All airlines flying from Chicago Midway (MDW) to Miami (MIA).

FLIGHT SCHEDULE
Direct Flights:
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
Sun 08:50 Chicago Midway (MDW) 14:15 Miami (MIA) Southwest Airlines WN 277 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2026-05-24
Tue,Wed 08:10 Chicago Midway (MDW) 14:25 Miami (MIA) Southwest Airlines WN 1355 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-06-09 through 2026-07-29
Sat 10:05 Chicago Midway (MDW) 15:40 Miami (MIA) Southwest Airlines WN 2170 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Operates only on 2026-01-03
Mon,Thu,Fri 11:00 Chicago Midway (MDW) 16:25 Miami (MIA) Southwest Airlines WN 2901 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-06-04 through 2026-08-03
Mon,Thu,Fri 07:45 Chicago Midway (MDW) 13:50 Miami (MIA) Southwest Airlines WN 3192 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-03-05 through 2026-04-06
Mon 17:15 Chicago Midway (MDW) 23:25 Miami (MIA) Southwest Airlines WN 3200 1-stop Boeing 737 MAX 8 (7M8) 5:10 Operates only on 2026-01-05
Sat 10:00 Chicago Midway (MDW) 15:30 Miami (MIA) Southwest Airlines WN 3214 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 08:00 Chicago Midway (MDW) 15:20 Miami (MIA) Southwest Airlines WN 369 2-stop Boeing 737-700 (Scimitar Winglets) 6:20 Effective 2026-04-09 through 2026-06-01
Direct Codeshare Flights:
Mon,Thu-Sun 06:00 Chicago Midway (MDW) 10:13 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:13 Effective 2026-03-06 through 2026-03-30 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 06:15 Chicago Midway (MDW) 10:32 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:17 Valid until 2026-01-05 Codeshare flight, operated by Frontier Airlines.(F9)
Thu,Sun 06:15 Chicago Midway (MDW) 10:28 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:13 Effective 2026-02-12 through 2026-03-05 Codeshare flight, operated by Frontier Airlines.(F9)
Mon,Fri,Sat 08:00 Chicago Midway (MDW) 12:15 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:15 Effective 2026-04-03 through 2026-04-13 Codeshare flight, operated by Frontier Airlines.(F9)
Sat 14:24 Chicago Midway (MDW) 18:34 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:10 Operates only on 2026-01-03 Codeshare flight, operated by Frontier Airlines.(F9)
Mon,Wed,Fri 15:01 Chicago Midway (MDW) 19:11 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:10 Effective 2026-01-07 through 2026-01-12 Codeshare flight, operated by Frontier Airlines.(F9)
Fri 20:04 Chicago Midway (MDW) 00:13 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:09 Operates only on 2026-01-16 Codeshare flight, operated by Frontier Airlines.(F9) The flight arrives 1 day after departure.
Thu,Sun 20:19 Chicago Midway (MDW) 00:28 Miami (MIA) Volaris Y4 2342 Non-stop Airbus A320 (320) 3:09 Effective 2026-01-15 through 2026-01-18 Codeshare flight, operated by Frontier Airlines.(F9) The flight arrives 1 day after departure.
Wed,Fri 18:48 Chicago Midway (MDW) 22:56 Miami (MIA) Volaris Y4 2435 Non-stop Airbus A320 (320) 3:08 Effective 2026-03-25 through 2026-03-27 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 19:16 Chicago Midway (MDW) 23:21 Miami (MIA) Volaris Y4 2435 Non-stop Airbus A320 (320) 3:05 Operates only on 2026-03-30 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 19:20 Chicago Midway (MDW) 23:25 Miami (MIA) Volaris Y4 2435 Non-stop Airbus A320 (320) 3:05 Operates only on 2026-01-19 Codeshare flight, operated by Frontier Airlines.(F9)

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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 3:17.

Return (MIA-MDW) flights

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All airlines flying from Chicago Midway (MDW) to Miami (MIA).

FLIGHT SCHEDULE

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)

Non-Direct Flights:

Southwest Airlines WN277

08:50

Chicago Midway (MDW)

14:15

Miami (MIA)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN1355

08:10

Chicago Midway (MDW)

14:25

Miami (MIA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:15, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN2170

10:05

Chicago Midway (MDW)

15:40

Miami (MIA)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN2901

11:00

Chicago Midway (MDW)

16:25

Miami (MIA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:25, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN3192

07:45

Chicago Midway (MDW)

13:50

Miami (MIA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 5:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN3200

17:15

Chicago Midway (MDW)

23:25

Miami (MIA)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 5:10, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Southwest Airlines WN3214

10:00

Chicago Midway (MDW)

15:30

Miami (MIA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN369

08:00

Chicago Midway (MDW)

15:20

Miami (MIA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 6:20, 2-stop
Boeing 737-700 (Scimitar Winglets)

Direct Codeshare Flights:

Volaris Y42342

06:00

Chicago Midway (MDW)

10:13

Miami (MIA)

Effective 2026-03-06 through 2026-03-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:13, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

06:15

Chicago Midway (MDW)

10:32

Miami (MIA)

Valid until 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:17, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

06:15

Chicago Midway (MDW)

10:28

Miami (MIA)

Effective 2026-02-12 through 2026-03-05

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:13, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

08:00

Chicago Midway (MDW)

12:15

Miami (MIA)

Effective 2026-04-03 through 2026-04-13

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:15, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

14:24

Chicago Midway (MDW)

18:34

Miami (MIA)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:10, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

15:01

Chicago Midway (MDW)

19:11

Miami (MIA)

Effective 2026-01-07 through 2026-01-12

Mon

Tue
-

Wed

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:10, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42342

20:04

Chicago Midway (MDW)

00:13(+1)

Miami (MIA)

Operates only on 2026-01-16

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:09, non-stop
Airbus A320 (320)
The flight arrives 1 day after departure.

Direct Codeshare Flights:

Volaris Y42342

20:19

Chicago Midway (MDW)

00:28(+1)

Miami (MIA)

Effective 2026-01-15 through 2026-01-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:09, non-stop
Airbus A320 (320)
The flight arrives 1 day after departure.

Direct Codeshare Flights:

Volaris Y42435

18:48

Chicago Midway (MDW)

22:56

Miami (MIA)

Effective 2026-03-25 through 2026-03-27

Mon
-

Tue
-

Wed

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:08, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42435

19:16

Chicago Midway (MDW)

23:21

Miami (MIA)

Operates only on 2026-03-30

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:05, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42435

19:20

Chicago Midway (MDW)

23:25

Miami (MIA)

Operates only on 2026-01-19

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:05, non-stop
Airbus A320 (320)

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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 3:17.

Return (MIA-MDW) flights

Feedback - Disclaimer - Privacy