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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Tue,Wed 15:55 Orlando (MCO) 20:35 Midway, Chicago (MDW)
Southwest Airlines WN 2142 1-stop Boeing 737-800 (738) 5:40 Effective 2024-01-09 through 2024-03-06
Mon,Thu,Fri 16:30 Orlando (MCO) 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 2146 1-stop Boeing 737-700 (73W) 4:30 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 16:30 Orlando (MCO) 20:00 Midway, Chicago (MDW)
Southwest Airlines WN 2146 1-stop Boeing 737-700 (73W) 4:30 Effective 2024-07-08 through 2024-08-02
Sat 14:55 Orlando (MCO) 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 2282 1-stop Boeing 737-700 (73W) 4:35 Effective 2024-04-13 through 2024-06-01
Sat 15:40 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 2289 1-stop Boeing 737-800 (73H) 5:05 Operates only on 2024-01-06
Mon,Thu,Fri 18:20 Orlando (MCO) 22:10 Midway, Chicago (MDW)
Southwest Airlines WN 2302 1-stop Boeing 737-700 (73W) 4:50 Effective 2024-04-11 through 2024-06-03
Sun 09:35 Orlando (MCO) 13:45 Midway, Chicago (MDW)
Southwest Airlines WN 2374 1-stop Boeing 737-700 (73W) 5:10 Operates only on 2024-05-26
Sun 08:45 Orlando (MCO) 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 2385 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2024-01-14 through 2024-03-03
Sat 12:50 Orlando (MCO) 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 2417 1-stop Boeing 737-700 (73W) 4:25 Effective 2024-01-13 through 2024-03-02
Sun 16:15 Orlando (MCO) 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 2431 1-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-09-01
Sun 16:40 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 2431 1-stop Boeing 737-800 (73H) 4:05 Effective 2024-08-11 through 2024-08-25
Sun 16:40 Orlando (MCO) 19:45 Midway, Chicago (MDW)
Southwest Airlines WN 2431 1-stop Boeing 737-800 (73H) 4:05 Effective 2024-09-08 through 2024-09-29
Sat 14:10 Orlando (MCO) 17:45 Midway, Chicago (MDW)
Southwest Airlines WN 2474 1-stop Boeing 737-700 (73W) 4:35 Effective 2024-01-13 through 2024-03-02
Mon,Thu,Fri 07:35 Orlando (MCO) 10:55 Midway, Chicago (MDW)
Southwest Airlines WN 2518 1-stop Boeing 737-800 (738) 4:20 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 07:35 Orlando (MCO) 10:55 Midway, Chicago (MDW)
Southwest Airlines WN 2518 1-stop Boeing 737-800 (738) 4:20 Effective 2024-07-08 through 2024-08-02
Thu 08:25 Orlando (MCO) 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 2518 1-stop Boeing 737 MAX 8 (7M8) 4:05 Operates only on 2024-07-04
Sun 10:40 Orlando (MCO) 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 2557 1-stop Boeing 737-700 (73W) 4:15 Operates only on 2024-05-26
Sun 10:45 Orlando (MCO) 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 2557 1-stop Boeing 737-700 (73W) 4:15 Effective 2024-04-14 through 2024-05-19
Sun 10:45 Orlando (MCO) 14:00 Midway, Chicago (MDW)
Southwest Airlines WN 2557 1-stop Boeing 737-700 (73W) 4:15 Operates only on 2024-06-02
Tue-Fri 11:30 Orlando (MCO) 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 2570 1-stop Boeing 737-800 (73H) 4:10 Valid until 2024-01-02
Sat 15:25 Orlando (MCO) 18:20 Midway, Chicago (MDW)
Southwest Airlines WN 2686 1-stop Boeing 737-700 (73W) 3:55 Effective 2024-04-13 through 2024-06-01
Tue,Wed 15:35 Orlando (MCO) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 2687 1-stop Boeing 737 MAX 8 (7M8) 6:05 Effective 2024-03-12 through 2024-04-03
Sun 17:00 Orlando (MCO) 20:20 Midway, Chicago (MDW)
Southwest Airlines WN 2774 1-stop Boeing 737-700 (73W) 4:20 Operates only on 2024-05-26
Mon,Thu,Fri 07:10 Orlando (MCO) 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 2850 1-stop Boeing 737-700 (73W) 3:55 Effective 2024-08-05 through 2024-09-30
Mon,Sun 14:15 Orlando (MCO) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 2925 1-stop Boeing 737-800 (73H) 4:35 Valid until 2024-01-01
Wed-Fri,Sun 14:15 Orlando (MCO) 17:50 Midway, Chicago (MDW)
Southwest Airlines WN 2925 1-stop Boeing 737-800 (73H) 4:35 Effective 2024-01-03 through 2024-01-07
Tue-Fri 15:15 Orlando (MCO) 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 2925 1-stop Boeing 737-800 (73H) 4:40 Valid until 2024-01-02
Sat 07:55 Orlando (MCO) 11:30 Midway, Chicago (MDW)
Southwest Airlines WN 3012 1-stop Boeing 737 MAX 8 (7M8) 4:35 Operates only on 2024-01-06
Tue-Fri 18:40 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3119 1-stop Boeing 737-700 (73W) 4:00 Valid until 2024-01-02
Tue,Wed 16:55 Orlando (MCO) 21:25 Midway, Chicago (MDW)
Southwest Airlines WN 3194 1-stop Boeing 737-800 (73H) 5:30 Effective 2024-04-09 through 2024-05-29
Tue,Wed 11:00 Orlando (MCO) 14:20 Midway, Chicago (MDW)
Southwest Airlines WN 3207 1-stop Boeing 737-700 (73W) 4:20 Effective 2024-04-09 through 2024-05-29
Sat 13:05 Orlando (MCO) 16:25 Midway, Chicago (MDW)
