All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).

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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Sat 14:25 Orlando (MCO) 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 3054 2-stop Boeing 737-700 (Scimitar Winglets) 6:10 Effective 2025-12-20 through 2026-01-03
Tue,Wed 09:30 Orlando (MCO) 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 3546 2-stop Boeing 737-700 (73W) 6:10 Effective 2025-08-05 through 2025-10-01
Fri 10:10 Orlando (MCO) 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 3583 2-stop Boeing 737-700 (73W) 7:15 Operates only on 2025-07-04
Sun 07:10 Orlando (MCO) 15:45 Midway, Chicago (MDW)
Southwest Airlines WN 2252 3-stop Boeing 737-700 (Scimitar Winglets) 9:35 Operates only on 2025-11-30
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All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:10, 2-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:10, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 7:15, 2-stop
Boeing 737-700 (73W)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 9:35, 3-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Orlando airport (MCO) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 990 miles, or 1593 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 2:40 and 3:05.