Airlines with flights from Cancun to Chicago
There are two airlines with scheduled flights between CUN and MDW. Southwest is the only airline with non-stop flights from Cancun International Airport to Midway International Airport and the flight time is 3 hours and 40 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 3 hours and 40 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
8 flights per week
-
Boeing 737MAX 8 Passenger
CUN
Direct
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN217
07:10
07:10
07:10
07:10
07:10
08:10
07:10
WN219
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----
----
----
----
19:15
----
The timetable & schedule information was updated at 2024-10-16
Via Atlanta with Delta Air Lines
-
Total flight time: 5h 59m - 9h 22m.
-
Sky Team Alliance
-
25 flights per week
CUN
Via ATL
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL609
DL1739
DL1739
08:10
08:10
08:10
08:10
08:10
08:10
08:10
DL1963
DL2241
DL2241
12:10
----
----
----
----
----
----
DL641
DL1076
DL1076
13:35
13:35
13:35
13:35
13:44
13:44
13:44
DL597
DL1076
DL1076
14:56
14:56
14:56
14:56
14:56
14:56
14:56
DL1962
DL1076
DL1076
16:20
16:20
16:20
16:20
16:25
16:25
16:25
The timetable & schedule information was updated at 2024-10-16
Via Houston with Southwest Airlines
-
Total flight time: 6h 25m - 12h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
22 flights per week
-
Boeing 737MAX 8 Passenger
CUN
Via HOU
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN308
WN1266
WN1266
----
----
----
----
----
----
08:30
WN308
WN2376
WN2376
----
08:30
08:30
08:30
08:30
----
----
WN308
WN3516
WN3516
----
----
----
----
----
08:30
----
WN308
WN2630
WN2630
----
08:30
08:30
08:30
08:30
----
----
WN308
WN1931
WN1931
08:30
----
----
----
----
----
----
WN308
WN1564
WN1564
----
08:30
08:30
08:30
08:30
----
----
WN1025
WN3547
WN3547
----
----
----
----
----
11:45
----
WN1025
WN995
WN995
----
----
----
----
----
11:45
----
WN1996
WN1253
WN1253
----
14:05
14:05
14:05
14:05
12:10
14:05
WN750
WN130
WN130
----
----
----
----
----
12:35
----
WN589
WN4071
WN4071
----
14:50
14:50
12:50
14:50
----
----
WN1608
WN1776
WN1776
----
----
----
----
----
----
12:55
WN1608
WN1066
WN1066
----
----
----
----
----
----
12:55
WN1608
WN1006
WN1006
----
----
----
----
----
----
12:55
WN1608
WN1014
WN1014
12:55
----
----
----
----
----
----
WN1608
WN499
WN499
12:55
----
----
----
----
----
----
WN1608
WN4710
WN4710
----
12:55
12:55
12:55
12:55
----
12:55
WN328
WN1260
WN1260
13:45
----
----
----
----
----
12:55
WN328
WN1732
WN1732
----
12:55
12:55
13:45
13:45
----
----
WN1986
WN1253
WN1253
----
----
----
----
----
13:05
----
WN328
WN1461
WN1461
13:45
----
----
----
----
----
----
WN1996
WN652
WN652
14:05
----
----
----
----
----
----
WN1025
WN2711
WN2711
14:10
----
----
----
----
----
14:10
WN1025
WN2962
WN2962
14:10
----
----
----
----
----
----
WN1025
WN2836
WN2836
----
14:10
14:10
14:10
14:10
----
----
WN1025
WN2091
WN2091
14:10
----
----
----
----
----
----
WN750
WN176
WN176
----
14:35
14:35
14:35
14:35
----
----
WN750
WN188
WN188
----
----
