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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 08:05 Chicago Midway (MDW) 10:25 Cleveland (CLE)
Southwest Airlines WN 4969 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-08-09 through 2026-09-27
Tue,Wed 08:35 Chicago Midway (MDW) 11:00 Cleveland (CLE)
Southwest Airlines WN 4969 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 18:25 Chicago Midway (MDW) 20:40 Cleveland (CLE)
Southwest Airlines WN 4969 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-08-06 through 2026-09-28
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All airlines flying from Chicago Midway (MDW) to Cleveland (CLE).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Cleveland airport (CLE).
  • The flight distance is 306 miles, or 492 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 1:25.