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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Fri,Sun 19:35 Midway, Chicago (MDW) 23:10 Orlando (MCO)
Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-07 through 2025-12-14
Thu 19:35 Midway, Chicago (MDW) 23:10 Orlando (MCO)
Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-12-18
Mon 19:35 Midway, Chicago (MDW) 23:10 Orlando (MCO)
Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05
Mon-Wed 19:55 Midway, Chicago (MDW) 23:30 Orlando (MCO)
Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 19:55 Midway, Chicago (MDW) 23:30 Orlando (MCO)
Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-19 through 2026-01-04
Sun 15:20 Midway, Chicago (MDW) 19:00 Orlando (MCO)
Southwest Airlines WN 3772 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-05-25
Sun 16:15 Midway, Chicago (MDW) 19:55 Orlando (MCO)
Southwest Airlines WN 3772 Non-stop Boeing 737-700 (73W) 2:40 Valid until 2025-05-18
Sun 16:15 Midway, Chicago (MDW) 19:55 Orlando (MCO)
Southwest Airlines WN 3772 Non-stop Boeing 737-700 (73W) 2:40 Operates only on 2025-06-01
Sat 16:30 Midway, Chicago (MDW) 20:10 Orlando (MCO)
Southwest Airlines WN 3772 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2025-05-31
Mon,Thu,Fri 17:00 Midway, Chicago (MDW) 20:40 Orlando (MCO)
Southwest Airlines WN 3772 Non-stop Boeing 737-700 (73W) 2:40 Valid until 2025-06-02
Sat 12:45 Midway, Chicago (MDW) 16:15 Orlando (MCO)
Southwest Airlines WN 3802 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-10-04 through 2025-11-01
Sat 15:30 Midway, Chicago (MDW) 19:10 Orlando (MCO)
Southwest Airlines WN 3803 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-08-09 through 2025-09-27
Tue,Wed 05:25 Midway, Chicago (MDW) 08:55 Orlando (MCO)
Southwest Airlines WN 3842 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-10-07 through 2025-10-29
Sun 06:25 Midway, Chicago (MDW) 09:55 Orlando (MCO)
Southwest Airlines WN 3842 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-05 through 2025-10-26
Sat 06:50 Midway, Chicago (MDW) 10:20 Orlando (MCO)
Southwest Airlines WN 3842 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 07:05 Midway, Chicago (MDW) 10:35 Orlando (MCO)
Southwest Airlines WN 3842 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-10-02 through 2025-10-31
Mon,Thu,Fri 11:05 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 3845 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-10-02 through 2025-10-31
Sat 11:25 Midway, Chicago (MDW) 14:55 Orlando (MCO)
Southwest Airlines WN 3845 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-04 through 2025-11-01
Sun 10:55 Midway, Chicago (MDW) 14:38 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:43 Effective 2025-05-04 through 2025-05-18
Mon,Thu,Fri 13:19 Midway, Chicago (MDW) 17:03 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:44 Valid until 2025-05-19
Mon,Thu,Fri,Sun 21:12 Midway, Chicago (MDW) 00:57 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:45 Effective 2025-05-22 through 2025-05-30
The flight arrives 1 day after departure.
Sat 21:12 Midway, Chicago (MDW) 00:57 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:45 Operates only on 2025-05-31
The flight arrives 1 day after departure.
Mon,Thu,Fri,Sun 21:12 Midway, Chicago (MDW) 00:53 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:41 Effective 2025-06-01 through 2025-06-13
The flight arrives 1 day after departure.
Mon,Thu-Sun 21:12 Midway, Chicago (MDW) 00:53 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:41 Effective 2025-06-14 through 2025-07-04
The flight arrives 1 day after departure.
Mon,Thu-Sun 21:12 Midway, Chicago (MDW) 01:03 Orlando (MCO)
Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:51 Effective 2025-07-05 through 2025-08-18
The flight arrives 1 day after departure.
Sat 14:50 Midway, Chicago (MDW) 18:25 Orlando (MCO)
Southwest Airlines WN 3910 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-04 through 2025-11-01
Tue,Wed 17:25 Midway, Chicago (MDW) 20:55 Orlando (MCO)
Southwest Airlines WN 3910 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri 20:45 Midway, Chicago (MDW) 00:15 Orlando (MCO)
Southwest Airlines WN 3910 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-02 through 2025-10-31
The flight arrives 1 day after departure.
Sun 12:50 Midway, Chicago (MDW) 16:20 Orlando (MCO)
Southwest Airlines WN 3946 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-05 through 2025-10-26
Sun 09:00 Midway, Chicago (MDW) 12:40 Orlando (MCO)
