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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 16:45 Midway, Chicago (MDW) 20:25 Orlando (MCO)
Southwest Airlines WN 140 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 17:20 Midway, Chicago (MDW) 20:55 Orlando (MCO)
Southwest Airlines WN 140 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-08-07 through 2025-09-29
Sat 17:30 Midway, Chicago (MDW) 21:05 Orlando (MCO)
Southwest Airlines WN 140 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-08-09 through 2025-09-27
Thu 13:55 Midway, Chicago (MDW) 17:30 Orlando (MCO)
Southwest Airlines WN 171 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-11-27
Fri 11:20 Midway, Chicago (MDW) 15:00 Orlando (MCO)
Southwest Airlines WN 234 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2025-07-04
Sun 18:20 Midway, Chicago (MDW) 22:00 Orlando (MCO)
Southwest Airlines WN 278 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-10 through 2025-08-24
Sun 18:20 Midway, Chicago (MDW) 22:00 Orlando (MCO)
Southwest Airlines WN 278 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-09-07 through 2025-09-28
Sun 17:05 Midway, Chicago (MDW) 20:50 Orlando (MCO)
Southwest Airlines WN 286 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-08 through 2025-08-03
Sun 17:55 Midway, Chicago (MDW) 21:35 Orlando (MCO)
Southwest Airlines WN 300 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-08-31
Mon,Thu,Fri 05:00 Midway, Chicago (MDW) 08:30 Orlando (MCO)
Southwest Airlines WN 313 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-10-02 through 2025-10-31
Sat 05:05 Midway, Chicago (MDW) 08:35 Orlando (MCO)
Southwest Airlines WN 313 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-10-04 through 2025-11-01
Tue,Wed 09:15 Midway, Chicago (MDW) 12:50 Orlando (MCO)
Southwest Airlines WN 313 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 12:55 Midway, Chicago (MDW) 16:35 Orlando (MCO)
Southwest Airlines WN 487 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-07 through 2025-09-29
Tue,Wed 13:30 Midway, Chicago (MDW) 17:10 Orlando (MCO)
Southwest Airlines WN 487 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-08-05 through 2025-10-01
Sat 13:00 Midway, Chicago (MDW) 16:35 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-08 through 2025-11-15
Sat 13:00 Midway, Chicago (MDW) 16:35 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-06 through 2025-12-13
Mon,Thu,Fri,Sun 13:45 Midway, Chicago (MDW) 17:20 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 13:45 Midway, Chicago (MDW) 17:20 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-21 through 2025-11-28
Fri,Sun 13:45 Midway, Chicago (MDW) 17:20 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-07 through 2025-12-14
Thu 13:45 Midway, Chicago (MDW) 17:20 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-12-18
Mon 13:45 Midway, Chicago (MDW) 17:20 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-05
Tue,Wed 16:05 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-04 through 2025-11-12
Mon-Thu 16:05 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-17 through 2025-11-20
Mon-Fri 16:05 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-02 through 2025-12-11
Mon-Wed 16:05 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-15 through 2025-12-17
Wed,Thu 16:05 Midway, Chicago (MDW) 19:40 Orlando (MCO)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-24 through 2026-01-01
Thu 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO)
Southwest Airlines WN 711 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2025-11-27
Sat,Sun 08:15 Midway, Chicago (MDW) 11:50 Orlando (MCO)
Southwest Airlines WN 725 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 09:40 Midway, Chicago (MDW) 13:15 Orlando (MCO)
Southwest Airlines WN 725 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-02 through 2025-10-31
Tue,Wed 11:40 Midway, Chicago (MDW) 15:10 Orlando (MCO)
Southwest Airlines WN 725 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-07 through 2025-10-29
Tue,Wed 15:10 Midway, Chicago (MDW) 18:45 Orlando (MCO)
Southwest Airlines WN 744 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 16:35 Midway, Chicago (MDW) 20:10 Orlando (MCO)
Southwest Airlines WN 744 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-02 through 2025-10-31
Sun 17:15 Midway, Chicago (MDW) 20:50 Orlando (MCO)
Southwest Airlines WN 744 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-05 through 2025-10-26
Sat 17:35 Midway, Chicago (MDW) 21:10 Orlando (MCO)
Southwest Airlines WN 744 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-10-04 through 2025-11-01
Sun 12:50 Midway, Chicago (MDW) 16:25 Orlando (MCO)
Southwest Airlines WN 884 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2025-11-30
Sun 07:10 Midway, Chicago (MDW) 10:45 Orlando (MCO)
Southwest Airlines WN 966 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-06-08 through 2025-08-03
Sat 07:15 Midway, Chicago (MDW) 10:50 Orlando (MCO)
Southwest Airlines WN 966 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-06-07 through 2025-08-02
Sat 06:40 Midway, Chicago (MDW) 10:15 Orlando (MCO)
Southwest Airlines WN 1010 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-05-31
Mon,Thu,Fri 07:05 Midway, Chicago (MDW) 10:35 Orlando (MCO)
Southwest Airlines WN 1010 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2025-06-02
Sun 07:05 Midway, Chicago (MDW) 10:35 Orlando (MCO)
Southwest Airlines WN 1010 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2025-05-18
Sun 07:05 Midway, Chicago (MDW) 10:35 Orlando (MCO)
Southwest Airlines WN 1010 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2025-06-01
Tue,Wed 07:10 Midway, Chicago (MDW) 10:40 Orlando (MCO)
Southwest Airlines WN 1010 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2025-06-04
Sat 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-22 through 2025-11-29
Sat 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-20 through 2026-01-03
Mon-Wed 05:20 Midway, Chicago (MDW) 08:55 Orlando (MCO)
Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 05:20 Midway, Chicago (MDW) 08:55 Orlando (MCO)
Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 14:40 Midway, Chicago (MDW) 18:20 Orlando (MCO)
Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2025-06-02
Tue,Wed 19:55 Midway, Chicago (MDW) 23:30 Orlando (MCO)
Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2025-06-04
Mon,Thu,Fri 10:30 Midway, Chicago (MDW) 14:10 Orlando (MCO)
Southwest Airlines WN 1375 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 10:30 Midway, Chicago (MDW) 14:10 Orlando (MCO)
Southwest Airlines WN 1375 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-07-07 through 2025-08-04
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All airlines flying from Midway, Chicago (MDW) to Orlando (MCO).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-07-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-05 through 2025-07-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-07-07 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Orlando airport (MCO).
  • The flight distance is 990 miles, or 1593 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 2:30 and 2:51.