 2, 2027, Jan 3, 2027 · Volaris $603 | one-way · Frontier Airlines $372 | Dec 29 return
Hotels in Cancun from Dec 28, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Dec 29, 2026 | return Dec 30–31 · Frontier Airlines $527 | return Jan 1, 2027, Jan 4–12, 2027 · Frontier Airlines $500 | return Jan 2, 2027, Jan 3, 2027 · Volaris $474 | one-way · Frontier Airlines $252 | Dec 30 return
Hotels in Cancun from Dec 29, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Dec 30, 2026 | return Dec 31 · Frontier Airlines $527 | return Jan 1, 2027, Jan 4–13, 2027 · Frontier Airlines $500 | return Jan 2, 2027, Jan 3, 2027 · Volaris $474 | one-way · Frontier Airlines $252 | Dec 31 return
Hotels in Cancun from Dec 30, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Dec 31, 2026 | return Jan 1, 2027, Jan 6–14, 2027 · Frontier Airlines $500 | return Jan 2–3, 2027 · Volaris $474 | return Jan 4, 2027, Jan 5, 2027 · Volaris $514 | one-way · Frontier Airlines $252 | Jan 1 return
Hotels in Cancun from Dec 31, 2026 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in January 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published 2026-11-09–2026-11-13

Fri, Jan 1, 2027 | return Jan 2, Jan 3 · Volaris $446 | return Jan 4–5, Jan 6 · Volaris $485 | return Jan 7–15 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 2 return
Hotels in Cancun from Jan 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jan 2, 2027 | return Jan 3 · Volaris $446 | return Jan 4–16 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 3 return
Hotels in Cancun from Jan 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jan 3, 2027 | return Jan 4–17 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 4 return
Hotels in Cancun from Jan 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jan 4, 2027 | return Jan 5–18 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 5 return
Hotels in Cancun from Jan 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jan 5, 2027 | return Jan 6–19 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 6 return
Hotels in Cancun from Jan 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jan 6, 2027 | return Jan 7–20 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 7 return
Hotels in Cancun from Jan 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jan 7, 2027 | return Jan 8–21 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 8 return
Hotels in Cancun from Jan 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jan 8, 2027 | return Jan 9–11, Jan 13–22 · Frontier Airlines $472 | return Jan 12 · Frontier Airlines $435 | one-way · Frontier Airlines $226 | Jan 9 return
Hotels in Cancun from Jan 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jan 9, 2027 | return Jan 10–23 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 10 return
Hotels in Cancun from Jan 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jan 10, 2027 | return Jan 11–24 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 11 return
Hotels in Cancun from Jan 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jan 11, 2027 | return Jan 12–25 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 12 return
Hotels in Cancun from Jan 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jan 12, 2027 | return Jan 13–26 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 13 return
Hotels in Cancun from Jan 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jan 13, 2027 | return Jan 14–27 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 14 return
Hotels in Cancun from Jan 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jan 14, 2027 | return Jan 15–28 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 15 return
Hotels in Cancun from Jan 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jan 15, 2027 | return Jan 16–29 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 16 return
Hotels in Cancun from Jan 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jan 16, 2027 | return Jan 17–30 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 17 return
Hotels in Cancun from Jan 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jan 17, 2027 | return Jan 18–31 · Frontier Airlines $472 | one-way · Frontier Airlines $226 | Jan 18 return
Hotels in Cancun from Jan 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jan 18, 2027 | return Jan 19–31 · Frontier Airlines $472 | return Feb 1 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 19 return
Hotels in Cancun from Jan 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jan 19, 2027 | return Jan 20–31 · Frontier Airlines $472 | return Feb 1–2 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 20 return
Hotels in Cancun from Jan 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jan 20, 2027 | return Jan 21–31 · Frontier Airlines $472 | return Feb 1–3 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 21 return
Hotels in Cancun from Jan 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jan 21, 2027 | return Jan 22–31 · Frontier Airlines $472 | return Feb 1–4 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 22 return
Hotels in Cancun from Jan 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jan 22, 2027 | return Jan 23–31 · Frontier Airlines $472 | return Feb 1–5 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 23 return
Hotels in Cancun from Jan 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jan 23, 2027 | return Jan 24–31 · Frontier Airlines $472 | return Feb 1–6 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 24 return
Hotels in Cancun from Jan 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jan 24, 2027 | return Jan 25–31 · Frontier Airlines $472 | return Feb 1–7 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 25 return
Hotels in Cancun from Jan 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jan 25, 2027 | return Jan 26–31 · Frontier Airlines $472 | return Feb 1–8 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 26 return
Hotels in Cancun from Jan 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jan 26, 2027 | return Jan 27–31 · Frontier Airlines $472 | return Feb 1–9 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 27 return
Hotels in Cancun from Jan 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jan 27, 2027 | return Jan 28–30 · Frontier Airlines $472 | return Jan 31 · Volaris $485 | return Feb 1–10 · Frontier Airlines $480 | one-way · Frontier Airlines $226 | Jan 28 return
Hotels in Cancun from Jan 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jan 28, 2027 | return Jan 29–31 · Frontier Airlines $472 | return Feb 1–10 · Frontier Airlines $480 | return Feb 11 · Frontier Airlines $570 | one-way · Frontier Airlines $226 | Jan 29 return
Hotels in Cancun from Jan 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jan 29, 2027 | return Jan 30–31 · Frontier Airlines $472 | return Feb 1–10 · Frontier Airlines $480 | return Feb 11–12 · Frontier Airlines $570 | one-way · Frontier Airlines $226 | Jan 30 return
Hotels in Cancun from Jan 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jan 30, 2027 | return Jan 31 · Frontier Airlines $472 | return Feb 1–10 · Frontier Airlines $480 | return Feb 11–13 · Frontier Airlines $570 | one-way · Frontier Airlines $226 | Jan 31 return
