Southwest Airlines flights from Cancun (CUN) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 16:00 Cancun (CUN) 4 19:45 Chicago Midway (MDW)
Southwest Airlines WN 219 Non-stop Boeing 737 MAX 8 (7M8) 3:45 Effective 2026-03-14 through 2026-04-04
Thu,Sun 16:10 Cancun (CUN) 4 18:50 Chicago Midway (MDW)
Southwest Airlines WN 219 Non-stop Boeing 737 MAX 8 (7M8) 3:40 Effective 2026-02-22 through 2026-03-01
Sat 17:00 Cancun (CUN) 4 19:45 Chicago Midway (MDW)
Southwest Airlines WN 219 Non-stop Boeing 737 MAX 8 (7M8) 3:45 Operates only on 2026-03-07
Wed,Thu 13:45 Cancun (CUN) 4 16:30 Chicago Midway (MDW)
Southwest Airlines WN 221 Non-stop Boeing 737-700 (73W) 3:45 Valid until 2026-01-01
Fri,Sun 14:30 Cancun (CUN) 4 17:15 Chicago Midway (MDW)
Southwest Airlines WN 221 Non-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2026-01-02 through 2026-01-04
Sat 11:20 Cancun (CUN) 4 14:00 Chicago Midway (MDW)
Southwest Airlines WN 229 Non-stop Boeing 737 MAX 8 (7M8) 3:40 Valid until 2026-01-03
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Southwest Airlines flights from Cancun (CUN) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-22 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 3:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:45, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 3:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:40, non-stop
Boeing 737 MAX 8 (7M8)
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  • An international route departing from Cancun airport, Mexico (CUN) and arriving at Chicago Midway airport, United States (MDW).
  • The flight distance is 1434 miles, or 2307 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 3:30 and 3:45.