Chicago → Cancun
Dec 13, 2026 · one way
MDW → CUN1 adulteconomyOne way
6 flight options · 2 airlines
Nonstop flights
One-stop flights
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-12-13 · one way | Southwest Airlines | WN218 | $235.00 | 2026-10-29T01:29:05Z |
| 2026-12-13 · one way | Delta Air Lines | DL2417 + DL1939 | $245.00 | 2026-10-29T01:29:05Z |
| 2026-12-13 · one way | Southwest Airlines | WN2959 + WN144 | $210.00 | 2026-10-29T01:29:05Z |
| 2026-12-13 · one way | Southwest Airlines | WN4395 + WN305 | $210.00 | 2026-10-29T01:29:05Z |
| 2026-12-13 · one way | Southwest Airlines | WN2964 + WN923 | $210.00 | 2026-10-29T01:29:05Z |
| 2026-12-13 · one way | Southwest Airlines | WN1123 + WN1609 | $210.00 | 2026-10-29T01:29:05Z |
2026-12-13 · one way · $235.00
- Southwest Airlines WN218: MDW 2026-12-13 15:45:00 → CUN 2026-12-13 20:25:00; nonstop; 220 minutes. Local airport times.
2026-12-13 · one way · $245.00
- Delta Air Lines DL2417 / DL1939: MDW 2026-12-13 13:02:00 → CUN 2026-12-13 21:08:00; 1 stop(s) via ATL; 426 minutes. Local airport times.
- DL2417: MDW 2026-12-13 13:02:00 → ATL 2026-12-13 16:01:00; layover at ATL: 148 minutes.
- DL1939: ATL 2026-12-13 18:29:00 → CUN 2026-12-13 21:08:00.
2026-12-13 · one way · $210.00
- Southwest Airlines WN2959 / WN144: MDW 2026-12-13 07:35:00 → CUN 2026-12-13 15:00:00; 1 stop(s) via MCI; 385 minutes. Local airport times.
- WN2959: MDW 2026-12-13 07:35:00 → MCI 2026-12-13 09:05:00; layover at MCI: 100 minutes.
- WN144: MCI 2026-12-13 10:45:00 → CUN 2026-12-13 15:00:00.
2026-12-13 · one way · $210.00
- Southwest Airlines WN4395 / WN305: MDW 2026-12-13 10:15:00 → CUN 2026-12-13 19:45:00; 1 stop(s) via HOU; 510 minutes. Local airport times.
- WN4395: MDW 2026-12-13 10:15:00 → HOU 2026-12-13 12:50:00; layover at HOU: 225 minutes.
- WN305: HOU 2026-12-13 16:35:00 → CUN 2026-12-13 19:45:00.
2026-12-13 · one way · $210.00
- Southwest Airlines WN2964 / WN923: MDW 2026-12-13 06:35:00 → CUN 2026-12-13 16:25:00; 1 stop(s) via MCO; 530 minutes. Local airport times.
- WN2964: MDW 2026-12-13 06:35:00 → MCO 2026-12-13 10:20:00; layover at MCO: 240 minutes.
- WN923: MCO 2026-12-13 14:20:00 → CUN 2026-12-13 16:25:00.
2026-12-13 · one way · $210.00
- Southwest Airlines WN1123 / WN1609: MDW 2026-12-13 08:50:00 → CUN 2026-12-13 17:55:00; 1 stop(s) via BWI; 485 minutes. Local airport times.
- WN1123: MDW 2026-12-13 08:50:00 → BWI 2026-12-13 11:40:00; layover at BWI: 150 minutes.
- WN1609: BWI 2026-12-13 14:10:00 → CUN 2026-12-13 17:55:00.