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Chicago → Cancun

Dec 3, 2026 · return Dec 5, 2026

ORD → CUN1 adulteconomyRound trip

10 flight options · 4 airlines

Nonstop flights

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

American Airlines
7:10 amORD
3h 53m
Nonstop
12:03 pmCUN
American Airlines
1:19 pmCUN
4h 10m
Nonstop
4:29 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

United Airlines
8:40 amORD
4h 3m
Nonstop
1:43 pmCUN
United Airlines
8:15 amCUN
3h 56m
Nonstop
11:11 amORD

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sat, Dec 5

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

One-stop flights

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

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

Thu, Dec 3 – Sat, Dec 5

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 routeOct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 13, 2026 → Nov 16, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 11, 2026 → Dec 14, 2026Dec 12, 2026 → Dec 19, 2026Dec 22, 2026 → Dec 27, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Dec 30, 2026 → Jan 2, 2027Jan 8, 2027 → Jan 11, 2027Jan 9, 2027 → Jan 16, 2027Jan 15, 2027 → Jan 18, 2027Jan 22, 2027 → Jan 25, 2027Jan 23, 2027 → Jan 30, 2027Feb 5, 2027 → Feb 8, 2027Feb 6, 2027 → Feb 13, 2027Feb 12, 2027 → Feb 15, 2027Mar 5, 2027 → Mar 8, 2027Mar 6, 2027 → Mar 13, 2027Mar 25, 2027 → Mar 29, 2027Apr 2, 2027 → Apr 5, 2027Apr 3, 2027 → Apr 10, 2027Apr 30, 2027 → May 3, 2027May 1, 2027 → May 8, 2027May 28, 2027 → May 31, 2027May 29, 2027 → Jun 5, 2027Jun 25, 2027 → Jun 28, 2027Jun 26, 2027 → Jul 3, 2027Jul 2, 2027 → Jul 6, 2027Jul 23, 2027 → Jul 26, 2027Jul 24, 2027 → Jul 31, 2027Aug 20, 2027 → Aug 23, 2027Aug 21, 2027 → Aug 28, 2027Sep 3, 2027 → Sep 6, 2027Sep 17, 2027 → Sep 20, 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)
2026-12-03 → 2026-12-05Frontier AirlinesF944 / F945$260.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05American AirlinesAA1907 / AA1910$425.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05United AirlinesUA2371 / UA1672$435.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05Delta Air LinesDL2039 + DL2016 / DL1963 + DL2879$405.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05United AirlinesUA1671 / UA1672$435.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05Frontier AirlinesF91596 + F9153 / F945$247.502026-10-29T01:52:49Z
2026-12-03 → 2026-12-05Frontier AirlinesF944 / F9152 + F93397$247.502026-10-29T01:52:49Z
2026-12-03 → 2026-12-05Delta Air LinesDL1687 + DL592 / DL1963 + DL2879$405.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05United AirlinesUA1128 + UA1677 / UA1672$410.002026-10-29T01:52:49Z
2026-12-03 → 2026-12-05United AirlinesUA535 + UA1114 / UA1672$410.002026-10-29T01:52:49Z

2026-12-03 → 2026-12-05 · $260.00

  • Frontier Airlines F944: ORD 2026-12-03 07:59:00 → CUN 2026-12-03 12:55:00; nonstop; 236 minutes. Local airport times.
  • Frontier Airlines F945: CUN 2026-12-05 11:38:00 → ORD 2026-12-05 14:38:00; nonstop; 240 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $425.00

  • American Airlines AA1907: ORD 2026-12-03 07:10:00 → CUN 2026-12-03 12:03:00; nonstop; 233 minutes. Local airport times.
  • American Airlines AA1910: CUN 2026-12-05 13:19:00 → ORD 2026-12-05 16:29:00; nonstop; 250 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $435.00

  • United Airlines UA2371: ORD 2026-12-03 08:40:00 → CUN 2026-12-03 13:43:00; nonstop; 243 minutes. Local airport times.
  • United Airlines UA1672: CUN 2026-12-05 08:15:00 → ORD 2026-12-05 11:11:00; nonstop; 236 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $405.00

  • Delta Air Lines DL2039 / DL2016: ORD 2026-12-03 07:05:00 → CUN 2026-12-03 16:10:00; 1 stop(s) via DTW; 485 minutes. Local airport times.
    • DL2039: ORD 2026-12-03 07:05:00 → DTW 2026-12-03 09:30:00; layover at DTW: 155 minutes.
    • DL2016: DTW 2026-12-03 12:05:00 → CUN 2026-12-03 16:10:00.
  • Delta Air Lines DL1963 / DL2879: CUN 2026-12-05 12:13:00 → ORD 2026-12-05 19:05:00; 1 stop(s) via ATL; 472 minutes. Local airport times.
    • DL1963: CUN 2026-12-05 12:13:00 → ATL 2026-12-05 14:55:00; layover at ATL: 170 minutes.
    • DL2879: ATL 2026-12-05 17:45:00 → ORD 2026-12-05 19:05:00.

