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

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FLIGHT SCHEDULE
Direct Flights:
Wed,Thu 10:40 Midway, Chicago (MDW) 14:15 Orlando (MCO) Southwest Airlines WN 2987 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-12-24 through 2026-01-01
Tue,Wed 14:15 Midway, Chicago (MDW) 17:55 Orlando (MCO) Southwest Airlines WN 3026 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2025-06-04
Mon,Thu,Fri 18:35 Midway, Chicago (MDW) 22:10 Orlando (MCO) Southwest Airlines WN 3026 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2025-06-02
Sat,Sun 18:40 Midway, Chicago (MDW) 22:15 Orlando (MCO) Southwest Airlines WN 3026 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2025-05-24
Sat,Sun 18:40 Midway, Chicago (MDW) 22:15 Orlando (MCO) Southwest Airlines WN 3026 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-05-31 through 2025-06-01
Sun 19:30 Midway, Chicago (MDW) 23:10 Orlando (MCO) Southwest Airlines WN 3026 Non-stop Boeing 737-700 (73W) 2:40 Operates only on 2025-05-25
Tue,Wed 07:05 Midway, Chicago (MDW) 10:35 Orlando (MCO) Southwest Airlines WN 3107 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-10-07 through 2025-10-29
Sat 08:20 Midway, Chicago (MDW) 11:55 Orlando (MCO) Southwest Airlines WN 3133 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-08-09 through 2025-09-27
Sun 10:35 Midway, Chicago (MDW) 14:10 Orlando (MCO) Southwest Airlines WN 3133 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-10 through 2025-08-24
Sun 10:35 Midway, Chicago (MDW) 14:10 Orlando (MCO) Southwest Airlines WN 3133 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-09-07 through 2025-09-28
Sun 10:55 Midway, Chicago (MDW) 14:30 Orlando (MCO) Southwest Airlines WN 3133 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2025-08-31
Tue,Wed 11:35 Midway, Chicago (MDW) 15:10 Orlando (MCO) Southwest Airlines WN 3133 Non-stop Boeing 737-700 (73W) 2:35 Effective 2025-08-05 through 2025-10-01
Sat 19:05 Midway, Chicago (MDW) 22:45 Orlando (MCO) Southwest Airlines WN 3158 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-06-07 through 2025-08-02
Sun 19:45 Midway, Chicago (MDW) 23:25 Orlando (MCO) Southwest Airlines WN 3158 Non-stop Boeing 737-700 (73W) 2:40 Effective 2025-06-08 through 2025-08-03
Sun 16:20 Midway, Chicago (MDW) 19:55 Orlando (MCO) Southwest Airlines WN 3201 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-11-30
Mon,Thu,Fri 15:20 Midway, Chicago (MDW) 19:00 Orlando (MCO) Southwest Airlines WN 3260 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-07 through 2025-09-29
Sun 15:20 Midway, Chicago (MDW) 19:00 Orlando (MCO) Southwest Airlines WN 3260 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-08-10 through 2025-08-24
Sun 15:20 Midway, Chicago (MDW) 19:00 Orlando (MCO) Southwest Airlines WN 3260 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-09-07 through 2025-09-28
Sun 15:30 Midway, Chicago (MDW) 19:10 Orlando (MCO) Southwest Airlines WN 3260 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2025-08-31
Sun 11:35 Midway, Chicago (MDW) 15:05 Orlando (MCO) Southwest Airlines WN 3343 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-05 through 2025-10-26
Mon,Thu,Fri 17:40 Midway, Chicago (MDW) 21:15 Orlando (MCO) Southwest Airlines WN 3343 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-02 through 2025-10-31
Tue,Wed 20:05 Midway, Chicago (MDW) 23:35 Orlando (MCO) Southwest Airlines WN 3343 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-10-07 through 2025-10-29
Sun 20:55 Midway, Chicago (MDW) 00:30 Orlando (MCO) Southwest Airlines WN 3599 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-10-05 through 2025-10-26 The flight arrives 1 day after departure.
Sun 20:35 Midway, Chicago (MDW) 00:10 Orlando (MCO) Southwest Airlines WN 3683 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-11-30 The flight arrives 1 day after departure.
Mon,Thu,Fri 05:05 Midway, Chicago (MDW) 08:35 Orlando (MCO) Southwest Airlines WN 3712 Non-stop Boeing 737-800 (73H) 2:30 Effective 2025-08-07 through 2025-09-29
Tue,Wed 07:40 Midway, Chicago (MDW) 11:10 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-08-05 through 2025-10-01
Sun 08:15 Midway, Chicago (MDW) 11:50 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-08-10 through 2025-08-24
Sun 08:15 Midway, Chicago (MDW) 11:50 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-09-07 through 2025-09-28
Sun 09:00 Midway, Chicago (MDW) 12:35 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2025-08-31
Mon,Thu,Fri 09:30 Midway, Chicago (MDW) 13:05 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2025-08-07 through 2025-09-29
Sat 09:40 Midway, Chicago (MDW) 13:20 Orlando (MCO) Southwest Airlines WN 3713 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-09 through 2025-09-27
Sun 07:40 Midway, Chicago (MDW) 11:15 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-21 through 2025-11-28
Fri,Sun 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-07 through 2025-12-14
Thu 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2025-12-18
Mon 08:05 Midway, Chicago (MDW) 11:45 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-05
Sat 08:15 Midway, Chicago (MDW) 11:55 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-08 through 2025-11-15
Sat 08:15 Midway, Chicago (MDW) 11:55 Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-06 through 2025-12-13
Sat 18:05 Midway, Chicago (MDW) 21:45 Orlando (MCO) Southwest Airlines WN 3728 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-11-22 through 2025-11-29
Sat 18:05 Midway, Chicago (MDW) 21:45 Orlando (MCO) Southwest Airlines WN 3728 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-12-20 through 2026-01-03
Mon-Wed 18:30 Midway, Chicago (MDW) 22:15 Orlando (MCO) Southwest Airlines WN 3728 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 18:30 Midway, Chicago (MDW) 22:15 Orlando (MCO) Southwest Airlines WN 3728 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-19 through 2026-01-04
Tue,Wed 18:15 Midway, Chicago (MDW) 22:00 Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:15 Midway, Chicago (MDW) 22:00 Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:15 Midway, Chicago (MDW) 22:00 Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:15 Midway, Chicago (MDW) 22:00 Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:15 Midway, Chicago (MDW) 22:00 Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-24 through 2026-01-01
Mon,Thu,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 2025-11-02 through 2025-11-16
Mon,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 2025-11-21 through 2025-11-28

