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Chicago → Cancun

Dec 21, 2026 · return Dec 28, 2026

ORD → CUN1 adulteconomyRound trip

10 flight options · 4 airlines

Nonstop flights

Mon, Dec 21 – Mon, Dec 28

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

Mon, Dec 21 – Mon, Dec 28

American Airlines
7:10 amORD
4h 3m
Nonstop
12:13 pmCUN
American Airlines
1:20 pmCUN
4h 10m
Nonstop
4:30 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Dec 28

United Airlines
7:20 amORD
4h 3m
Nonstop
12:23 pmCUN
United Airlines
3:11 pmCUN
4h 2m
Nonstop
6:13 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Dec 28

United Airlines
3:46 pmORD
3h 58m
Nonstop
8:44 pmCUN
United Airlines
3:11 pmCUN
4h 2m
Nonstop
6:13 pmORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Mon, Dec 28

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

Mon, Dec 21 – Mon, Dec 28

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

Mon, Dec 21 – Mon, Dec 28

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

Mon, Dec 21 – Mon, Dec 28

American Airlines
7:10 amORD
3h 53m
Nonstop
12:03 pmCUN
American Airlines
11:22 amCUN
7h 23m
CLT · 2h 13m
5:45 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Dec 28

United Airlines
1:00 pmORD
7h 40m
IAD · 1h 44m
9:40 pmCUN
United Airlines
3:11 pmCUN
4h 2m
Nonstop
6:13 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Dec 28

United Airlines
9:21 amORD
7h 29m
IAH · 2h 3m
5:50 pmCUN
United Airlines
3:11 pmCUN
4h 2m
Nonstop
6:13 pmORD

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 27, 2026 → Dec 4, 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)
2026-12-21 → 2026-12-28Frontier AirlinesF944 / F945$377.002026-10-29T01:52:49Z
2026-12-21 → 2026-12-28American AirlinesAA1907 / AA1910$616.262026-10-29T01:52:49Z
2026-12-21 → 2026-12-28United AirlinesUA1198 / UA1423$630.762026-10-29T01:52:49Z
2026-12-21 → 2026-12-28Delta Air LinesDL1687 + DL592 / DL1963 + DL2879$587.262026-10-29T01:52:49Z
2026-12-21 → 2026-12-28United AirlinesUA1671 / UA1423$630.762026-10-29T01:52:49Z
2026-12-21 → 2026-12-28Frontier AirlinesF91596 + F9153 / F945$358.882026-10-29T01:52:49Z
2026-12-21 → 2026-12-28Frontier AirlinesF944 / F9152 + F93397$358.882026-10-29T01:52:49Z
2026-12-21 → 2026-12-28American AirlinesAA1907 / AA2248 + AA3178$580.012026-10-29T01:52:49Z
2026-12-21 → 2026-12-28United AirlinesUA1128 + UA1677 / UA1423$594.512026-10-29T01:52:49Z
2026-12-21 → 2026-12-28United AirlinesUA535 + UA1114 / UA1423$594.512026-10-29T01:52:49Z

2026-12-21 → 2026-12-28 · $377.00

  • Frontier Airlines F944: ORD 2026-12-21 07:59:00 → CUN 2026-12-21 12:55:00; nonstop; 236 minutes. Local airport times.
  • Frontier Airlines F945: CUN 2026-12-28 11:38:00 → ORD 2026-12-28 14:38:00; nonstop; 240 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $616.26

  • American Airlines AA1907: ORD 2026-12-21 07:10:00 → CUN 2026-12-21 12:13:00; nonstop; 243 minutes. Local airport times.
  • American Airlines AA1910: CUN 2026-12-28 13:20:00 → ORD 2026-12-28 16:30:00; nonstop; 250 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $630.76

  • United Airlines UA1198: ORD 2026-12-21 07:20:00 → CUN 2026-12-21 12:23:00; nonstop; 243 minutes. Local airport times.
  • United Airlines UA1423: CUN 2026-12-28 15:11:00 → ORD 2026-12-28 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $587.26