2026-12-03 → 2026-12-05 · $435.00

  • United Airlines UA1671: ORD 2026-12-03 15:46:00 → CUN 2026-12-03 20:44:00; nonstop; 238 minutes. Local airport times.
  • United Airlines UA1672: CUN 2026-12-05 08:15:00 → ORD 2026-12-05 11:11:00; nonstop; 236 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $247.50

  • Frontier Airlines F91596 / F9153: ORD 2026-12-03 05:58:00 → CUN 2026-12-03 13:41:00; 1 stop(s) via ATL; 403 minutes. Local airport times.
    • F91596: ORD 2026-12-03 05:58:00 → ATL 2026-12-03 09:27:00; layover at ATL: 77 minutes.
    • F9153: ATL 2026-12-03 10:44:00 → CUN 2026-12-03 13:41:00.
  • Frontier Airlines F945: CUN 2026-12-05 11:38:00 → ORD 2026-12-05 14:38:00; nonstop; 240 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $247.50

  • Frontier Airlines F944: ORD 2026-12-03 06:10:00 → CUN 2026-12-03 11:08:00; nonstop; 238 minutes. Local airport times.
  • Frontier Airlines F9152 / F93397: CUN 2026-12-05 16:24:00 → ORD 2026-12-05 22:53:00; 1 stop(s) via ATL; 449 minutes. Local airport times.
    • F9152: CUN 2026-12-05 16:24:00 → ATL 2026-12-05 19:19:00; layover at ATL: 139 minutes.
    • F93397: ATL 2026-12-05 21:38:00 → ORD 2026-12-05 22:53:00.

2026-12-03 → 2026-12-05 · $405.00

  • Delta Air Lines DL1687 / DL592: ORD 2026-12-03 08:04:00 → CUN 2026-12-03 15:07:00; 1 stop(s) via ATL; 363 minutes. Local airport times.
    • DL1687: ORD 2026-12-03 08:04:00 → ATL 2026-12-03 11:00:00; layover at ATL: 78 minutes.
    • DL592: ATL 2026-12-03 12:18:00 → CUN 2026-12-03 15:07:00.
  • Delta Air Lines DL1963 / DL2879: CUN 2026-12-05 12:13:00 → ORD 2026-12-05 19:05:00; 1 stop(s) via ATL; 472 minutes. Local airport times.
    • DL1963: CUN 2026-12-05 12:13:00 → ATL 2026-12-05 14:55:00; layover at ATL: 170 minutes.
    • DL2879: ATL 2026-12-05 17:45:00 → ORD 2026-12-05 19:05:00.

2026-12-03 → 2026-12-05 · $410.00

  • United Airlines UA1128 / UA1677: ORD 2026-12-03 13:00:00 → CUN 2026-12-03 21:40:00; 1 stop(s) via IAD; 460 minutes. Local airport times.
    • UA1128: ORD 2026-12-03 13:00:00 → IAD 2026-12-03 16:03:00; layover at IAD: 104 minutes.
    • UA1677: IAD 2026-12-03 17:47:00 → CUN 2026-12-03 21:40:00.
  • United Airlines UA1672: CUN 2026-12-05 08:15:00 → ORD 2026-12-05 11:11:00; nonstop; 236 minutes. Local airport times.

2026-12-03 → 2026-12-05 · $410.00

  • United Airlines UA535 / UA1114: ORD 2026-12-03 09:21:00 → CUN 2026-12-03 17:50:00; 1 stop(s) via IAH; 449 minutes. Local airport times.
    • UA535: ORD 2026-12-03 09:21:00 → IAH 2026-12-03 12:24:00; layover at IAH: 123 minutes.
    • UA1114: IAH 2026-12-03 14:27:00 → CUN 2026-12-03 17:50:00.
  • United Airlines UA1672: CUN 2026-12-05 08:15:00 → ORD 2026-12-05 11:11:00; nonstop; 236 minutes. Local airport times.

More dates for this route