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Parallax here MDW-MCO

1 2 3 4 5 6 7 8 9

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.

Return (MCO-MDW) flights

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

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FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN2987

10:40

Midway, Chicago (MDW)

14:15

Orlando (MCO)

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3026

14:15

Midway, Chicago (MDW)

17:55

Orlando (MCO)

Valid until 2025-06-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3026

18:35

Midway, Chicago (MDW)

22:10

Orlando (MCO)

Valid until 2025-06-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3026

18:40

Midway, Chicago (MDW)

22:15

Orlando (MCO)

Valid until 2025-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3026

18:40

Midway, Chicago (MDW)

22:15

Orlando (MCO)

Effective 2025-05-31 through 2025-06-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3026

19:30

Midway, Chicago (MDW)

23:10

Orlando (MCO)

Operates only on 2025-05-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3107

07:05

Midway, Chicago (MDW)

10:35

Orlando (MCO)

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3133

08:20

Midway, Chicago (MDW)

11:55

Orlando (MCO)

Effective 2025-08-09 through 2025-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3133

10:35

Midway, Chicago (MDW)

14:10

Orlando (MCO)

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3133

10:35

Midway, Chicago (MDW)

14:10

Orlando (MCO)

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3133

10:55

Midway, Chicago (MDW)

14:30

Orlando (MCO)

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3133

11:35

Midway, Chicago (MDW)

15:10

Orlando (MCO)

Effective 2025-08-05 through 2025-10-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3158

19:05

Midway, Chicago (MDW)

22:45

Orlando (MCO)

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3158

19:45

Midway, Chicago (MDW)

23:25

Orlando (MCO)