Hotels in Cancun from Jan 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jan 31, 2027 | return Feb 1–10, Feb 14 · Frontier Airlines $480 | return Feb 11–13 · Frontier Airlines $570 | one-way · Frontier Airlines $226 | Feb 1 return
Hotels in Cancun from Jan 31, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in February 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published 2026-11-06–2026-11-12

Mon, Feb 1, 2027 | return Feb 2–10, Feb 14–15 · Frontier Airlines $487 | return Feb 11 · Frontier Airlines $435 | return Feb 12–13 · Frontier Airlines $578 | one-way · Frontier Airlines $233 | Feb 2 return
Hotels in Cancun from Feb 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Feb 2, 2027 | return Feb 3–10, Feb 14–15 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 3 return
Hotels in Cancun from Feb 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Feb 3, 2027 | return Feb 4–10, Feb 14–15, Feb 17 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 4 return
Hotels in Cancun from Feb 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Feb 4, 2027 | return Feb 5–10, Feb 14–15, Feb 17–18 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 5 return
Hotels in Cancun from Feb 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Feb 5, 2027 | return Feb 6–10, Feb 14–15, Feb 17–19 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 6 return
Hotels in Cancun from Feb 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Feb 6, 2027 | return Feb 7–10, Feb 14–15, Feb 17–20 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 7 return
Hotels in Cancun from Feb 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Feb 7, 2027 | return Feb 8–10, Feb 14–15, Feb 17–21 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 8 return
Hotels in Cancun from Feb 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Feb 8, 2027 | return Feb 9–10, Feb 14–15, Feb 17–22 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 9 return
Hotels in Cancun from Feb 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Feb 9, 2027 | return Feb 10, Feb 14–15, Feb 17–23 · Frontier Airlines $487 | return Feb 11–13 · Frontier Airlines $578 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 10 return
Hotels in Cancun from Feb 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Feb 10, 2027 | return Feb 11–13 · Frontier Airlines $578 | return Feb 14–15, Feb 17–24 · Frontier Airlines $487 | return Feb 16 · Volaris $460 | one-way · Frontier Airlines $233 | Feb 11 return
Hotels in Cancun from Feb 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Feb 11, 2027 | return Feb 12–13 · Frontier Airlines $668 | return Feb 14–15, Feb 17–25 · Frontier Airlines $578 | return Feb 16 · Volaris $553 | one-way · Frontier Airlines $319 | Feb 12 return
Hotels in Cancun from Feb 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Feb 12, 2027 | return Feb 15, Feb 19 · Frontier Airlines $578 | return Mar 5 · Frontier Airlines $623 | one-way · Frontier Airlines $319 | Feb 15 return
Hotels in Cancun from Feb 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Feb 13, 2027 | return Feb 16 · Volaris $553 | return Feb 20 · Frontier Airlines $578 | return Mar 6 · Frontier Airlines $623 | one-way · Frontier Airlines $319 | Feb 16 return
Hotels in Cancun from Feb 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Feb 14, 2027 | return Feb 17, Feb 21 · Frontier Airlines $487 | return Mar 7 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 17 return
Hotels in Cancun from Feb 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Feb 15, 2027 | return Feb 18, Feb 22 · Frontier Airlines $487 | return Mar 8 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 18 return
Hotels in Cancun from Feb 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Feb 16, 2027 | return Feb 19, Feb 23 · Frontier Airlines $487 | return Mar 9 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 19 return
Hotels in Cancun from Feb 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Feb 17, 2027 | return Feb 20, Feb 24 · Frontier Airlines $487 | return Mar 10 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 20 return
Hotels in Cancun from Feb 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Feb 18, 2027 | return Feb 21, Feb 25 · Frontier Airlines $487 | return Mar 11 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 21 return
Hotels in Cancun from Feb 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Feb 19, 2027 | return Feb 22, Feb 26 · Frontier Airlines $487 | return Mar 12 · Frontier Airlines $615 | one-way · Frontier Airlines $233 | Feb 22 return
Hotels in Cancun from Feb 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Feb 20, 2027 | return Feb 23 · Frontier Airlines $487 | return Feb 27 · Volaris $501 | return Mar 13 · Frontier Airlines $615 | one-way · Frontier Airlines $233 | Feb 23 return
Hotels in Cancun from Feb 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Feb 21, 2027 | return Feb 24, Feb 28 · Frontier Airlines $487 | return Mar 14 · Frontier Airlines $615 | one-way · Frontier Airlines $233 | Feb 24 return
Hotels in Cancun from Feb 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Feb 22, 2027 | return Feb 25 · Frontier Airlines $487 | return Mar 1, Mar 15 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 25 return
Hotels in Cancun from Feb 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Feb 23, 2027 | return Feb 26 · Frontier Airlines $487 | return Mar 2, Mar 16 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 26 return
Hotels in Cancun from Feb 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Feb 24, 2027 | return Feb 27 · Frontier Airlines $487 | return Mar 3, Mar 17 · Frontier Airlines $532 | one-way · Frontier Airlines $233 | Feb 27 return
Hotels in Cancun from Feb 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Feb 25, 2027 | return Feb 28 · Frontier Airlines $487 | return Mar 4 · Frontier Airlines $532 | return Mar 18 · Frontier Airlines $738 | one-way · Frontier Airlines $233 | Feb 28 return
Hotels in Cancun from Feb 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Feb 26, 2027 | return Mar 1, Mar 5 · Frontier Airlines $532 | return Mar 19 · Frontier Airlines $738 | one-way · Frontier Airlines $233 | Mar 1 return
Hotels in Cancun from Feb 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Feb 27, 2027 | return Mar 2, Mar 6 · Frontier Airlines $532 | return Mar 20 · Frontier Airlines $738 | one-way · Frontier Airlines $233 | Mar 2 return
Hotels in Cancun from Feb 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Feb 28, 2027 | return Mar 3, Mar 7 · Frontier Airlines $532 | return Mar 21 · Frontier Airlines $738 | one-way · Frontier Airlines $233 | Mar 3 return
Hotels in Cancun from Feb 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in March 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Mon, Mar 1, 2027 | return Mar 4, Mar 8 · Frontier Airlines $578 | return Mar 22 · Frontier Airlines $784 | one-way · Frontier Airlines $276 | Mar 4 return
Hotels in Cancun from Mar 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Mar 2, 2027 | return Mar 5, Mar 9, Mar 23 · Frontier Airlines $578 | one-way · Frontier Airlines $276 | Mar 5 return
Hotels in Cancun from Mar 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Mar 3, 2027 | return Mar 6, Mar 10, Mar 24 · Frontier Airlines $578 | one-way · Frontier Airlines $276 | Mar 6 return
