Southwest Airlines flights from Chicago Midway (MDW) to Miami (MIA).

FLIGHT SCHEDULE
Direct Flights:
Sat 12:45 Chicago Midway (MDW) 16:45 Miami (MIA) Southwest Airlines WN 677 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-01-10 through 2026-02-07
Mon-Fri 07:40 Chicago Midway (MDW) 11:40 Miami (MIA) Southwest Airlines WN 1277 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-05 through 2026-04-06
Sun 07:45 Chicago Midway (MDW) 11:45 Miami (MIA) Southwest Airlines WN 1277 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-08 through 2026-04-05
Sat 07:50 Chicago Midway (MDW) 11:50 Miami (MIA) Southwest Airlines WN 1277 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-03-07 through 2026-04-04
Sat 15:45 Chicago Midway (MDW) 19:40 Miami (MIA) Southwest Airlines WN 1453 Non-stop Boeing 737-800 (73H) 2:55 Effective 2026-04-11 through 2026-05-30
Sun 18:00 Chicago Midway (MDW) 21:55 Miami (MIA) Southwest Airlines WN 1453 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2026-05-24
Sun 18:45 Chicago Midway (MDW) 22:45 Miami (MIA) Southwest Airlines WN 1453 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-04-12 through 2026-05-17
Sun 18:45 Chicago Midway (MDW) 22:45 Miami (MIA) Southwest Airlines WN 1453 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2026-05-31
Mon,Thu,Fri 18:50 Chicago Midway (MDW) 22:50 Miami (MIA) Southwest Airlines WN 1453 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-04-09 through 2026-06-01
Mon,Thu,Fri 12:30 Chicago Midway (MDW) 16:30 Miami (MIA) Southwest Airlines WN 1563 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 12:30 Chicago Midway (MDW) 16:30 Miami (MIA) Southwest Airlines WN 1563 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-02-20 through 2026-03-01
Sun 07:40 Chicago Midway (MDW) 11:40 Miami (MIA) Southwest Airlines WN 1686 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-04-12 through 2026-05-17
Sun 07:40 Chicago Midway (MDW) 11:40 Miami (MIA) Southwest Airlines WN 1686 Non-stop Boeing 737-800 (73H) 3:00 Operates only on 2026-05-31
Sat 07:50 Chicago Midway (MDW) 11:50 Miami (MIA) Southwest Airlines WN 1686 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-04-11 through 2026-05-30
Tue,Wed 07:55 Chicago Midway (MDW) 11:55 Miami (MIA) Southwest Airlines WN 1686 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 08:10 Chicago Midway (MDW) 12:10 Miami (MIA) Southwest Airlines WN 1686 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-04-09 through 2026-06-01
Mon-Sat 17:30 Chicago Midway (MDW) 21:30 Miami (MIA) Southwest Airlines WN 2013 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-01-06 through 2026-01-14
Tue-Sun 17:30 Chicago Midway (MDW) 21:30 Miami (MIA) Southwest Airlines WN 2013 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-01-17 through 2026-01-24
Mon-Sat 17:30 Chicago Midway (MDW) 21:30 Miami (MIA) Southwest Airlines WN 2013 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sat,Sun 17:30 Chicago Midway (MDW) 21:30 Miami (MIA) Southwest Airlines WN 2013 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-02-07 through 2026-02-11
Tue,Wed 17:30 Chicago Midway (MDW) 21:30 Miami (MIA) Southwest Airlines WN 2013 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-02-18 through 2026-03-04
Sat 14:40 Chicago Midway (MDW) 18:40 Miami (MIA) Southwest Airlines WN 2239 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-06-06 through 2026-08-01
Sun 18:45 Chicago Midway (MDW) 22:45 Miami (MIA) Southwest Airlines WN 2418 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-08 through 2026-04-05
