Chicago (ORD) to Punta Cana (PUJ) · May 29, 2027 · choose your return date

Chicago (ORD) to Punta Cana (PUJ): round-trip and one-way prices for 1 departure dates, May 29, 2027–May 29, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

DM, nonstop, from $532 round trip · United, nonstop, from $893 round trip

Ticketing airlines with departures in this calendar: Air Canada, American Airlines, Avianca, Copa Airlines, DM, JetBlue Airways, United Airlines.

Saved nonstop flight times: 4h 42m–4h 45m outbound; 5h 9m–5h 10m 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 Punta Cana 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 Punta Cana flight prices by month

May 2027: May 29 from $532.

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

Chicago to Punta Cana flights in May 2027: price by departure date

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

Sat, May 29, 2027 | return May 30 · Copa Airlines $804 | return May 31 · Copa Airlines $709 | return Jun 1–4, Jun 6–11, Jun 13–18, Jun 20–25, Jun 27–30 · Copa Airlines $756 | return Jun 5, Jun 12, Jun 19, Jun 26 · DM $550 | return Jul 1–2, Jul 4–9, Jul 11–16, Jul 18–22, Jul 23, Jul 25, Jul 26, Jul 27, Jul 28–29, Jul 30, Aug 2–6, Aug 8–9, Aug 10–11, Aug 12, Aug 13, Aug 15–20, Aug 22–23, Aug 24–27 · Copa Airlines $731 | return Jul 3, Jul 10, Jul 17, Jul 24, Aug 7, Aug 14, Aug 21 · DM $532 | return Jul 31 · DM $592 | return Aug 1 · Copa Airlines $813 | one-way · DM $227 | May 30 · May 31 · Jun 1 · Jun 2 · Jun 3 · Jun 4 · Jun 5 · Jun 6 · Jun 7 · Jun 8 · Jun 9 · Jun 10 · Jun 11 · Jun 12 · Jun 13 · Jun 14 · Jun 15 · Jun 16 · Jun 17 · Jun 18 · Jun 19 · Jun 20 · Jun 21 · Jun 22 · Jun 23 · Jun 24 · Jun 25 · Jun 26 · Jun 27 · Jun 28 · Jun 29 · Jun 30 · Jul 1 · Jul 2 · Jul 3 · Jul 4 · Jul 5 · Jul 6 · Jul 7 · Jul 8 · Jul 9 · Jul 10 · Jul 11 · Jul 12 · Jul 13 · Jul 14 · Jul 15 · Jul 16 · Jul 17 · Jul 18 · Jul 19 · Jul 20 · Jul 21 · Jul 22 · Jul 23 · Jul 24 · Jul 25 · Jul 26 · Jul 27 · Jul 28 · Jul 29 · Jul 30 · Jul 31 · Aug 1 · Aug 2 · Aug 3 · Aug 4 · Aug 5 · Aug 6 · Aug 7 · Aug 8 · Aug 9 · Aug 10 · Aug 11 · Aug 12 · Aug 13 · Aug 14 · Aug 15 · Aug 16 · Aug 17 · Aug 18 · Aug 19 · Aug 20 · Aug 21 · Aug 22 · Aug 23 · Aug 24 · Aug 25 · Aug 26 · Aug 27
Hotels in Punta Cana from May 29, 2027 (per night, 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night · 4★ whala!urban punta cana, $69 a night · 5★ Melia Caribe Beach Resort - All Inclusive, $234 a night

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