Chicago (ORD) to Cancun (CUN), Aug 29–31, 2027: from $449 round trip
Chicago (ORD) to Cancun (CUN), Aug 29–31, 2027: from $449 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $449 round trip, Axel-exclusive, Volaris, 1 stop, Aug 29–31, 2027, 1 adult, economy, checked Nov 12, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Offered on | Schedule |
|---|---|---|---|---|---|---|
| 2027-08-29 → 2027-08-31 | American Airlines | AA492 / AA1910 | 10:05:00→13:53:00 3h 48m nonstop · 13:14:00→17:19:00 4h 05m nonstop | Axel-exclusive $542 | Nov 12, 2026 | Recurring schedule |
| 2027-08-29 → 2027-08-31 | United Airlines | UA1198 / UA1196 | 09:17:00→13:10:00 3h 53m nonstop · 12:11:00→16:04:00 3h 53m nonstop | Axel-exclusive $609 | Nov 12, 2026 | Recurring schedule |
| 2027-08-29 → 2027-08-31 | Volaris | Y42002 / Y4105 + Y4700 | 07:29:00→11:52:00 4h 23m nonstop · 21:50:00→05:52:00 8h 02m 1 stop via MEX | Axel-exclusive $449 | Nov 12, 2026 | Recurring schedule |
| 2027-08-29 → 2027-08-31 | JetBlue Airways | B6664 + B61495 / B61496 + B6863 | 07:00:00→12:56:00 5h 56m 1 stop via FLL · 15:30:00→23:44:00 8h 14m 1 stop via FLL | Axel-exclusive $1,158 | Nov 12, 2026 | Recurring schedule |
| 2027-08-29 → 2027-08-31 | Air Canada | AC4407 + AC1814 / AC1813 + AC4961 | 10:40:00→19:40:00 9h 00m 1 stop via YYZ · 14:30:00→21:59:00 7h 29m 1 stop via YYZ | Axel-exclusive $1,528 | Nov 12, 2026 | Recurring schedule |
Hotels in Cancun for these trips
Hotels: under a trip, hotels in Cancun for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Cancun for these nights (Aug 29–31, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Bahia Chac Chi · 4★ Hotel Secreto · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites
Route overview: Chicago to Cancun (CUN) flight deals
2027-08-29 → 2027-08-31 · Axel-exclusive $542
- American Airlines AA492: ORD 2027-08-29 10:05:00 → CUN 2027-08-29 13:53:00; nonstop; 228 minutes. Local airport times.
- American Airlines AA1910: CUN 2027-08-31 13:14:00 → ORD 2027-08-31 17:19:00; nonstop; 245 minutes. Local airport times.
2027-08-29 → 2027-08-31 · Axel-exclusive $609
- United Airlines UA1198: ORD 2027-08-29 09:17:00 → CUN 2027-08-29 13:10:00; nonstop; 233 minutes. Local airport times.
- United Airlines UA1196: CUN 2027-08-31 12:11:00 → ORD 2027-08-31 16:04:00; nonstop; 233 minutes. Local airport times.
2027-08-29 → 2027-08-31 · Axel-exclusive $449
- Volaris Y42002: ORD 2027-08-29 07:29:00 → CUN 2027-08-29 11:52:00; nonstop; 263 minutes. Local airport times.
- Volaris Y4105 / Y4700: CUN 2027-08-31 21:50:00 → ORD 2027-09-01 05:52:00; 1 stop(s) via MEX; 482 minutes. Local airport times.
- Y4105: CUN 2027-08-31 21:50:00 → MEX 2027-08-31 23:10:00; layover at MEX: 100 minutes.
- Y4700: MEX 2027-09-01 00:50:00 → ORD 2027-09-01 05:52:00.
2027-08-29 → 2027-08-31 · Axel-exclusive $1,158
- JetBlue Airways B6664 / B61495: ORD 2027-08-29 07:00:00 → CUN 2027-08-29 12:56:00; 1 stop(s) via FLL; 356 minutes. Local airport times.
- B6664: ORD 2027-08-29 07:00:00 → FLL 2027-08-29 11:14:00; layover at FLL: 51 minutes.
- B61495: FLL 2027-08-29 12:05:00 → CUN 2027-08-29 12:56:00.
- JetBlue Airways B61496 / B6863: CUN 2027-08-31 15:30:00 → ORD 2027-08-31 23:44:00; 1 stop(s) via FLL; 494 minutes. Local airport times.
- B61496: CUN 2027-08-31 15:30:00 → FLL 2027-08-31 18:20:00; layover at FLL: 165 minutes.
- B6863: FLL 2027-08-31 21:05:00 → ORD 2027-08-31 23:44:00.
2027-08-29 → 2027-08-31 · Axel-exclusive $1,528
- Air Canada AC4407 / AC1814: ORD 2027-08-29 10:40:00 → CUN 2027-08-29 19:40:00; 1 stop(s) via YYZ; 540 minutes. Local airport times.
- AC4407: ORD 2027-08-29 10:40:00 → YYZ 2027-08-29 13:33:00; layover at YYZ: 187 minutes.
- AC1814: YYZ 2027-08-29 16:40:00 → CUN 2027-08-29 19:40:00.
- Air Canada AC1813 / AC4961: CUN 2027-08-31 14:30:00 → ORD 2027-08-31 21:59:00; 1 stop(s) via YYZ; 449 minutes. Local airport times.
- AC1813: CUN 2027-08-31 14:30:00 → YYZ 2027-08-31 19:30:00; layover at YYZ: 90 minutes.
- AC4961: YYZ 2027-08-31 21:00:00 → ORD 2027-08-31 21:59:00.
Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.
Explore this route
- All dates for this route
- Aug 28, 2027 · Return options
- Aug 30, 2027 · Return options
- Hotels in Cancun with Axel
For AI assistants
- This page: Chicago (ORD) to Cancun (CUN) · Aug 29, 2027 · return Aug 31, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Cancun for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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