Sat 19:00 Chicago Midway (MDW) 23:00 Miami (MIA) Southwest Airlines WN 2418 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 19:30 Chicago Midway (MDW) 23:30 Miami (MIA) Southwest Airlines WN 2418 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 08:00 Chicago Midway (MDW) 12:00 Miami (MIA) Southwest Airlines WN 2464 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-06-04 through 2026-08-03
Sun 09:00 Chicago Midway (MDW) 13:00 Miami (MIA) Southwest Airlines WN 2464 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-06-07 through 2026-08-02
Tue,Wed 11:45 Chicago Midway (MDW) 15:45 Miami (MIA) Southwest Airlines WN 2464 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-06-09 through 2026-07-29
Sat 12:20 Chicago Midway (MDW) 16:20 Miami (MIA) Southwest Airlines WN 2970 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-07 through 2026-04-04
Sat 10:15 Chicago Midway (MDW) 14:20 Miami (MIA) Southwest Airlines WN 3419 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-14 through 2026-02-28
Sat 08:30 Chicago Midway (MDW) 12:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-01-10 through 2026-02-07
Thu,Fri,Sun 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-01-11 through 2026-01-16
Mon,Sun 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-01 through 2026-02-06
Mon,Sun 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-02-17 through 2026-02-23
Mon 09:40 Chicago Midway (MDW) 13:45 Miami (MIA) Southwest Airlines WN 3541 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Operates only on 2026-03-02
Mon,Tue,Fri,Sun 08:10 Chicago Midway (MDW) 12:15 Miami (MIA) Southwest Airlines WN 3736 Non-stop Boeing 737-800 (73H) 3:05 Valid until 2026-01-04
Wed,Thu 09:00 Chicago Midway (MDW) 13:05 Miami (MIA) Southwest Airlines WN 3736 Non-stop Boeing 737-800 (73H) 3:05 Valid until 2026-01-01
Mon 09:30 Chicago Midway (MDW) 13:35 Miami (MIA) Southwest Airlines WN 3736 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Operates only on 2026-01-05
Sat 18:10 Chicago Midway (MDW) 22:15 Miami (MIA) Southwest Airlines WN 4025 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 08:00 Chicago Midway (MDW) 12:10 Miami (MIA) Southwest Airlines WN 4242 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-08-06 through 2026-09-28
Sun 09:00 Chicago Midway (MDW) 13:05 Miami (MIA) Southwest Airlines WN 4242 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-08-09 through 2026-09-27
Tue,Wed 09:25 Chicago Midway (MDW) 13:25 Miami (MIA) Southwest Airlines WN 4242 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-08-04 through 2026-09-30
Sat 11:20 Chicago Midway (MDW) 15:20 Miami (MIA) Southwest Airlines WN 4242 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-08-08 through 2026-09-26
Sat 20:40 Chicago Midway (MDW) 00:40 Miami (MIA) Southwest Airlines WN 4694 Non-stop Boeing 737-800 (73H) 3:00 Valid until 2026-01-03 The flight arrives 1 day after departure.
Sat 08:15 Chicago Midway (MDW) 12:20 Miami (MIA) Southwest Airlines WN 4843 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Valid until 2026-01-03
Non-Direct Flights:
Mon,Thu,Fri 11:05 Chicago Midway (MDW) 16:25 Miami (MIA) Southwest Airlines WN 114 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-06-04 through 2026-08-03
Sat 16:50 Chicago Midway (MDW) 23:00 Miami (MIA) Southwest Airlines WN 235 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 07:50 Chicago Midway (MDW) 13:10 Miami (MIA) Southwest Airlines WN 277 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-04-09 through 2026-06-01