Hotels in Cancun from Mar 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Mar 4, 2027 | return Mar 7, Mar 11 · Frontier Airlines $578 | return Mar 25 · Volaris $599 | one-way · Frontier Airlines $276 | Mar 7 return
Hotels in Cancun from Mar 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Mar 5, 2027 | return Mar 8 · Frontier Airlines $578 | return Mar 12 · Frontier Airlines $660 | return Mar 26 · Volaris $599 | one-way · Frontier Airlines $276 | Mar 8 return
Hotels in Cancun from Mar 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Mar 6, 2027 | return Mar 9 · Frontier Airlines $578 | return Mar 13 · Frontier Airlines $660 | return Mar 27 · Volaris $599 | one-way · Frontier Airlines $276 | Mar 9 return
Hotels in Cancun from Mar 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Mar 7, 2027 | return Mar 10 · Frontier Airlines $578 | return Mar 14 · Frontier Airlines $660 | return Mar 28 · Frontier Airlines $640 | one-way · Frontier Airlines $276 | Mar 10 return
Hotels in Cancun from Mar 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Mar 8, 2027 | return Mar 11, Mar 15 · Frontier Airlines $578 | return Mar 29 · Frontier Airlines $640 | one-way · Frontier Airlines $276 | Mar 11 return
Hotels in Cancun from Mar 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Mar 9, 2027 | return Mar 12 · Frontier Airlines $660 | return Mar 16, Mar 30 · Frontier Airlines $578 | one-way · Frontier Airlines $276 | Mar 12 return
Hotels in Cancun from Mar 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Mar 10, 2027 | return Mar 13 · Frontier Airlines $660 | return Mar 17, Mar 31 · Frontier Airlines $578 | one-way · Frontier Airlines $276 | Mar 13 return
Hotels in Cancun from Mar 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Mar 11, 2027 | return Mar 14 · Frontier Airlines $660 | return Mar 18 · Frontier Airlines $784 | return Apr 1 · Frontier Airlines $540 | one-way · Frontier Airlines $276 | Mar 14 return
Hotels in Cancun from Mar 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Mar 12, 2027 | return Mar 15 · Frontier Airlines $660 | return Mar 19 · Frontier Airlines $866 | return Apr 2 · Frontier Airlines $623 | one-way · Frontier Airlines $355 | Mar 15 return
Hotels in Cancun from Mar 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Mar 13, 2027 | return Mar 16 · Frontier Airlines $660 | return Mar 20 · Frontier Airlines $866 | return Apr 3 · Volaris $594 | one-way · Frontier Airlines $355 | Mar 16 return
Hotels in Cancun from Mar 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Mar 14, 2027 | return Mar 17 · Frontier Airlines $660 | return Mar 21 · Frontier Airlines $866 | return Apr 4 · Volaris $594 | one-way · Frontier Airlines $355 | Mar 17 return
Hotels in Cancun from Mar 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Mar 15, 2027 | return Mar 18, Mar 22 · Frontier Airlines $784 | return Apr 5 · Frontier Airlines $540 | one-way · Frontier Airlines $276 | Mar 18 return
Hotels in Cancun from Mar 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Mar 16, 2027 | return Mar 19 · Frontier Airlines $784 | return Mar 23 · Frontier Airlines $578 | return Apr 6 · Volaris $509 | one-way · Frontier Airlines $276 | Mar 19 return
Hotels in Cancun from Mar 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Mar 17, 2027 | return Mar 20 · Frontier Airlines $784 | return Mar 24 · Frontier Airlines $578 | return Apr 7 · Volaris $509 | one-way · Frontier Airlines $276 | Mar 20 return
Hotels in Cancun from Mar 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Mar 18, 2027 | return Mar 21 · Frontier Airlines $989 | return Mar 25 · Volaris $811 | return Apr 8 · Volaris $721 | one-way · Frontier Airlines $473 | Mar 21 return
Hotels in Cancun from Mar 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Mar 19, 2027 | return Mar 22 · Volaris $934 | return Mar 26 · Volaris $728 | return Apr 9 · Volaris $637 | one-way · Frontier Airlines $473 | Mar 22 return
Hotels in Cancun from Mar 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Mar 20, 2027 | return Mar 23 · Volaris $722 | return Mar 27 · Volaris $728 | return Apr 10 · Volaris $637 | one-way · JetBlue $490 | Mar 23 return
Hotels in Cancun from Mar 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Mar 21, 2027 | return Mar 24 · Volaris $722 | return Mar 28 · Volaris $770 | return Apr 11 · Volaris $637 | one-way · Frontier Airlines $473 | Mar 24 return
Hotels in Cancun from Mar 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Mar 22, 2027 | return Mar 25 · Volaris $811 | return Mar 29 · Frontier Airlines $846 | return Apr 12 · Volaris $721 | one-way · Frontier Airlines $473 | Mar 25 return
Hotels in Cancun from Mar 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Mar 23, 2027 | return Mar 26 · Volaris $599 | return Mar 30 · Frontier Airlines $578 | return Apr 13 · Volaris $509 | one-way · Frontier Airlines $276 | Mar 26 return
Hotels in Cancun from Mar 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Mar 24, 2027 | return Mar 27 · Volaris $599 | return Mar 31 · Frontier Airlines $578 | return Apr 14 · Volaris $509 | one-way · Frontier Airlines $276 | Mar 27 return
Hotels in Cancun from Mar 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Mar 25, 2027 | return Mar 28 · Frontier Airlines $703 | return Apr 1 · Frontier Airlines $603 | return Apr 15 · Volaris $573 | one-way · Frontier Airlines $336 | Mar 28 return
Hotels in Cancun from Mar 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Mar 26, 2027 | return Mar 29 · Frontier Airlines $703 | return Apr 2 · Frontier Airlines $603 | return Apr 16 · Volaris $573 | one-way · Frontier Airlines $336 | Mar 29 return
Hotels in Cancun from Mar 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Mar 27, 2027 | return Mar 30 · Frontier Airlines $640 | return Apr 3, Apr 17 · Volaris $573 | one-way · Frontier Airlines $336 | Mar 30 return
Hotels in Cancun from Mar 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Mar 28, 2027 | return Mar 31 · Volaris $628 | return Apr 4, Apr 18 · Volaris $557 | one-way · American $386 | Mar 31 return
Hotels in Cancun from Mar 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Mar 29, 2027 | return Apr 1, Apr 5 · Volaris $543 | return Apr 19 · Volaris $509 | one-way · JetBlue $354 | Apr 1 return
Hotels in Cancun from Mar 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Mar 30, 2027 | return Apr 2 · Volaris $529 | return Apr 6, Apr 20 · Volaris $495 | one-way · American $317 | Apr 2 return
Hotels in Cancun from Mar 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Mar 31, 2027 | return Apr 3, Apr 7, Apr 21 · Volaris $495 | one-way · American $317 | Apr 3 return
Hotels in Cancun from Mar 31, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in April 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Thu, Apr 1, 2027 | return Apr 4, Apr 8, Apr 22 · Volaris $458 | one-way · American $276 | Apr 4 return
Hotels in Cancun from Apr 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Apr 2, 2027 | return Apr 5 · Volaris $492 | return Apr 9, Apr 23 · Volaris $458 | one-way · American $276 | Apr 5 return
Hotels in Cancun from Apr 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Apr 3, 2027 | return Apr 6, Apr 10, Apr 24 · Volaris $458 | one-way · American $276 | Apr 6 return
Hotels in Cancun from Apr 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Apr 4, 2027 | return Apr 7, Apr 11, Apr 25 · Volaris $458 | one-way · American $276 | Apr 7 return
