All airlines flying from Cleveland (CLE) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Wed,Thu 06:45 Cleveland (CLE) 07:20 Chicago Midway (MDW)
Southwest Airlines WN 4277 Non-stop Boeing 737-700 (73W) 1:35 Valid until 2026-01-01
Sun 15:55 Cleveland (CLE) 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4949 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-08-09 through 2026-09-27
Sat 16:35 Cleveland (CLE) 16:55 Chicago Midway (MDW)
Southwest Airlines WN 4949 Non-stop Boeing 737-800 (73H) 1:20 Effective 2026-08-08 through 2026-09-26
Tue,Wed 17:25 Cleveland (CLE) 17:40 Chicago Midway (MDW)
Southwest Airlines WN 4949 Non-stop Boeing 737-800 (73H) 1:15 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 17:30 Cleveland (CLE) 17:45 Chicago Midway (MDW)
Southwest Airlines WN 4949 Non-stop Boeing 737-800 (73H) 1:15 Effective 2026-08-06 through 2026-09-28
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All airlines flying from Cleveland (CLE) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:35, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Cleveland airport (CLE) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 306 miles, or 492 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 1:10 and 1:40.