Southwest Airlines WN 3984 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2025-11-30
Sun 11:00 Midway, Chicago (MDW) 14:35 Orlando (MCO)
Southwest Airlines WN 4122 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-05-25
Sat 11:55 Midway, Chicago (MDW) 15:30 Orlando (MCO)
Southwest Airlines WN 4122 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-05-31
Sun 12:25 Midway, Chicago (MDW) 16:00 Orlando (MCO)
Southwest Airlines WN 4122 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2025-05-18
Sun 12:25 Midway, Chicago (MDW) 16:00 Orlando (MCO)
Southwest Airlines WN 4122 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-06-01
Sat 12:00 Midway, Chicago (MDW) 15:30 Orlando (MCO)
Southwest Airlines WN 4198 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-11-22 through 2025-11-29
Sat 12:00 Midway, Chicago (MDW) 15:30 Orlando (MCO)
Southwest Airlines WN 4198 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-12-20 through 2026-01-03
Mon-Wed 13:20 Midway, Chicago (MDW) 16:55 Orlando (MCO)
Southwest Airlines WN 4198 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 13:20 Midway, Chicago (MDW) 16:55 Orlando (MCO)
Southwest Airlines WN 4198 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-19 through 2026-01-04
Sun 05:45 Midway, Chicago (MDW) 09:15 Orlando (MCO)
Southwest Airlines WN 4362 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-08-10 through 2025-08-24
Sun 05:45 Midway, Chicago (MDW) 09:15 Orlando (MCO)
Southwest Airlines WN 4362 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-09-07 through 2025-09-28
Tue,Wed,Sat 06:15 Midway, Chicago (MDW) 09:45 Orlando (MCO)
Southwest Airlines WN 4362 Non-stop Boeing 737-700 (73W) 2:30 Effective 2025-08-05 through 2025-10-01
Mon,Thu,Fri 06:35 Midway, Chicago (MDW) 10:05 Orlando (MCO)
Southwest Airlines WN 4362 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-08-07 through 2025-09-29
Sun 07:20 Midway, Chicago (MDW) 10:50 Orlando (MCO)
Southwest Airlines WN 4362 Non-stop Boeing 737-700 (73W) 2:30 Operates only on 2025-08-31
Tue,Wed 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-04 through 2025-11-12
Sat 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-11-08 through 2025-11-15
Mon-Thu 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-11-17 through 2025-11-20
Mon-Fri 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-02 through 2025-12-11
Sat 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-06 through 2025-12-13
Mon-Wed 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-15 through 2025-12-17
Wed,Thu 05:05 Midway, Chicago (MDW) 08:40 Orlando (MCO)
Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-12-24 through 2026-01-01
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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 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

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

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 MAX 8 (7M8)

Effective 2025-05-04 through 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:43, non-stop
Airbus A320neo (32N)

Valid until 2025-05-19
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:44, non-stop
Airbus A320neo (32N)

Effective 2025-05-22 through 2025-05-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Airbus A320neo (32N)
The flight arrives 1 day after departure.

Operates only on 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Airbus A320neo (32N)
The flight arrives 1 day after departure.

Effective 2025-06-01 through 2025-06-13
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:41, non-stop
Airbus A320neo (32N)
The flight arrives 1 day after departure.

Effective 2025-06-14 through 2025-07-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 2:41, non-stop
Airbus A320neo (32N)
The flight arrives 1 day after departure.

Effective 2025-07-05 through 2025-08-18
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 2:51, non-stop
Airbus A320neo (32N)
The flight arrives 1 day after departure.

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 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-05-25
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 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (73W)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

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 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

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 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)
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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.