Hotels in Cancun from Apr 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Apr 5, 2027 | return Apr 8, Apr 12, Apr 26 · Volaris $458 | one-way · American $276 | Apr 8 return
Hotels in Cancun from Apr 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Apr 6, 2027 | return Apr 9, Apr 13, Apr 27 · Volaris $424 | one-way · JetBlue $253 | Apr 9 return
Hotels in Cancun from Apr 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Apr 7, 2027 | return Apr 10, Apr 14, Apr 28 · Volaris $424 | one-way · JetBlue $253 | Apr 10 return
Hotels in Cancun from Apr 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Apr 8, 2027 | return Apr 11, Apr 15, Apr 29 · Volaris $424 | one-way · JetBlue $253 | Apr 11 return
Hotels in Cancun from Apr 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Apr 9, 2027 | return Apr 12, Apr 16, Apr 30 · Volaris $424 | one-way · JetBlue $253 | Apr 12 return
Hotels in Cancun from Apr 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Apr 10, 2027 | return Apr 13, Apr 17, May 1 · Volaris $424 | one-way · JetBlue $253 | Apr 13 return
Hotels in Cancun from Apr 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Apr 11, 2027 | return Apr 14, Apr 18, May 2 · Volaris $424 | one-way · JetBlue $253 | Apr 14 return
Hotels in Cancun from Apr 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Apr 12, 2027 | return Apr 15, Apr 19, May 3 · Volaris $424 | one-way · JetBlue $253 | Apr 15 return
Hotels in Cancun from Apr 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Apr 13, 2027 | return Apr 16, Apr 20, May 4 · Volaris $424 | one-way · JetBlue $253 | Apr 16 return
Hotels in Cancun from Apr 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Apr 14, 2027 | return Apr 17, Apr 21, May 5 · Volaris $424 | one-way · JetBlue $253 | Apr 17 return
Hotels in Cancun from Apr 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Apr 15, 2027 | return Apr 18, Apr 22, May 6 · Volaris $424 | one-way · JetBlue $253 | Apr 18 return
Hotels in Cancun from Apr 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Apr 16, 2027 | return Apr 19, Apr 23, May 7 · Volaris $424 | one-way · JetBlue $253 | Apr 19 return
Hotels in Cancun from Apr 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Apr 17, 2027 | return Apr 20, Apr 24, May 8 · Volaris $424 | one-way · JetBlue $253 | Apr 20 return
Hotels in Cancun from Apr 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Apr 18, 2027 | return Apr 21, Apr 25, May 9 · Volaris $424 | one-way · JetBlue $253 | Apr 21 return
Hotels in Cancun from Apr 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Apr 19, 2027 | return Apr 22, Apr 26, May 10 · Volaris $424 | one-way · JetBlue $253 | Apr 22 return
Hotels in Cancun from Apr 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Apr 20, 2027 | return Apr 23, Apr 27, May 11 · Volaris $424 | one-way · JetBlue $253 | Apr 23 return
Hotels in Cancun from Apr 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Apr 21, 2027 | return Apr 24, Apr 28, May 12 · Volaris $424 | one-way · JetBlue $253 | Apr 24 return
Hotels in Cancun from Apr 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Apr 22, 2027 | return Apr 25, Apr 29, May 13 · Volaris $424 | one-way · JetBlue $253 | Apr 25 return
Hotels in Cancun from Apr 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Apr 23, 2027 | return Apr 26, Apr 30, May 14 · Volaris $424 | one-way · JetBlue $253 | Apr 26 return
Hotels in Cancun from Apr 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Apr 24, 2027 | return Apr 27, May 1, May 15 · Volaris $424 | one-way · JetBlue $253 | Apr 27 return
Hotels in Cancun from Apr 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Apr 25, 2027 | return Apr 28, May 2, May 16 · Volaris $424 | one-way · JetBlue $253 | Apr 28 return
Hotels in Cancun from Apr 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Apr 26, 2027 | return Apr 29, May 3, May 17 · Volaris $424 | one-way · JetBlue $253 | Apr 29 return
Hotels in Cancun from Apr 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Apr 27, 2027 | return Apr 30, May 4, May 18 · Volaris $424 | one-way · JetBlue $253 | Apr 30 return
Hotels in Cancun from Apr 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Apr 28, 2027 | return May 1, May 5, May 19 · Volaris $424 | one-way · JetBlue $253 | May 1 return
Hotels in Cancun from Apr 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Apr 29, 2027 | return May 2, May 6, May 20 · Volaris $424 | one-way · JetBlue $253 | May 2 return
Hotels in Cancun from Apr 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Apr 30, 2027 | return May 3, May 7, May 21 · Volaris $424 | one-way · JetBlue $253 | May 3 return
Hotels in Cancun from Apr 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in May 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Sat, May 1, 2027 | return May 4, May 8, May 22 · Volaris $424 | one-way · JetBlue $253 | May 4 return
Hotels in Cancun from May 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, May 2, 2027 | return May 5, May 9, May 23 · Volaris $424 | one-way · JetBlue $253 | May 5 return
Hotels in Cancun from May 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, May 3, 2027 | return May 6, May 10, May 24 · Volaris $424 | one-way · JetBlue $253 | May 6 return
Hotels in Cancun from May 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, May 4, 2027 | return May 7, May 11, May 25 · Volaris $424 | one-way · JetBlue $253 | May 7 return
Hotels in Cancun from May 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, May 5, 2027 | return May 8, May 12, May 26 · Volaris $424 | one-way · JetBlue $253 | May 8 return
Hotels in Cancun from May 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, May 6, 2027 | return May 9, May 13 · Volaris $424 | return May 27 · Volaris $475 | one-way · JetBlue $253 | May 9 return
Hotels in Cancun from May 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, May 7, 2027 | return May 10, May 14 · Volaris $424 | return May 28 · Volaris $475 | one-way · JetBlue $253 | May 10 return
Hotels in Cancun from May 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, May 8, 2027 | return May 11, May 15 · Volaris $424 | return May 29 · Volaris $475 | one-way · JetBlue $253 | May 11 return
Hotels in Cancun from May 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, May 9, 2027 | return May 12, May 16 · Volaris $424 | return May 30 · Volaris $475 | one-way · JetBlue $253 | May 12 return
Hotels in Cancun from May 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, May 10, 2027 | return May 13, May 17, May 31 · Volaris $424 | one-way · JetBlue $253 | May 13 return
Hotels in Cancun from May 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, May 11, 2027 | return May 14, May 18 · Volaris $424 | return Jun 1 · Volaris $435 | one-way · JetBlue $253 | May 14 return
Hotels in Cancun from May 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, May 12, 2027 | return May 15, May 19 · Volaris $424 | return Jun 2 · Volaris $435 | one-way · JetBlue $253 | May 15 return
Hotels in Cancun from May 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, May 13, 2027 | return May 16, May 20 · Volaris $424 | return Jun 3 · Volaris $435 | one-way · JetBlue $253 | May 16 return