----
----
----
----
14:35
WN750
WN2436
WN2436
14:35
----
----
----
----
----
----
WN589
WN2434
WN2434
14:55
----
----
----
----
----
----
WN387
WN1449
WN1449
----
----
----
----
----
15:00
----
WN589
WN3278
WN3278
----
----
----
----
----
----
15:05
WN1616
WN2536
WN2536
15:05
----
----
----
----
----
----
WN589
WN1647
WN1647
----
----
----
----
----
----
15:05
WN1616
WN4710
WN4710
----
15:05
15:05
15:05
15:05
----
----
WN387
WN2804
WN2804
16:00
----
----
----
----
----
----
WN306
WN1732
WN1732
17:05
----
----
----
----
----
16:00
WN1986
WN2364
WN2364
16:30
----
----
----
----
----
----
WN306
WN54
WN54
17:05
----
----
----
----
----
----
WN306
WN1461
WN1461
17:05
----
----
----
----
----
----
WN4587
WN2434
WN2434
17:25
----
----
----
----
----
----
The timetable & schedule information was updated at 2024-10-16
Via Baltimore with Southwest Airlines
-
Total flight time: 6h 55m - 12h 05m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
12 flights per week
-
Boeing 737MAX 8 Passenger
CUN
Via BWI
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN308
WN1266
WN1266
----
----
----
----
----
----
08:30
WN308
WN2376
WN2376
----
08:30
08:30
08:30
08:30
----
----
WN308
WN3516
WN3516
----
----
----
----
----
08:30
----
WN308
WN2630
WN2630
----
08:30
08:30
08:30
08:30
----
----
WN308
WN1931
WN1931
08:30
----
----
----
----
----
----
WN308
WN1564
WN1564
----
08:30
08:30
08:30
08:30
----
----
WN1025
WN3547
WN3547
----
----
----
----
----
11:45
----
WN1025
WN995
WN995
----
----
----
----
----
11:45
----
WN1996
WN1253
WN1253
----
14:05
14:05
14:05
14:05
12:10
14:05
WN750
WN130
WN130
----
----
----
----
----
12:35
----
WN589
WN4071
WN4071
----
14:50
14:50
12:50
14:50
----
----
WN1608
WN1776
WN1776
----
----
----
----
----
----
12:55
WN1608
WN1066
WN1066
----
----
----
----
----
----
12:55
WN1608
WN1006
WN1006
----
----
----
----
----
----
12:55
WN1608
WN1014
WN1014
12:55
----
----
----
----
----
----
WN1608
WN499
WN499
12:55
----
----
----
----
----
----
WN1608
WN4710
WN4710
----
12:55
12:55
12:55
12:55
----
12:55
WN328
WN1260
WN1260
13:45
----
----
----
----
----
12:55
WN328
WN1732
WN1732
----
12:55
12:55
13:45
13:45
----
----
WN1986
WN1253
WN1253
----
----
----
----
----
13:05
----
WN328
WN1461
WN1461
13:45
----
----
----
----
----
----
WN1996
WN652
WN652
14:05
----
----
----
----
----
----
WN1025
WN2711
WN2711
14:10
----
----
----
----
----
14:10
WN1025
WN2962
WN2962
14:10
----
----
----
----
----
----
WN1025
WN2836
WN2836
----
14:10
14:10
14:10
14:10
----
----
WN1025
WN2091
WN2091
14:10
----
----
----
----
----
----
WN750
WN176
WN176
----
14:35
14:35
14:35
14:35
----
----
WN750
WN188
WN188
----
----
----
----
----
----
14:35
WN750
WN2436
WN2436
14:35
----
----
----
----
----
----
WN589
WN2434
WN2434
14:55
----
----
----
----
----
----
WN387
WN1449
WN1449
----
----
----
----
----
15:00
----
WN589
WN3278
WN3278
----
----
----
----
----
----
15:05
WN1616
WN2536
WN2536
15:05
----
----
----
----
----
----
WN589
WN1647
WN1647
----
----
----
----
----
----
15:05
WN1616
WN4710
WN4710
----
15:05
15:05
15:05
15:05
----
----