  • Delta Air Lines DL1687 / DL592: ORD 2026-12-21 08:04:00 → CUN 2026-12-21 15:07:00; 1 stop(s) via ATL; 363 minutes. Local airport times.
    • DL1687: ORD 2026-12-21 08:04:00 → ATL 2026-12-21 11:00:00; layover at ATL: 78 minutes.
    • DL592: ATL 2026-12-21 12:18:00 → CUN 2026-12-21 15:07:00.
  • Delta Air Lines DL1963 / DL2879: CUN 2026-12-28 12:13:00 → ORD 2026-12-28 19:05:00; 1 stop(s) via ATL; 472 minutes. Local airport times.
    • DL1963: CUN 2026-12-28 12:13:00 → ATL 2026-12-28 14:55:00; layover at ATL: 170 minutes.
    • DL2879: ATL 2026-12-28 17:45:00 → ORD 2026-12-28 19:05:00.

2026-12-21 → 2026-12-28 · $630.76

  • United Airlines UA1671: ORD 2026-12-21 15:46:00 → CUN 2026-12-21 20:44:00; nonstop; 238 minutes. Local airport times.
  • United Airlines UA1423: CUN 2026-12-28 15:11:00 → ORD 2026-12-28 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $358.88

  • Frontier Airlines F91596 / F9153: ORD 2026-12-21 05:58:00 → CUN 2026-12-21 13:41:00; 1 stop(s) via ATL; 403 minutes. Local airport times.
    • F91596: ORD 2026-12-21 05:58:00 → ATL 2026-12-21 09:27:00; layover at ATL: 77 minutes.
    • F9153: ATL 2026-12-21 10:44:00 → CUN 2026-12-21 13:41:00.
  • Frontier Airlines F945: CUN 2026-12-28 11:38:00 → ORD 2026-12-28 14:38:00; nonstop; 240 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $358.88

  • Frontier Airlines F944: ORD 2026-12-21 06:10:00 → CUN 2026-12-21 11:08:00; nonstop; 238 minutes. Local airport times.
  • Frontier Airlines F9152 / F93397: CUN 2026-12-28 16:24:00 → ORD 2026-12-28 22:53:00; 1 stop(s) via ATL; 449 minutes. Local airport times.
    • F9152: CUN 2026-12-28 16:24:00 → ATL 2026-12-28 19:19:00; layover at ATL: 139 minutes.
    • F93397: ATL 2026-12-28 21:38:00 → ORD 2026-12-28 22:53:00.

2026-12-21 → 2026-12-28 · $580.01

  • American Airlines AA1907: ORD 2026-12-21 07:10:00 → CUN 2026-12-21 12:03:00; nonstop; 233 minutes. Local airport times.
  • American Airlines AA2248 / AA3178: CUN 2026-12-28 11:22:00 → ORD 2026-12-28 17:45:00; 1 stop(s) via CLT; 443 minutes. Local airport times.
    • AA2248: CUN 2026-12-28 11:22:00 → CLT 2026-12-28 14:16:00; layover at CLT: 133 minutes.
    • AA3178: CLT 2026-12-28 16:29:00 → ORD 2026-12-28 17:45:00.

2026-12-21 → 2026-12-28 · $594.51

  • United Airlines UA1128 / UA1677: ORD 2026-12-21 13:00:00 → CUN 2026-12-21 21:40:00; 1 stop(s) via IAD; 460 minutes. Local airport times.
    • UA1128: ORD 2026-12-21 13:00:00 → IAD 2026-12-21 16:03:00; layover at IAD: 104 minutes.
    • UA1677: IAD 2026-12-21 17:47:00 → CUN 2026-12-21 21:40:00.
  • United Airlines UA1423: CUN 2026-12-28 15:11:00 → ORD 2026-12-28 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-21 → 2026-12-28 · $594.51

  • United Airlines UA535 / UA1114: ORD 2026-12-21 09:21:00 → CUN 2026-12-21 17:50:00; 1 stop(s) via IAH; 449 minutes. Local airport times.
    • UA535: ORD 2026-12-21 09:21:00 → IAH 2026-12-21 12:24:00; layover at IAH: 123 minutes.
    • UA1114: IAH 2026-12-21 14:27:00 → CUN 2026-12-21 17:50:00.
  • United Airlines UA1423: CUN 2026-12-28 15:11:00 → ORD 2026-12-28 18:13:00; nonstop; 242 minutes. Local airport times.

More dates for this route