Hotels in Cancun from May 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, May 14, 2027 | return May 17, May 21 · Volaris $424 | return Jun 4 · Volaris $435 | one-way · JetBlue $253 | May 17 return
Hotels in Cancun from May 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, May 15, 2027 | return May 18, May 22 · Volaris $424 | return Jun 5 · Volaris $435 | one-way · JetBlue $253 | May 18 return
Hotels in Cancun from May 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, May 16, 2027 | return May 19, May 23 · Volaris $424 | return Jun 6 · Volaris $435 | one-way · JetBlue $253 | May 19 return
Hotels in Cancun from May 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, May 17, 2027 | return May 20, May 24 · Volaris $424 | return Jun 7 · Volaris $435 | one-way · JetBlue $253 | May 20 return
Hotels in Cancun from May 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, May 18, 2027 | return May 21, May 25 · Volaris $424 | return Jun 8 · Volaris $435 | one-way · JetBlue $253 | May 21 return
Hotels in Cancun from May 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, May 19, 2027 | return May 22, May 26 · Volaris $424 | return Jun 9 · Volaris $435 | one-way · JetBlue $253 | May 22 return
Hotels in Cancun from May 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, May 20, 2027 | return May 23 · Volaris $424 | return May 27 · Volaris $475 | return Jun 10 · Volaris $435 | one-way · JetBlue $253 | May 23 return
Hotels in Cancun from May 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, May 21, 2027 | return May 24 · Volaris $424 | return May 28 · Volaris $475 | return Jun 11 · Volaris $435 | one-way · JetBlue $253 | May 24 return
Hotels in Cancun from May 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, May 22, 2027 | return May 25 · Volaris $424 | return May 29 · Volaris $475 | return Jun 12 · Volaris $435 | one-way · JetBlue $253 | May 25 return
Hotels in Cancun from May 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, May 23, 2027 | return May 26 · Volaris $424 | return May 30 · Volaris $475 | return Jun 13 · Volaris $435 | one-way · JetBlue $253 | May 26 return
Hotels in Cancun from May 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, May 24, 2027 | return May 27 · Volaris $475 | return May 31 · Volaris $424 | return Jun 14 · Volaris $435 | one-way · JetBlue $253 | May 27 return
Hotels in Cancun from May 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, May 25, 2027 | return May 28 · Volaris $475 | return Jun 1, Jun 15 · Volaris $435 | one-way · JetBlue $253 | May 28 return
Hotels in Cancun from May 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, May 26, 2027 | return May 29 · Volaris $475 | return Jun 2, Jun 16 · Volaris $435 | one-way · JetBlue $253 | May 29 return
Hotels in Cancun from May 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, May 27, 2027 | return May 30 · Volaris $526 | return Jun 3, Jun 17 · Volaris $485 | one-way · JetBlue $313 | May 30 return
Hotels in Cancun from May 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, May 28, 2027 | return May 31 · Volaris $475 | return Jun 4, Jun 18 · Volaris $485 | one-way · JetBlue $313 | May 31 return
Hotels in Cancun from May 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, May 29, 2027 | return Jun 1, Jun 5, Jun 19 · Volaris $485 | one-way · JetBlue $313 | Jun 1 return
Hotels in Cancun from May 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, May 30, 2027 | return Jun 2, Jun 6, Jun 20 · Volaris $485 | one-way · JetBlue $313 | Jun 2 return
Hotels in Cancun from May 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, May 31, 2027 | return Jun 3, Jun 7, Jun 21 · Volaris $435 | one-way · JetBlue $253 | Jun 3 return
Hotels in Cancun from May 31, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in June 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Tue, Jun 1, 2027 | return Jun 4, Jun 8, Jun 22 · Volaris $445 | one-way · JetBlue $265 | Jun 4 return
Hotels in Cancun from Jun 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jun 2, 2027 | return Jun 5, Jun 9, Jun 23 · Volaris $445 | one-way · JetBlue $265 | Jun 5 return
Hotels in Cancun from Jun 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jun 3, 2027 | return Jun 6, Jun 10, Jun 24 · Volaris $445 | one-way · JetBlue $265 | Jun 6 return
Hotels in Cancun from Jun 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jun 4, 2027 | return Jun 7, Jun 11, Jun 25 · Volaris $445 | one-way · JetBlue $265 | Jun 7 return
Hotels in Cancun from Jun 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jun 5, 2027 | return Jun 8, Jun 12, Jun 26 · Volaris $445 | one-way · JetBlue $265 | Jun 8 return
Hotels in Cancun from Jun 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jun 6, 2027 | return Jun 9, Jun 13, Jun 27 · Volaris $445 | one-way · JetBlue $265 | Jun 9 return
Hotels in Cancun from Jun 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jun 7, 2027 | return Jun 10, Jun 14, Jun 28 · Volaris $445 | one-way · JetBlue $265 | Jun 10 return
Hotels in Cancun from Jun 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jun 8, 2027 | return Jun 11, Jun 15, Jun 29 · Volaris $445 | one-way · JetBlue $265 | Jun 11 return
Hotels in Cancun from Jun 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jun 9, 2027 | return Jun 12, Jun 16, Jun 30 · Volaris $445 | one-way · JetBlue $265 | Jun 12 return
Hotels in Cancun from Jun 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jun 10, 2027 | return Jun 13, Jun 17 · Volaris $445 | return Jul 1 · Volaris $492 | one-way · JetBlue $265 | Jun 13 return
Hotels in Cancun from Jun 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jun 11, 2027 | return Jun 14, Jun 18 · Volaris $445 | return Jul 2 · Volaris $492 | one-way · JetBlue $265 | Jun 14 return
Hotels in Cancun from Jun 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jun 12, 2027 | return Jun 15, Jun 19 · Volaris $445 | return Jul 3 · Volaris $437 | one-way · JetBlue $265 | Jun 15 return
Hotels in Cancun from Jun 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jun 13, 2027 | return Jun 16, Jun 20 · Volaris $445 | return Jul 4 · Volaris $437 | one-way · JetBlue $265 | Jun 16 return
Hotels in Cancun from Jun 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jun 14, 2027 | return Jun 17, Jun 21 · Volaris $445 | return Jul 5 · Volaris $437 | one-way · JetBlue $265 | Jun 17 return
Hotels in Cancun from Jun 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jun 15, 2027 | return Jun 18, Jun 22 · Volaris $445 | return Jul 6 · Volaris $437 | one-way · JetBlue $265 | Jun 18 return
Hotels in Cancun from Jun 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jun 16, 2027 | return Jun 19, Jun 23 · Volaris $445 | return Jul 7 · Volaris $437 | one-way · JetBlue $265 | Jun 19 return
Hotels in Cancun from Jun 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jun 17, 2027 | return Jun 20, Jun 24 · Volaris $445 | return Jul 8 · Volaris $437 | one-way · JetBlue $265 | Jun 20 return
Hotels in Cancun from Jun 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jun 18, 2027 | return Jun 21, Jun 25 · Volaris $445 | return Jul 9 · Volaris $437 | one-way · JetBlue $265 | Jun 21 return
Hotels in Cancun from Jun 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jun 19, 2027 | return Jun 22, Jun 26 · Volaris $445 | return Jul 10 · Volaris $437 | one-way · JetBlue $265 | Jun 22 return
