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Chicago → Cancun

Nov 27, 2026 · return Dec 4, 2026

ORD → CUN1 adulteconomyRound trip

10 flight options · 4 airlines

Nonstop flights

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
7:59 amORD
3h 56m
Nonstop
12:55 pmCUN
Frontier Airlines
11:38 amCUN
4h
Nonstop
2:38 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
8:23 amORD
4h 3m
Nonstop
1:26 pmCUN
American Airlines
1:20 pmCUN
4h 10m
Nonstop
4:30 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
3:46 pmORD
3h 58m
Nonstop
8:44 pmCUN
United Airlines
8:15 amCUN
3h 56m
Nonstop
11:11 amORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
7:20 amORD
4h 3m
Nonstop
12:23 pmCUN
United Airlines
8:15 amCUN
3h 56m
Nonstop
11:11 amORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
8:04 amORD
6h 3m
ATL · 1h 18m
3:07 pmCUN
Delta Air Lines
12:13 pmCUN
7h 52m
ATL · 2h 50m
7:05 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
5:58 amORD
6h 43m
ATL · 1h 17m
1:41 pmCUN
Frontier Airlines
11:38 amCUN
4h
Nonstop
2:38 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
6:10 amORD
3h 58m
Nonstop
11:08 amCUN
Frontier Airlines
4:24 pmCUN
7h 29m
ATL · 2h 19m
10:53 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
7:05 amORD
8h 5m
DTW · 2h 35m
4:10 pmCUN
Delta Air Lines
12:13 pmCUN
7h 52m
ATL · 2h 50m
7:05 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
1:00 pmORD
7h 40m
IAD · 1h 44m
9:40 pmCUN
United Airlines
8:15 amCUN
3h 56m
Nonstop
11:11 amORD

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
9:21 amORD
7h 29m
IAH · 2h 3m
5:50 pmCUN
United Airlines
8:15 amCUN
3h 56m
Nonstop
11:11 amORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ CUN

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-27 → 2026-12-04Frontier AirlinesF944 / F945$292.502026-10-29T01:52:49Z
2026-11-27 → 2026-12-04American AirlinesAA1503 / AA1910$478.132026-10-29T01:52:49Z
2026-11-27 → 2026-12-04United AirlinesUA1671 / UA1672$489.382026-10-29T01:52:49Z
2026-11-27 → 2026-12-04Delta Air LinesDL1687 + DL592 / DL1963 + DL2879$455.632026-10-29T01:52:49Z
2026-11-27 → 2026-12-04United AirlinesUA1198 / UA1672$489.382026-10-29T01:52:49Z
2026-11-27 → 2026-12-04Frontier AirlinesF91596 + F9153 / F945$276.882026-10-29T01:52:49Z
2026-11-27 → 2026-12-04Frontier AirlinesF944 / F9152 + F93397$280.002026-10-29T01:52:49Z
2026-11-27 → 2026-12-04Delta Air LinesDL2039 + DL2016 / DL1963 + DL2879$455.632026-10-29T01:52:49Z
2026-11-27 → 2026-12-04United AirlinesUA1128 + UA1677 / UA1672$458.132026-10-29T01:52:49Z
2026-11-27 → 2026-12-04United AirlinesUA535 + UA1114 / UA1672$458.132026-10-29T01:52:49Z

2026-11-27 → 2026-12-04 · $292.50

  • Frontier Airlines F944: ORD 2026-11-27 07:59:00 → CUN 2026-11-27 12:55:00; nonstop; 236 minutes. Local airport times.
  • Frontier Airlines F945: CUN 2026-12-04 11:38:00 → ORD 2026-12-04 14:38:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $478.13

  • American Airlines AA1503: ORD 2026-11-27 08:23:00 → CUN 2026-11-27 13:26:00; nonstop; 243 minutes. Local airport times.
  • American Airlines AA1910: CUN 2026-12-04 13:20:00 → ORD 2026-12-04 16:30:00; nonstop; 250 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $489.38

  • United Airlines UA1671: ORD 2026-11-27 15:46:00 → CUN 2026-11-27 20:44:00; nonstop; 238 minutes. Local airport times.
  • United Airlines UA1672: CUN 2026-12-04 08:15:00 → ORD 2026-12-04 11:11:00; nonstop; 236 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $455.63

