Airlines with flights from Cancun to Chicago
There are three 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 35 minutes.
There are three 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 35 minutes. Choose airline
Direct
Non-stop
3h 35min
Via Saint Louis
5h 50min
Via Nashville
5h 50min
Via Columbus
6h 5min
Via Atlanta
6h 7min
Via Houston
6h 15min
Via Kansas City
6h 15min
Via Orlando
6h 25min
Via Austin
6h 55min
Via Atlanta
7h 0min
Via Baltimore
7h 5min
Via Dallas
9h 17min
Starts 04/06
Via New Orleans
6h 30min
Starts 06/06
Via Indianapolis
6h 15min
Starts 06/06
Via Atlanta
7h 35min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 3 hours and 35 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
9 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
CUN
Direct
MDW
W24, Jun 08 - Jun 14
Flight
Mon
Jun 8
Tue
Jun 9
Wed
Jun 10
Thu
Jun 11
Fri
Jun 12
Sat
Jun 13
Sun
Jun 14
WN217
16:10
----
----
16:10
16:10
10:05
11:25
WN219
13:20
15:05
15:05
13:20
13:20
14:15
14:15
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 5h 50m - 9h 10m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
43 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
CUN
Via STL
MDW
W24, Jun 08 - Jun 14
Flight
Mon
Jun 8
Tue
Jun 9
Wed
Jun 10
Thu
Jun 11
Fri
Jun 12
Sat
Jun 13
Sun
Jun 14
WN1886
WN2468
WN2468
----
----
----
----
----
09:30
----
WN1996
WN556
WN556
----
----
----
----
----
----
10:25
WN1996
WN2289
WN2289
12:40
12:40
12:40
12:40
12:40
----
----
WN1986
WN3957
WN3957
15:20
15:25
15:25
15:20
15:20
15:50
13:45
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 5h 50m - 9h 30m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
27 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
CUN
Via BNA
MDW
W24, Jun 08 - Jun 14
Flight
Mon
Jun 8
Tue
Jun 9
Wed
Jun 10
Thu
Jun 11
Fri
Jun 12
Sat
Jun 13
Sun
Jun 14
WN387
WN4286
WN4286
13:10
13:10
13:10
13:10
13:10
----
----
WN390
WN578
WN578
----
----
----
----
----
17:10
16:50
The timetable & schedule information was updated at 2026-04-21
Via Columbus with Southwest Airlines
-
Total flight time: 6h 05m - 8h 40m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
5 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
CUN
Via CMH
MDW
W24, Jun 08 - Jun 14
Flight
Mon
Jun 8
Tue
Jun 9
Wed
Jun 10
Thu
Jun 11
Fri
Jun 12
Sat
Jun 13
Sun
Jun 14
WN615
WN1200
WN1200
11:45
----
----
11:45
11:45
----
----
WN613
WN66
WN66
----
----
----
----
----
12:10
----
WN613
WN1200
WN1200
----
----
----
----
----
----
12:55
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
-
Total flight time: 6h 07m - 9h 45m.
-
Sky Team Alliance
-
125 flights per week
CUN
Via ATL
MDW
W24, Jun 08 - Jun 14
Flight
Mon
Jun 8
Tue
Jun 9
Wed
Jun 10
Thu
Jun 11
Fri
Jun 12
Sat
Jun 13
Sun
Jun 14
DL609
DL1728
DL1728
08:00
08:00
08:00
08:00
08:00
----
08:00
DL609
DL2417
DL2417
----
----
----
----
----
08:00
----
DL641
DL1076
DL1076
12:35
12:35
12:35
12:35
12:35
12:35
12:35
DL597
DL1076
DL1076
14:10
14:10
14:10
14:10
14:10
14:10
14:10
DL1962
DL1076
DL1076
15:39
15:39
15:39
15:39
15:39
15:39
15:39
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Frontier