Hotels in Cancun from Jun 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jun 20, 2027 | return Jun 23, Jun 27 · Volaris $445 | return Jul 11 · Volaris $437 | one-way · JetBlue $265 | Jun 23 return
Hotels in Cancun from Jun 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jun 21, 2027 | return Jun 24, Jun 28 · Volaris $445 | return Jul 12 · Volaris $437 | one-way · JetBlue $265 | Jun 24 return
Hotels in Cancun from Jun 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jun 22, 2027 | return Jun 25, Jun 29 · Volaris $445 | return Jul 13 · Volaris $437 | one-way · JetBlue $265 | Jun 25 return
Hotels in Cancun from Jun 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jun 23, 2027 | return Jun 26, Jun 30 · Volaris $445 | return Jul 14 · Volaris $437 | one-way · JetBlue $265 | Jun 26 return
Hotels in Cancun from Jun 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jun 24, 2027 | return Jun 27 · Volaris $445 | return Jul 1 · Volaris $492 | return Jul 15 · Volaris $437 | one-way · JetBlue $265 | Jun 27 return
Hotels in Cancun from Jun 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jun 25, 2027 | return Jun 28 · Volaris $445 | return Jul 2 · Volaris $492 | return Jul 16 · Volaris $437 | one-way · JetBlue $265 | Jun 28 return
Hotels in Cancun from Jun 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jun 26, 2027 | return Jun 29 · Volaris $445 | return Jul 3, Jul 17 · Volaris $437 | one-way · JetBlue $265 | Jun 29 return
Hotels in Cancun from Jun 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jun 27, 2027 | return Jun 30 · Volaris $445 | return Jul 4, Jul 18 · Volaris $437 | one-way · JetBlue $265 | Jun 30 return
Hotels in Cancun from Jun 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jun 28, 2027 | return Jul 1 · Volaris $492 | return Jul 5, Jul 19 · Volaris $437 | one-way · JetBlue $265 | Jul 1 return
Hotels in Cancun from Jun 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jun 29, 2027 | return Jul 2 · Volaris $492 | return Jul 6, Jul 20 · Volaris $437 | one-way · JetBlue $265 | Jul 2 return
Hotels in Cancun from Jun 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jun 30, 2027 | return Jul 3, Jul 7, Jul 21 · Volaris $437 | one-way · JetBlue $265 | Jul 3 return
Hotels in Cancun from Jun 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in July 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Thu, Jul 1, 2027 | return Jul 4, Jul 8, Jul 22 · Volaris $483 | one-way · JetBlue $321 | Jul 4 return
Hotels in Cancun from Jul 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jul 2, 2027 | return Jul 5, Jul 9, Jul 23 · Volaris $483 | one-way · JetBlue $321 | Jul 5 return
Hotels in Cancun from Jul 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jul 3, 2027 | return Jul 6, Jul 10, Jul 24 · Volaris $428 | one-way · JetBlue $255 | Jul 6 return
Hotels in Cancun from Jul 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jul 4, 2027 | return Jul 7, Jul 11, Jul 25 · Volaris $428 | one-way · JetBlue $255 | Jul 7 return
Hotels in Cancun from Jul 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jul 5, 2027 | return Jul 8, Jul 12 · Volaris $428 | return Jul 26 · Volaris $463 | one-way · JetBlue $255 | Jul 8 return
Hotels in Cancun from Jul 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jul 6, 2027 | return Jul 9, Jul 13, Jul 27 · Volaris $428 | one-way · JetBlue $255 | Jul 9 return
Hotels in Cancun from Jul 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jul 7, 2027 | return Jul 10, Jul 14, Jul 28 · Volaris $428 | one-way · JetBlue $255 | Jul 10 return
Hotels in Cancun from Jul 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jul 8, 2027 | return Jul 11, Jul 15, Jul 29 · Volaris $428 | one-way · JetBlue $255 | Jul 11 return
Hotels in Cancun from Jul 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jul 9, 2027 | return Jul 12, Jul 16, Jul 30 · Volaris $428 | one-way · JetBlue $255 | Jul 12 return
Hotels in Cancun from Jul 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jul 10, 2027 | return Jul 13, Jul 17, Jul 31 · Volaris $428 | one-way · JetBlue $255 | Jul 13 return
Hotels in Cancun from Jul 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jul 11, 2027 | return Jul 14, Jul 18 · Volaris $463 | return Aug 1 · Volaris $456 | one-way · American $279 | Jul 14 return
Hotels in Cancun from Jul 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jul 12, 2027 | return Jul 15, Jul 19 · Volaris $428 | return Aug 2 · Volaris $455 | one-way · JetBlue $255 | Jul 15 return
Hotels in Cancun from Jul 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jul 13, 2027 | return Jul 16, Jul 20 · Volaris $428 | return Aug 3 · Volaris $422 | one-way · JetBlue $255 | Jul 16 return
Hotels in Cancun from Jul 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jul 14, 2027 | return Jul 17, Jul 21 · Volaris $428 | return Aug 4 · Volaris $422 | one-way · JetBlue $255 | Jul 17 return
Hotels in Cancun from Jul 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jul 15, 2027 | return Jul 18, Jul 22 · Volaris $428 | return Aug 5 · Volaris $422 | one-way · JetBlue $255 | Jul 18 return
Hotels in Cancun from Jul 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jul 16, 2027 | return Jul 19, Jul 23 · Volaris $428 | return Aug 6 · Volaris $422 | one-way · JetBlue $255 | Jul 19 return
Hotels in Cancun from Jul 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jul 17, 2027 | return Jul 20, Jul 24 · Volaris $428 | return Aug 7 · Volaris $422 | one-way · JetBlue $255 | Jul 20 return
Hotels in Cancun from Jul 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jul 18, 2027 | return Jul 21, Jul 25 · Volaris $463 | return Aug 8 · Volaris $456 | one-way · American $279 | Jul 21 return
Hotels in Cancun from Jul 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jul 19, 2027 | return Jul 22 · Volaris $428 | return Jul 26 · Volaris $463 | return Aug 9 · Volaris $455 | one-way · JetBlue $255 | Jul 22 return
Hotels in Cancun from Jul 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jul 20, 2027 | return Jul 23, Jul 27 · Volaris $428 | return Aug 10 · Volaris $422 | one-way · JetBlue $255 | Jul 23 return
Hotels in Cancun from Jul 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jul 21, 2027 | return Jul 24, Jul 28 · Volaris $428 | return Aug 11 · Volaris $422 | one-way · JetBlue $255 | Jul 24 return
Hotels in Cancun from Jul 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jul 22, 2027 | return Jul 25, Jul 29 · Volaris $428 | return Aug 12 · Volaris $422 | one-way · JetBlue $255 | Jul 25 return
Hotels in Cancun from Jul 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jul 23, 2027 | return Jul 26 · Volaris $463 | return Jul 30 · Volaris $428 | return Aug 13 · Volaris $422 | one-way · JetBlue $255 | Jul 26 return
Hotels in Cancun from Jul 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jul 24, 2027 | return Jul 27, Jul 31 · Volaris $428 | return Aug 14 · Volaris $422 | one-way · JetBlue $255 | Jul 27 return
Hotels in Cancun from Jul 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Jul 25, 2027 | return Jul 28 · Volaris $463 | return Aug 1, Aug 15 · Volaris $456 | one-way · American $279 | Jul 28 return
Hotels in Cancun from Jul 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Jul 26, 2027 | return Jul 29 · Volaris $428 | return Aug 2, Aug 16 · Volaris $455 | one-way · JetBlue $255 | Jul 29 return
