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Chicago → Cancun

Dec 4, 2026 · return Dec 7, 2026

ORD → CUN1 adulteconomyRound trip

10 flight options · 4 airlines

Nonstop flights

Fri, Dec 4 – Mon, Dec 7

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, Dec 4 – Mon, Dec 7

American Airlines
8:25 amORD
3h 55m
Nonstop
1:20 pmCUN
American Airlines
1:20 pmCUN
4h 10m
Nonstop
4:30 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 7

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

Fri, Dec 4 – Mon, Dec 7

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

Fri, Dec 4 – Mon, Dec 7

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, Dec 4 – Mon, Dec 7

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, Dec 4 – Mon, Dec 7

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, Dec 4 – Mon, Dec 7

American Airlines
8:23 amORD
4h 3m
Nonstop
1:26 pmCUN
American Airlines
11:22 amCUN
7h 23m
CLT · 2h 13m
5:45 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 7

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

Fri, Dec 4 – Mon, Dec 7

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

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 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 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)
2026-12-04 → 2026-12-07Frontier AirlinesF944 / F945$260.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07American AirlinesAA1503 / AA1910$425.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07United AirlinesUA1198 / UA1423$435.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07Delta Air LinesDL1687 + DL592 / DL1963 + DL2879$405.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07United AirlinesUA1671 / UA1423$435.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07Frontier AirlinesF91596 + F9153 / F945$247.502026-10-29T01:52:49Z
2026-12-04 → 2026-12-07Frontier AirlinesF944 / F9152 + F93397$247.502026-10-29T01:52:49Z
2026-12-04 → 2026-12-07American AirlinesAA1503 / AA2248 + AA3178$400.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07United AirlinesUA535 + UA1114 / UA1423$410.002026-10-29T01:52:49Z
2026-12-04 → 2026-12-07United AirlinesUA1128 + UA1677 / UA1423$410.002026-10-29T01:52:49Z

2026-12-04 → 2026-12-07 · $260.00

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

2026-12-04 → 2026-12-07 · $425.00

  • American Airlines AA1503: ORD 2026-12-04 08:25:00 → CUN 2026-12-04 13:20:00; nonstop; 235 minutes. Local airport times.
  • American Airlines AA1910: CUN 2026-12-07 13:20:00 → ORD 2026-12-07 16:30:00; nonstop; 250 minutes. Local airport times.

2026-12-04 → 2026-12-07 · $435.00

  • United Airlines UA1198: ORD 2026-12-04 07:20:00 → CUN 2026-12-04 12:23:00; nonstop; 243 minutes. Local airport times.
  • United Airlines UA1423: CUN 2026-12-07 15:11:00 → ORD 2026-12-07 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-04 → 2026-12-07 · $405.00

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

2026-12-04 → 2026-12-07 · $435.00

  • United Airlines UA1671: ORD 2026-12-04 15:46:00 → CUN 2026-12-04 20:44:00; nonstop; 238 minutes. Local airport times.
  • United Airlines UA1423: CUN 2026-12-07 15:11:00 → ORD 2026-12-07 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-04 → 2026-12-07 · $247.50

  • Frontier Airlines F91596 / F9153: ORD 2026-12-04 05:58:00 → CUN 2026-12-04 13:41:00; 1 stop(s) via ATL; 403 minutes. Local airport times.
    • F91596: ORD 2026-12-04 05:58:00 → ATL 2026-12-04 09:27:00; layover at ATL: 77 minutes.
    • F9153: ATL 2026-12-04 10:44:00 → CUN 2026-12-04 13:41:00.
  • Frontier Airlines F945: CUN 2026-12-07 11:38:00 → ORD 2026-12-07 14:38:00; nonstop; 240 minutes. Local airport times.

2026-12-04 → 2026-12-07 · $247.50

  • Frontier Airlines F944: ORD 2026-12-04 06:10:00 → CUN 2026-12-04 11:08:00; nonstop; 238 minutes. Local airport times.
  • Frontier Airlines F9152 / F93397: CUN 2026-12-07 16:24:00 → ORD 2026-12-07 22:53:00; 1 stop(s) via ATL; 449 minutes. Local airport times.
    • F9152: CUN 2026-12-07 16:24:00 → ATL 2026-12-07 19:19:00; layover at ATL: 139 minutes.
    • F93397: ATL 2026-12-07 21:38:00 → ORD 2026-12-07 22:53:00.

2026-12-04 → 2026-12-07 · $400.00

  • American Airlines AA1503: ORD 2026-12-04 08:23:00 → CUN 2026-12-04 13:26:00; nonstop; 243 minutes. Local airport times.
  • American Airlines AA2248 / AA3178: CUN 2026-12-07 11:22:00 → ORD 2026-12-07 17:45:00; 1 stop(s) via CLT; 443 minutes. Local airport times.
    • AA2248: CUN 2026-12-07 11:22:00 → CLT 2026-12-07 14:16:00; layover at CLT: 133 minutes.
    • AA3178: CLT 2026-12-07 16:29:00 → ORD 2026-12-07 17:45:00.

2026-12-04 → 2026-12-07 · $410.00

  • United Airlines UA535 / UA1114: ORD 2026-12-04 09:21:00 → CUN 2026-12-04 17:50:00; 1 stop(s) via IAH; 449 minutes. Local airport times.
    • UA535: ORD 2026-12-04 09:21:00 → IAH 2026-12-04 12:24:00; layover at IAH: 123 minutes.
    • UA1114: IAH 2026-12-04 14:27:00 → CUN 2026-12-04 17:50:00.
  • United Airlines UA1423: CUN 2026-12-07 15:11:00 → ORD 2026-12-07 18:13:00; nonstop; 242 minutes. Local airport times.

2026-12-04 → 2026-12-07 · $410.00

  • United Airlines UA1128 / UA1677: ORD 2026-12-04 13:00:00 → CUN 2026-12-04 21:40:00; 1 stop(s) via IAD; 460 minutes. Local airport times.
    • UA1128: ORD 2026-12-04 13:00:00 → IAD 2026-12-04 16:03:00; layover at IAD: 104 minutes.
    • UA1677: IAD 2026-12-04 17:47:00 → CUN 2026-12-04 21:40:00.
  • United Airlines UA1423: CUN 2026-12-07 15:11:00 → ORD 2026-12-07 18:13:00; nonstop; 242 minutes. Local airport times.

More dates for this route