WN387
WN2804
WN2804
16:00
----
----
----
----
----
----
WN306
WN1732
WN1732
17:05
----
----
----
----
----
16:00
WN1986
WN2364
WN2364
16:30
----
----
----
----
----
----
WN306
WN54
WN54
17:05
----
----
----
----
----
----
WN306
WN1461
WN1461
17:05
----
----
----
----
----
----
WN4587
WN2434
WN2434
17:25
----
----
----
----
----
----
The timetable & schedule information was updated at 2024-10-16
Via Kansas City with Southwest Airlines
-
Total flight time: 6h 15m - 9h 45m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
9 flights per week
-
Boeing 737MAX 8 Passenger
CUN
Via MCI
MDW
W49, Dec 02 - Dec 08
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN308
WN1266
WN1266
----
----
----
----
----
----
08:30
WN308
WN2376
WN2376
----
08:30
08:30
08:30
08:30
----
----
WN308
WN3516
WN3516
----
----
----
----
----
08:30
----
WN308
WN2630
WN2630
----
08:30
08:30
08:30
08:30
----
----
WN308
WN1931
WN1931
08:30
----
----
----
----
----
----
WN308
WN1564
WN1564
----
08:30
08:30
08:30
08:30
----
----
WN1025
WN3547
WN3547
----
----
----
----
----
11:45
----
WN1025
WN995
WN995
----
----
----
----
----
11:45
----
WN1996
WN1253
WN1253
----
14:05
14:05
14:05
14:05
12:10
14:05
WN750
WN130
WN130
----
----
----
----
----
12:35
----
WN589
WN4071
WN4071
----
14:50
14:50
12:50
14:50
----
----
WN1608
WN1776
WN1776
----
----
----
----
----
----
12:55
WN1608
WN1066
WN1066
----
----
----
----
----
----
12:55
WN1608
WN1006
WN1006
----
----
----
----
----
----
12:55
WN1608
WN1014
WN1014
12:55
----
----
----
----
----
----
WN1608
WN499
WN499
12:55
----
----
----
----
----
----
WN1608
WN4710
WN4710
----
12:55
12:55
12:55
12:55
----
12:55
WN328
WN1260
WN1260
13:45
----
----
----
----
----
12:55
WN328
WN1732
WN1732
----
12:55
12:55
13:45
13:45
----
----
WN1986
WN1253
WN1253
----
----
----
----
----
13:05
----
WN328
WN1461
WN1461
13:45
----
----
----
----
----
----
WN1996
WN652
WN652
14:05
----
----
----
----
----
----
WN1025
WN2711
WN2711
14:10
----
----
----
----
----
14:10
WN1025
WN2962
WN2962
14:10
----
----
----
----
----
----
WN1025
WN2836
WN2836
----
14:10
14:10
14:10
14:10
----
----
WN1025
WN2091
WN2091
14:10
----
----
----
----
----
----
WN750
WN176
WN176
----
14:35
14:35
14:35
14:35
----
----
WN750
WN188
WN188
----
----
----
----
----
----
14:35
WN750
WN2436
WN2436
14:35
----
----
----
----
----
----
WN589
WN2434
WN2434
14:55
----
----
----
----
----
----
WN387
WN1449
WN1449
----
----
----
----
----
15:00
----
WN589
WN3278
WN3278
----
----
----
----
----
----
15:05
WN1616
WN2536
WN2536
15:05
----
----
----
----
----
----
WN589
WN1647
WN1647
----
----
----
----
----
----
15:05
WN1616
WN4710
WN4710
----
15:05
15:05
15:05
15:05
----
----
WN387
WN2804
WN2804
16:00
----
----
----
----
----
----
WN306
WN1732
WN1732
17:05
----
----
----
----
----
16:00
WN1986
WN2364
WN2364
16:30
----
----
----
----
----
----
WN306
WN54
WN54
17:05
----
----
----
----
----
----
WN306
WN1461
WN1461
17:05
----
----
----
----
----
----
WN4587
WN2434
WN2434
17:25
----
----
----
----
----
----
The timetable & schedule information was updated at 2024-10-16