Hotels in Cancun from Jul 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Jul 27, 2027 | return Jul 30 · Volaris $428 | return Aug 3, Aug 17 · Volaris $422 | one-way · JetBlue $255 | Jul 30 return
Hotels in Cancun from Jul 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Jul 28, 2027 | return Jul 31 · Volaris $428 | return Aug 4, Aug 18 · Volaris $422 | one-way · JetBlue $255 | Jul 31 return
Hotels in Cancun from Jul 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Jul 29, 2027 | return Aug 1, Aug 5, Aug 19 · Volaris $422 | one-way · JetBlue $255 | Aug 1 return
Hotels in Cancun from Jul 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Jul 30, 2027 | return Aug 2 · Volaris $455 | return Aug 6, Aug 20 · Volaris $422 | one-way · JetBlue $255 | Aug 2 return
Hotels in Cancun from Jul 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Jul 31, 2027 | return Aug 3, Aug 7, Aug 21 · Volaris $422 | one-way · JetBlue $255 | Aug 3 return
Hotels in Cancun from Jul 31, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in August 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Sun, Aug 1, 2027 | return Aug 4, Aug 8, Aug 22 · Volaris $449 | one-way · American $270 | Aug 4 return
Hotels in Cancun from Aug 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Aug 2, 2027 | return Aug 5 · Volaris $415 | return Aug 9, Aug 23 · Volaris $449 | one-way · JetBlue $248 | Aug 5 return
Hotels in Cancun from Aug 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Aug 3, 2027 | return Aug 6, Aug 10, Aug 24 · Volaris $415 | one-way · JetBlue $248 | Aug 6 return
Hotels in Cancun from Aug 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Aug 4, 2027 | return Aug 7, Aug 11, Aug 25 · Volaris $415 | one-way · JetBlue $248 | Aug 7 return
Hotels in Cancun from Aug 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Aug 5, 2027 | return Aug 8, Aug 12, Aug 26 · Volaris $415 | one-way · JetBlue $248 | Aug 8 return
Hotels in Cancun from Aug 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Aug 6, 2027 | return Aug 9 · Volaris $449 | return Aug 13, Aug 27 · Volaris $415 | one-way · JetBlue $248 | Aug 9 return
Hotels in Cancun from Aug 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Aug 7, 2027 | return Aug 10, Aug 14, Aug 28 · Volaris $415 | one-way · JetBlue $248 | Aug 10 return
Hotels in Cancun from Aug 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Aug 8, 2027 | return Aug 11, Aug 15, Aug 29 · Volaris $449 | one-way · American $270 | Aug 11 return
Hotels in Cancun from Aug 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Aug 9, 2027 | return Aug 12 · Volaris $415 | return Aug 16, Aug 30 · Volaris $449 | one-way · JetBlue $248 | Aug 12 return
Hotels in Cancun from Aug 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Aug 10, 2027 | return Aug 13, Aug 17, Aug 31 · Volaris $415 | one-way · JetBlue $248 | Aug 13 return
Hotels in Cancun from Aug 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Aug 11, 2027 | return Aug 14, Aug 18 · Volaris $415 | return Sep 1 · Volaris $420 | one-way · JetBlue $248 | Aug 14 return
Hotels in Cancun from Aug 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Aug 12, 2027 | return Aug 15, Aug 19 · Volaris $415 | return Sep 2 · Volaris $420 | one-way · JetBlue $248 | Aug 15 return
Hotels in Cancun from Aug 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Aug 13, 2027 | return Aug 16 · Volaris $449 | return Aug 20 · Volaris $415 | return Sep 3 · Volaris $420 | one-way · JetBlue $248 | Aug 16 return
Hotels in Cancun from Aug 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Aug 14, 2027 | return Aug 17, Aug 21 · Volaris $415 | return Sep 4 · Volaris $420 | one-way · JetBlue $248 | Aug 17 return
Hotels in Cancun from Aug 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Aug 15, 2027 | return Aug 18, Aug 22 · Volaris $449 | return Sep 5 · Volaris $453 | one-way · American $270 | Aug 18 return
Hotels in Cancun from Aug 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Aug 16, 2027 | return Aug 19 · Volaris $415 | return Aug 23 · Volaris $449 | return Sep 6 · Volaris $454 | one-way · JetBlue $248 | Aug 19 return
Hotels in Cancun from Aug 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Aug 17, 2027 | return Aug 20, Aug 24 · Volaris $415 | return Sep 7 · Volaris $420 | one-way · JetBlue $248 | Aug 20 return
Hotels in Cancun from Aug 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Aug 18, 2027 | return Aug 21, Aug 25 · Volaris $415 | return Sep 8 · Volaris $420 | one-way · JetBlue $248 | Aug 21 return
Hotels in Cancun from Aug 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Aug 19, 2027 | return Aug 22, Aug 26 · Volaris $415 | return Sep 9 · Volaris $420 | one-way · JetBlue $248 | Aug 22 return
Hotels in Cancun from Aug 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Aug 20, 2027 | return Aug 23 · Volaris $449 | return Aug 27 · Volaris $415 | return Sep 10 · Volaris $420 | one-way · JetBlue $248 | Aug 23 return
Hotels in Cancun from Aug 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Aug 21, 2027 | return Aug 24, Aug 28 · Volaris $415 | return Sep 11 · Volaris $420 | one-way · JetBlue $248 | Aug 24 return
Hotels in Cancun from Aug 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Aug 22, 2027 | return Aug 25, Aug 29 · Volaris $449 | return Sep 12 · Volaris $453 | one-way · American $270 | Aug 25 return
Hotels in Cancun from Aug 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Aug 23, 2027 | return Aug 26 · Volaris $415 | return Aug 30 · Volaris $449 | return Sep 13 · Volaris $454 | one-way · JetBlue $248 | Aug 26 return
Hotels in Cancun from Aug 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Aug 24, 2027 | return Aug 27, Aug 31 · Volaris $415 | return Sep 14 · Volaris $420 | one-way · JetBlue $248 | Aug 27 return
Hotels in Cancun from Aug 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Aug 25, 2027 | return Aug 28 · Volaris $415 | return Sep 1, Sep 15 · Volaris $420 | one-way · JetBlue $248 | Aug 28 return
Hotels in Cancun from Aug 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Aug 26, 2027 | return Aug 29 · Volaris $415 | return Sep 2, Sep 16 · Volaris $420 | one-way · JetBlue $248 | Aug 29 return
Hotels in Cancun from Aug 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Aug 27, 2027 | return Aug 30 · Volaris $449 | return Sep 3, Sep 17 · Volaris $420 | one-way · JetBlue $248 | Aug 30 return
Hotels in Cancun from Aug 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Aug 28, 2027 | return Aug 31 · Volaris $415 | return Sep 4, Sep 18 · Volaris $420 | one-way · JetBlue $248 | Aug 31 return
Hotels in Cancun from Aug 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Aug 29, 2027 | return Sep 1, Sep 5, Sep 19 · Volaris $453 | one-way · American $270 | Sep 1 return
Hotels in Cancun from Aug 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Aug 30, 2027 | return Sep 2 · Volaris $420 | return Sep 6, Sep 20 · Volaris $454 | one-way · JetBlue $248 | Sep 2 return
Hotels in Cancun from Aug 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Aug 31, 2027 | return Sep 3, Sep 7, Sep 21 · Volaris $420 | one-way · JetBlue $248 | Sep 3 return