Southwest Airlines WN 3207 1-stop Boeing 737-700 (73W) 4:20 Effective 2024-04-13 through 2024-06-01
Tue,Wed 18:15 Orlando (MCO) 22:50 Midway, Chicago (MDW)
Southwest Airlines WN 3404 1-stop Boeing 737-800 (73H) 5:35 Effective 2024-06-04 through 2024-07-31
Sun 16:30 Orlando (MCO) 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 3425 1-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-01-14 through 2024-03-03
Sun 11:50 Orlando (MCO) 14:50 Midway, Chicago (MDW)
Southwest Airlines WN 3568 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-03-10 through 2024-04-07
Sat 11:10 Orlando (MCO) 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 3588 1-stop Boeing 737-800 (73H) 6:00 Operates only on 2024-01-06
Sat 13:55 Orlando (MCO) 18:40 Midway, Chicago (MDW)
Southwest Airlines WN 3593 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2024-08-10 through 2024-09-28
Sun 16:50 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3593 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2024-08-11 through 2024-08-25
Sun 16:50 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3593 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2024-09-08 through 2024-09-29
Sun 17:40 Orlando (MCO) 20:55 Midway, Chicago (MDW)
Southwest Airlines WN 3597 1-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2024-01-14 through 2024-03-03
Sat 11:30 Orlando (MCO) 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 3616 1-stop Boeing 737 MAX 8 (7M8) 4:40 Effective 2024-01-13 through 2024-03-02
Tue,Wed 11:00 Orlando (MCO) 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 3734 1-stop Boeing 737-800 (73H) 4:55 Effective 2024-06-04 through 2024-07-31
Sun 17:15 Orlando (MCO) 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 3768 1-stop Boeing 737-700 (73W) 4:00 Effective 2024-04-14 through 2024-05-19
Sun 17:15 Orlando (MCO) 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 3768 1-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-06-02
Sat 06:30 Orlando (MCO) 10:20 Midway, Chicago (MDW)
Southwest Airlines WN 3834 1-stop Boeing 737-700 (73W) 4:50 Effective 2024-06-08 through 2024-08-03
Mon,Thu,Fri 16:15 Orlando (MCO) 20:15 Midway, Chicago (MDW)
Southwest Airlines WN 3845 1-stop Boeing 737-800 (73H) 5:00 Effective 2024-08-05 through 2024-09-30
Sun 17:40 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3845 1-stop Boeing 737 MAX 8 (7M8) 5:00 Effective 2024-08-11 through 2024-08-25
Sun 17:40 Orlando (MCO) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3845 1-stop Boeing 737 MAX 8 (7M8) 5:00 Effective 2024-09-08 through 2024-09-29
Sun 17:00 Orlando (MCO) 20:25 Midway, Chicago (MDW)
Southwest Airlines WN 3932 1-stop Boeing 737-700 (73W) 4:25 Operates only on 2024-05-26
Sun 11:10 Orlando (MCO) 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4050 1-stop Boeing 737-700 (73W) 4:20 Effective 2024-03-10 through 2024-04-07
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All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:40, 1-stop
Boeing 737-800 (738)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737-700 (73W)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:05, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:50, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, 1-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:05, 1-stop
Boeing 737-800 (73H)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (738)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-800 (738)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:05, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, 1-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-800 (73H)

Effective 2024-01-03 through 2024-01-07
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:35, 1-stop
Boeing 737-800 (73H)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:40, 1-stop
Boeing 737-800 (73H)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, 1-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:30, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:35, 1-stop
Boeing 737-800 (73H)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 6:00, 1-stop
Boeing 737-800 (73H)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:40, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737-800 (73H)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Operates only on 2024-06-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:00, 1-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:50, 1-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 5:00, 1-stop
Boeing 737-800 (73H)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:00, 1-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:00, 1-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737-700 (73W)

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-700 (73W)
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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 3:00.