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Cancun (CUN) - Chicago Midway (CHI)

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

The timetable shows local time!

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
08:15
Cancun
Flight time: 3 h 35 min
Arrival
11:50
Chicago Midway

Schedule: Monday, Thursday from 07.07 to 04.08.

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
08:20
Cancun
Flight time: 3 h 40 min
Arrival
11:00
Chicago Midway

Schedule: 27, 30 November.

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
08:30
Cancun
Flight time: 3 h 35 min
Arrival
12:05
Chicago Midway

Schedule: 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 June, ….

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
09:00
Cancun
Flight time: 3 h 40 min
Arrival
12:40
Chicago Midway

Schedule: 3, 4 June.

WN 229 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
11:20
Cancun
Flight time: 3 h 40 min
Arrival
14:00
Chicago Midway

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

WN 217 Cancun — Chicago
Southwest Airlines
Departure
11:55
Cancun
Flight time: 3 h 50 min
Arrival
14:45
Chicago Midway

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

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
12:00
Cancun
Flight time: 3 h 35 min
Arrival
15:35
Chicago Midway

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

WN 217 Cancun — Chicago
Southwest Airlines
Departure
12:05
Cancun
Flight time: 3 h 35 min
Arrival
15:40
Chicago Midway

Schedule: 5, 12, 19, 26 October.

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
13:00
Cancun
Flight time: 3 h 40 min
Arrival
16:40
Chicago Midway

Schedule: 8, 15, 22, 29 June.

WN 219 Cancun — Chicago
Southwest Airlines
Departure
13:45
Cancun
Flight time: 3 h 45 min
Arrival
16:30
Chicago Midway

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

WN 221 Cancun — Chicago
Southwest Airlines
Departure
13:45
Cancun
Flight time: 3 h 45 min
Arrival
16:30
Chicago Midway

Schedule: 4, 5, 11, 12, 17, 18, 19, 20 November, 2, 3, 4, 5, 8, 9, 10, 11, 15, 16, 17, 24 December, ….

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
13:50
Cancun
Flight time: 3 h 45 min
Arrival
16:35
Chicago Midway

Schedule: 10, 17, 24 January.

WN 219 Cancun — Chicago
Southwest Airlines
Departure
14:00
Cancun
Flight time: 3 h 45 min
Arrival
17:45
Chicago Midway

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

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
14:15
Cancun
Flight time: 3 h 50 min
Arrival
18:05
Chicago Midway

Schedule: 5, 12, 19, 26 October.

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
14:15
Cancun
Flight time: 3 h 45 min
Arrival
17:00
Chicago Midway

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

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
14:15
Cancun
Flight time: 3 h 45 min
Arrival
18:00
Chicago Midway

Schedule: Saturday, Sunday from 05.07 to 03.08.

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
14:25
Cancun
Flight time: 3 h 40 min
Arrival
18:05
Chicago Midway

Schedule: Saturday from 09.08 to 27.09.

WN 221 Cancun — Chicago
Southwest Airlines
Departure
14:30
Cancun
Flight time: 3 h 45 min
Arrival
17:15
Chicago Midway

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

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
15:00
Cancun
Flight time: 3 h 45 min
Arrival
17:45
Chicago Midway

Schedule: 11, 15, 16, 19, 25 January.

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
15:00
Cancun
Flight time: 3 h 40 min
Arrival
18:40
Chicago Midway

Schedule: 31 August.

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
15:05
Cancun
Flight time: 3 h 40 min
Arrival
18:45
Chicago Midway

Schedule: 7, 14, 21, 28 June.

WN 219 Cancun — Chicago
Southwest Airlines
Departure
15:10
Cancun
Flight time: 3 h 45 min
Arrival
17:55
Chicago Midway

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

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
15:10
Cancun
Flight time: 3 h 40 min
Arrival
18:50
Chicago Midway

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

WN 219 Cancun — Chicago
Southwest Airlines
Departure
15:15
Cancun
Flight time: 3 h 35 min
Arrival
18:50
Chicago Midway

Schedule: Tuesday, Wednesday from 07.10 to 29.10.

WN 219 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
15:20
Cancun
Flight time: 3 h 35 min
Arrival
18:55
Chicago Midway

Schedule: 5, 6, 9, 10, 11, 12, 13, 16, 17, 18, 19, 20, 23, 24, 25, 26, 27, 30 June, 1, 2 July, ….

WN 219 Cancun — Chicago
Southwest Airlines
Departure
15:20
Cancun
Flight time: 3 h 35 min
Arrival
18:55
Chicago Midway

Schedule: Monday, Thursday, Friday from 02.10 to 31.10.

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737-700
Departure
15:50
Cancun
Flight time: 3 h 40 min
Arrival
19:30
Chicago Midway

Schedule: Sunday from 10.08 to 28.09, except for 31.08.

WN 217 Cancun — Chicago
Southwest Airlines Boeing 737
Departure
16:25
Cancun
Flight time: 3 h 45 min
Arrival
19:10
Chicago Midway

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