Hotels in Cancun from Aug 31, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in September 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Wed, Sep 1, 2027 | return Sep 4, Sep 8, Sep 22 · Volaris $424 | one-way · JetBlue $253 | Sep 4 return
Hotels in Cancun from Sep 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Sep 2, 2027 | return Sep 5, Sep 9, Sep 23 · Volaris $424 | one-way · JetBlue $253 | Sep 5 return
Hotels in Cancun from Sep 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Sep 3, 2027 | return Sep 6 · Volaris $458 | return Sep 10, Sep 24 · Volaris $424 | one-way · JetBlue $253 | Sep 6 return
Hotels in Cancun from Sep 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Sep 4, 2027 | return Sep 7, Sep 11, Sep 25 · Volaris $424 | one-way · JetBlue $253 | Sep 7 return
Hotels in Cancun from Sep 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Sep 5, 2027 | return Sep 8, Sep 12, Sep 26 · Volaris $458 | one-way · American $276 | Sep 8 return
Hotels in Cancun from Sep 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Sep 6, 2027 | return Sep 9 · Volaris $424 | return Sep 13, Sep 27 · Volaris $458 | one-way · JetBlue $253 | Sep 9 return
Hotels in Cancun from Sep 6, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Sep 7, 2027 | return Sep 10, Sep 14, Sep 28 · Volaris $424 | one-way · JetBlue $253 | Sep 10 return
Hotels in Cancun from Sep 7, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Sep 8, 2027 | return Sep 11, Sep 15, Sep 29 · Volaris $424 | one-way · JetBlue $253 | Sep 11 return
Hotels in Cancun from Sep 8, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Sep 9, 2027 | return Sep 12, Sep 16, Sep 30 · Volaris $424 | one-way · JetBlue $253 | Sep 12 return
Hotels in Cancun from Sep 9, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Sep 10, 2027 | return Sep 13 · Volaris $458 | return Sep 17, Oct 1 · Volaris $424 | one-way · JetBlue $253 | Sep 13 return
Hotels in Cancun from Sep 10, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Sep 11, 2027 | return Sep 14, Sep 18, Oct 2 · Volaris $424 | one-way · JetBlue $253 | Sep 14 return
Hotels in Cancun from Sep 11, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Sep 12, 2027 | return Sep 15, Sep 19, Oct 3 · Volaris $458 | one-way · American $276 | Sep 15 return
Hotels in Cancun from Sep 12, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Sep 13, 2027 | return Sep 16 · Volaris $424 | return Sep 20, Oct 4 · Volaris $458 | one-way · JetBlue $253 | Sep 16 return
Hotels in Cancun from Sep 13, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Sep 14, 2027 | return Sep 17, Sep 21, Oct 5 · Volaris $424 | one-way · JetBlue $253 | Sep 17 return
Hotels in Cancun from Sep 14, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Sep 15, 2027 | return Sep 18, Sep 22, Oct 6 · Volaris $424 | one-way · JetBlue $253 | Sep 18 return
Hotels in Cancun from Sep 15, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Sep 16, 2027 | return Sep 19, Sep 23, Oct 7 · Volaris $424 | one-way · JetBlue $253 | Sep 19 return
Hotels in Cancun from Sep 16, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Sep 17, 2027 | return Sep 20 · Volaris $458 | return Sep 24, Oct 8 · Volaris $424 | one-way · JetBlue $253 | Sep 20 return
Hotels in Cancun from Sep 17, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Sep 18, 2027 | return Sep 21, Sep 25 · Volaris $424 | one-way · JetBlue $253 | Sep 21 return
Hotels in Cancun from Sep 18, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Sep 19, 2027 | return Sep 22, Sep 26 · Volaris $458 | one-way · American $276 | Sep 22 return
Hotels in Cancun from Sep 19, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Sep 20, 2027 | return Sep 23 · Volaris $424 | return Sep 27 · Volaris $458 | one-way · JetBlue $253 | Sep 23 return
Hotels in Cancun from Sep 20, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Sep 21, 2027 | return Sep 24, Sep 28 · Volaris $424 | one-way · JetBlue $253 | Sep 24 return
Hotels in Cancun from Sep 21, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Sep 22, 2027 | return Sep 25, Sep 29 · Volaris $424 | one-way · JetBlue $253 | Sep 25 return
Hotels in Cancun from Sep 22, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Sep 23, 2027 | return Sep 26, Sep 30 · Volaris $424 | one-way · JetBlue $253 | Sep 26 return
Hotels in Cancun from Sep 23, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Fri, Sep 24, 2027 | return Sep 27 · Volaris $458 | return Oct 1 · Volaris $424 | one-way · JetBlue $253 | Sep 27 return
Hotels in Cancun from Sep 24, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Sep 25, 2027 | return Sep 28, Oct 2 · Volaris $424 | one-way · JetBlue $253 | Sep 28 return
Hotels in Cancun from Sep 25, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Sep 26, 2027 | return Sep 29, Oct 3 · Volaris $458 | one-way · American $276 | Sep 29 return
Hotels in Cancun from Sep 26, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Sep 27, 2027 | return Sep 30 · Volaris $424 | return Oct 4 · Volaris $458 | one-way · JetBlue $253 | Sep 30 return
Hotels in Cancun from Sep 27, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Sep 28, 2027 | return Oct 1, Oct 5 · Volaris $424 | one-way · JetBlue $253 | Oct 1 return
Hotels in Cancun from Sep 28, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Sep 29, 2027 | return Oct 2, Oct 6 · Volaris $424 | one-way · JetBlue $253 | Oct 2 return
Hotels in Cancun from Sep 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Thu, Sep 30, 2027 | return Oct 3, Oct 7 · Volaris $424 | one-way · JetBlue $253 | Oct 3 return
Hotels in Cancun from Sep 30, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Chicago to Cancun flights in October 2027: price by departure date

ORD → CUN · USD · 1 adult · economy · published Nov 12, 2026

Fri, Oct 1, 2027 | return Oct 4 · Volaris $458 | return Oct 8 · Volaris $424 | one-way · JetBlue $253 | Oct 4 return
Hotels in Cancun from Oct 1, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sat, Oct 2, 2027 | return Oct 5 · Volaris $424 | one-way · JetBlue $253 | Oct 5 return
Hotels in Cancun from Oct 2, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Sun, Oct 3, 2027 | return Oct 6 · Volaris $458 | one-way · American $276 | Oct 6 return
Hotels in Cancun from Oct 3, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Mon, Oct 4, 2027 | return Oct 7 · Volaris $424 | one-way · JetBlue $253 | Oct 7 return
Hotels in Cancun from Oct 4, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Tue, Oct 5, 2027 | return Oct 8 · Volaris $424 | one-way · JetBlue $253 | Oct 8 return
Hotels in Cancun from Oct 5, 2027 (per night, 2 adults, 1 room): 3★ Hotel Riu Caribe - All Inclusive · 4★ Temptation at The Tower Cancún All Inclusive - Adults Only · 5★ Paradisus Cancún – All Inclusive

Wed, Oct 6, 2027 | one-way · JetBlue $253 | one way

Thu, Oct 7, 2027 | one-way · JetBlue $253 | one way

Fri, Oct 8, 2027 | one-way · JetBlue $253 | one way

Source: https://helloaxel.com/en/flights/from-chicago-to-mexico

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Cancun (CUN) · Mexico City (MEX) · Puerto Vallarta (PVR) · Los Cabos (SJD)

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Hotels in Cancun with Axel

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Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room

Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 232 hotels in Cancun

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