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Chicago Midway (CHI) - Cancun (CUN)

Here is the updated flight timetable for Chicago Midway (CHI) - Cancun (CUN) for 2025. Click on your desired route or flight to see detailed timetables and additional information.

The timetable shows local time!

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
06:10
Chicago Midway
Flight time: 3 h 45 min
Arrival
10:55
Cancun

Schedule: 22, 29 November, 20, 27 December, 3 January.

WN 228 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
06:20
Chicago Midway
Flight time: 3 h 35 min
Arrival
09:55
Cancun

Schedule: Saturday, Sunday to 03.08.

WN 218 Chicago — Cancun
Southwest Airlines
Departure
06:35
Chicago Midway
Flight time: 3 h 45 min
Arrival
11:20
Cancun

Schedule: 8, 15 November, 6, 13 December.

WN 216 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
08:05
Chicago Midway
Flight time: 3 h 40 min
Arrival
11:45
Cancun

Schedule: 5, 12, 19, 26 October.

WN 216 Chicago — Cancun
Southwest Airlines
Departure
08:20
Chicago Midway
Flight time: 3 h 40 min
Arrival
12:00
Cancun

Schedule: 4, 11, 18, 25 October, 1 November.

WN 220 Chicago — Cancun
Southwest Airlines
Departure
08:45
Chicago Midway
Flight time: 3 h 45 min
Arrival
13:30
Cancun

Schedule: 30 November.

WN 228 Chicago — Cancun
Southwest Airlines Boeing 737-700
Departure
09:00
Chicago Midway
Flight time: 3 h 40 min
Arrival
12:40
Cancun

Schedule: daily, except for Saturday, Sunday from 05.06 to 04.08.

WN 220 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:05
Chicago Midway
Flight time: 3 h 45 min
Arrival
13:50
Cancun

Schedule: 25, 26 November, 1, 19, 21, 22, 23, 26, 28, 29, 30 December, 2, 4 January.

WN 220 Chicago — Cancun
Southwest Airlines
Departure
09:05
Chicago Midway
Flight time: 3 h 45 min
Arrival
13:50
Cancun

Schedule: 4, 5, 11, 12, 17, 18, 19, 20, 27 November, 2, 3, 4, 5, 8, 9, 10, 11, 15, 16, 17 December, ….

WN 220 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:15
Chicago Midway
Flight time: 3 h 40 min
Arrival
13:55
Cancun

Schedule: 6, 7, 8, 9, 12, 13, 14, 18, 20, 21, 22, 23, 26 January.

WN 228 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:15
Chicago Midway
Flight time: 3 h 35 min
Arrival
12:50
Cancun

Schedule: Saturday from 09.08 to 27.09.

WN 220 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:20
Chicago Midway
Flight time: 3 h 40 min
Arrival
14:00
Cancun

Schedule: 10, 17, 24 January.

WN 220 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:35
Chicago Midway
Flight time: 3 h 35 min
Arrival
13:10
Cancun

Schedule: 4 June.

WN 228 Chicago — Cancun
Southwest Airlines
Departure
09:40
Chicago Midway
Flight time: 3 h 35 min
Arrival
13:15
Cancun

Schedule: daily, except for Saturday, Sunday from 02.10 to 31.10.

WN 228 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
09:40
Chicago Midway
Flight time: 3 h 35 min
Arrival
13:15
Cancun

Schedule: 4, 11, 18, 25 October, 1 November.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737-700
Departure
09:55
Chicago Midway
Flight time: 3 h 35 min
Arrival
13:30
Cancun

Schedule: daily, except for Saturday, Sunday from 05.08 to 01.10.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
10:35
Chicago Midway
Flight time: 3 h 35 min
Arrival
14:10
Cancun

Schedule: Sunday from 10.08 to 28.09.

WN 220 Chicago — Cancun
Southwest Airlines
Departure
10:35
Chicago Midway
Flight time: 3 h 40 min
Arrival
15:15
Cancun

Schedule: 11, 15, 16, 19, 25 January.

WN 220 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
10:40
Chicago Midway
Flight time: 3 h 45 min
Arrival
15:25
Cancun

Schedule: 2, 3, 6, 7, 9, 10, 13, 14, 16, 21, 23, 24, 28 November, 7, 12, 14, 18 December, 5 January.

WN 228 Chicago — Cancun
Southwest Airlines
Departure
10:40
Chicago Midway
Flight time: 3 h 35 min
Arrival
14:15
Cancun

Schedule: 5, 12, 19, 26 October.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737
Departure
12:25
Chicago Midway
Flight time: 3 h 35 min
Arrival
16:00
Cancun

Schedule: Saturday to 02.08.

WN 220 Chicago — Cancun
Southwest Airlines
Departure
15:40
Chicago Midway
Flight time: 3 h 45 min
Arrival
20:25
Cancun

Schedule: Saturday from 08.11 to 03.01.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737-700
Departure
16:30
Chicago Midway
Flight time: 3 h 35 min
Arrival
20:05
Cancun

Schedule: Tuesday, Wednesday from 10.06 to 30.07.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737-700
Departure
16:35
Chicago Midway
Flight time: 3 h 35 min
Arrival
20:10
Cancun

Schedule: Monday, Thursday, Friday to 01.08, except for 04.07.

WN 218 Chicago — Cancun
Southwest Airlines Boeing 737-700
Departure
17:25
Chicago Midway
Flight time: 3 h 35 min
Arrival
21:00
Cancun

Schedule: Sunday to 03.08.