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Miami airport (MIA).
The flight distance is 1183 miles, or 1904 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 2:55 and 3:15.

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Southwest Airlines flights from Chicago Midway (MDW) to Miami (MIA).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN677

12:45

Chicago Midway (MDW)

16:45

Miami (MIA)

Effective 2026-01-10 through 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1277

07:40

Chicago Midway (MDW)

11:40

Miami (MIA)

Effective 2026-03-05 through 2026-04-06

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1277

07:45

Chicago Midway (MDW)

11:45

Miami (MIA)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1277

07:50

Chicago Midway (MDW)

11:50

Miami (MIA)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1453

15:45

Chicago Midway (MDW)

19:40

Miami (MIA)

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1453

18:00

Chicago Midway (MDW)

21:55

Miami (MIA)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1453

18:45

Chicago Midway (MDW)

22:45

Miami (MIA)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1453

18:45

Chicago Midway (MDW)

22:45

Miami (MIA)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1453

18:50

Chicago Midway (MDW)

22:50

Miami (MIA)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1563

12:30

Chicago Midway (MDW)

16:30

Miami (MIA)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1563

12:30

Chicago Midway (MDW)

16:30

Miami (MIA)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1686

07:40

Chicago Midway (MDW)

11:40

Miami (MIA)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1686

07:40

Chicago Midway (MDW)

11:40

Miami (MIA)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1686

07:50

Chicago Midway (MDW)

11:50

Miami (MIA)

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1686

07:55

Chicago Midway (MDW)

11:55

Miami (MIA)

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1686

08:10

Chicago Midway (MDW)

12:10

Miami (MIA)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2013

17:30

Chicago Midway (MDW)

21:30

Miami (MIA)

Effective 2026-01-06 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2013

17:30

Chicago Midway (MDW)

21:30

Miami (MIA)

Effective 2026-01-17 through 2026-01-24

Mon
-

Tue

Wed

Thu

Fri

Sat

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2013

17:30

Chicago Midway (MDW)

21:30

Miami (MIA)

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2013

17:30

Chicago Midway (MDW)

21:30

Miami (MIA)

Effective 2026-02-07 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2013

17:30

Chicago Midway (MDW)

21:30

Miami (MIA)

Effective 2026-02-18 through 2026-03-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2239

14:40

Chicago Midway (MDW)

18:40

Miami (MIA)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2418

18:45

Chicago Midway (MDW)

22:45

Miami (MIA)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2418

19:00

Chicago Midway (MDW)

23:00

Miami (MIA)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2418

19:30

Chicago Midway (MDW)

23:30

Miami (MIA)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2464

08:00

Chicago Midway (MDW)

12:00

Miami (MIA)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2464

09:00

Chicago Midway (MDW)

13:00

Miami (MIA)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2464

11:45

Chicago Midway (MDW)

15:45

Miami (MIA)

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2970

12:20

Chicago Midway (MDW)

16:20

Miami (MIA)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3419

10:15

Chicago Midway (MDW)

14:20

Miami (MIA)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

08:30

Chicago Midway (MDW)

12:45

Miami (MIA)

Effective 2026-01-10 through 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Effective 2026-02-01 through 2026-02-06

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Effective 2026-02-09 through 2026-02-15

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Effective 2026-02-17 through 2026-02-23

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3541

09:40

Chicago Midway (MDW)

13:45

Miami (MIA)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3736

08:10

Chicago Midway (MDW)

12:15

Miami (MIA)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3736

09:00

Chicago Midway (MDW)

13:05

Miami (MIA)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3736

09:30

Chicago Midway (MDW)

13:35

Miami (MIA)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4025

18:10

Chicago Midway (MDW)

22:15

Miami (MIA)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4242

08:00

Chicago Midway (MDW)

12:10

Miami (MIA)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4242

09:00

Chicago Midway (MDW)

13:05

Miami (MIA)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4242

09:25

Chicago Midway (MDW)

13:25

Miami (MIA)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4242

11:20

Chicago Midway (MDW)

15:20

Miami (MIA)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4694

20:40

Chicago Midway (MDW)

00:40(+1)

Miami (MIA)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4843

08:15

Chicago Midway (MDW)

12:20

Miami (MIA)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN114

11:05

Chicago Midway (MDW)

16:25

Miami (MIA)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN235

16:50

Chicago Midway (MDW)

23:00

Miami (MIA)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN277

07:50

Chicago Midway (MDW)

13:10

Miami (MIA)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Miami airport (MIA).
The flight distance is 1183 miles, or 1904 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 2:55 and 3:15.

All MDW-MIA flights

All Southwest Airlines flights

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