  • Delta Air Lines DL1687 / DL592: ORD 2026-11-27 08:04:00 → CUN 2026-11-27 15:07:00; 1 stop(s) via ATL; 363 minutes. Local airport times.
    • DL1687: ORD 2026-11-27 08:04:00 → ATL 2026-11-27 11:00:00; layover at ATL: 78 minutes.
    • DL592: ATL 2026-11-27 12:18:00 → CUN 2026-11-27 15:07:00.
  • Delta Air Lines DL1963 / DL2879: CUN 2026-12-04 12:13:00 → ORD 2026-12-04 19:05:00; 1 stop(s) via ATL; 472 minutes. Local airport times.
    • DL1963: CUN 2026-12-04 12:13:00 → ATL 2026-12-04 14:55:00; layover at ATL: 170 minutes.
    • DL2879: ATL 2026-12-04 17:45:00 → ORD 2026-12-04 19:05:00.

2026-11-27 → 2026-12-04 · $489.38

  • United Airlines UA1198: ORD 2026-11-27 07:20:00 → CUN 2026-11-27 12:23:00; nonstop; 243 minutes. Local airport times.
  • United Airlines UA1672: CUN 2026-12-04 08:15:00 → ORD 2026-12-04 11:11:00; nonstop; 236 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $276.88

  • Frontier Airlines F91596 / F9153: ORD 2026-11-27 05:58:00 → CUN 2026-11-27 13:41:00; 1 stop(s) via ATL; 403 minutes. Local airport times.
    • F91596: ORD 2026-11-27 05:58:00 → ATL 2026-11-27 09:27:00; layover at ATL: 77 minutes.
    • F9153: ATL 2026-11-27 10:44:00 → CUN 2026-11-27 13:41:00.
  • Frontier Airlines F945: CUN 2026-12-04 11:38:00 → ORD 2026-12-04 14:38:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $280.00

  • Frontier Airlines F944: ORD 2026-11-27 06:10:00 → CUN 2026-11-27 11:08:00; nonstop; 238 minutes. Local airport times.
  • Frontier Airlines F9152 / F93397: CUN 2026-12-04 16:24:00 → ORD 2026-12-04 22:53:00; 1 stop(s) via ATL; 449 minutes. Local airport times.
    • F9152: CUN 2026-12-04 16:24:00 → ATL 2026-12-04 19:19:00; layover at ATL: 139 minutes.
    • F93397: ATL 2026-12-04 21:38:00 → ORD 2026-12-04 22:53:00.

2026-11-27 → 2026-12-04 · $455.63

  • Delta Air Lines DL2039 / DL2016: ORD 2026-11-27 07:05:00 → CUN 2026-11-27 16:10:00; 1 stop(s) via DTW; 485 minutes. Local airport times.
    • DL2039: ORD 2026-11-27 07:05:00 → DTW 2026-11-27 09:30:00; layover at DTW: 155 minutes.
    • DL2016: DTW 2026-11-27 12:05:00 → CUN 2026-11-27 16:10:00.
  • Delta Air Lines DL1963 / DL2879: CUN 2026-12-04 12:13:00 → ORD 2026-12-04 19:05:00; 1 stop(s) via ATL; 472 minutes. Local airport times.
    • DL1963: CUN 2026-12-04 12:13:00 → ATL 2026-12-04 14:55:00; layover at ATL: 170 minutes.
    • DL2879: ATL 2026-12-04 17:45:00 → ORD 2026-12-04 19:05:00.

2026-11-27 → 2026-12-04 · $458.13

  • United Airlines UA1128 / UA1677: ORD 2026-11-27 13:00:00 → CUN 2026-11-27 21:40:00; 1 stop(s) via IAD; 460 minutes. Local airport times.
    • UA1128: ORD 2026-11-27 13:00:00 → IAD 2026-11-27 16:03:00; layover at IAD: 104 minutes.
    • UA1677: IAD 2026-11-27 17:47:00 → CUN 2026-11-27 21:40:00.
  • United Airlines UA1672: CUN 2026-12-04 08:15:00 → ORD 2026-12-04 11:11:00; nonstop; 236 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $458.13

  • United Airlines UA535 / UA1114: ORD 2026-11-27 09:21:00 → CUN 2026-11-27 17:50:00; 1 stop(s) via IAH; 449 minutes. Local airport times.
    • UA535: ORD 2026-11-27 09:21:00 → IAH 2026-11-27 12:24:00; layover at IAH: 123 minutes.
    • UA1114: IAH 2026-11-27 14:27:00 → CUN 2026-11-27 17:50:00.
  • United Airlines UA1672: CUN 2026-12-04 08:15:00 → ORD 2026-12-04 11:11:00; nonstop; 236 minutes. Local airport times.

More dates for this route