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3201

16:20

Midway, Chicago (MDW)

19:55

Orlando (MCO)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3260

15:20

Midway, Chicago (MDW)

19:00

Orlando (MCO)

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)

Southwest Airlines WN3260

15:20

Midway, Chicago (MDW)

19:00

Orlando (MCO)

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3260

15:20

Midway, Chicago (MDW)

19:00

Orlando (MCO)

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3260

15:30

Midway, Chicago (MDW)

19:10

Orlando (MCO)

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3343

11:35

Midway, Chicago (MDW)

15:05

Orlando (MCO)

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)

Southwest Airlines WN3343

17:40

Midway, Chicago (MDW)

21:15

Orlando (MCO)

Effective 2025-10-02 through 2025-10-31

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3343

20:05

Midway, Chicago (MDW)

23:35

Orlando (MCO)

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)

Southwest Airlines WN3599

20:55

Midway, Chicago (MDW)

00:30(+1)

Orlando (MCO)

Effective 2025-10-05 through 2025-10-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)
The flight arrives 1 day after departure.

Southwest Airlines WN3683

20:35

Midway, Chicago (MDW)

00:10(+1)

Orlando (MCO)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Southwest Airlines WN3712

05:05

Midway, Chicago (MDW)

08:35

Orlando (MCO)

Effective 2025-08-07 through 2025-09-29

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3713

07:40

Midway, Chicago (MDW)

11:10

Orlando (MCO)

Effective 2025-08-05 through 2025-10-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3713

08:15

Midway, Chicago (MDW)

11:50

Orlando (MCO)

Effective 2025-08-10 through 2025-08-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3713

08:15

Midway, Chicago (MDW)

11:50

Orlando (MCO)

Effective 2025-09-07 through 2025-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3713

09:00

Midway, Chicago (MDW)

12:35

Orlando (MCO)

Operates only on 2025-08-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3713

09:30

Midway, Chicago (MDW)

13:05

Orlando (MCO)

Effective 2025-08-07 through 2025-09-29

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3713

09:40

Midway, Chicago (MDW)

13:20

Orlando (MCO)

Effective 2025-08-09 through 2025-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

07:40

Midway, Chicago (MDW)

11:15

Orlando (MCO)

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:05

Midway, Chicago (MDW)

11:45

Orlando (MCO)

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:05

Midway, Chicago (MDW)

11:45

Orlando (MCO)

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:05

Midway, Chicago (MDW)

11:45

Orlando (MCO)

Effective 2025-12-07 through 2025-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:05

Midway, Chicago (MDW)

11:45

Orlando (MCO)

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:05

Midway, Chicago (MDW)

11:45

Orlando (MCO)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:15

Midway, Chicago (MDW)

11:55

Orlando (MCO)

Effective 2025-11-08 through 2025-11-15

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3727

08:15

Midway, Chicago (MDW)

11:55

Orlando (MCO)

Effective 2025-12-06 through 2025-12-13

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3728

18:05

Midway, Chicago (MDW)

21:45

Orlando (MCO)

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3728

18:05

Midway, Chicago (MDW)

21:45

Orlando (MCO)

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3728

18:30

Midway, Chicago (MDW)

22:15

Orlando (MCO)

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3728

18:30

Midway, Chicago (MDW)

22:15

Orlando (MCO)

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

18:15

Midway, Chicago (MDW)

22:00

Orlando (MCO)

Effective 2025-11-04 through 2025-11-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

18:15

Midway, Chicago (MDW)

22:00

Orlando (MCO)

Effective 2025-11-17 through 2025-11-20

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

18:15

Midway, Chicago (MDW)

22:00

Orlando (MCO)

Effective 2025-12-02 through 2025-12-11

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

18:15

Midway, Chicago (MDW)

22:00

Orlando (MCO)

Effective 2025-12-15 through 2025-12-17

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

18:15

Midway, Chicago (MDW)

22:00

Orlando (MCO)

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN3732

19:35

Midway, Chicago (MDW)

23:10

Orlando (MCO)

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3732

19:35

Midway, Chicago (MDW)

23:10

Orlando (MCO)

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:35, 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.

Return (MCO-MDW) flights

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