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

FLIGHT SCHEDULE
Direct Flights:
Sat 17:15 Miami (MIA) 19:30 Chicago Midway (MDW) Southwest Airlines WN 2986 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-14 through 2026-02-28
Tue,Wed 06:40 Miami (MIA) 08:50 Chicago Midway (MDW) Southwest Airlines WN 3294 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-07 through 2026-06-03
Sat 07:00 Miami (MIA) 09:15 Chicago Midway (MDW) Southwest Airlines WN 3294 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-04-11 through 2026-05-30
Mon 06:20 Miami (MIA) 08:35 Chicago Midway (MDW) Southwest Airlines WN 3679 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 06:30 Miami (MIA) 08:45 Chicago Midway (MDW) Southwest Airlines WN 3679 Non-stop Boeing 737-800 (73H) 3:15 Valid until 2026-01-04
Sat 09:40 Miami (MIA) 11:50 Chicago Midway (MDW) Southwest Airlines WN 3679 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Operates only on 2026-01-03
Wed,Thu 13:05 Miami (MIA) 15:20 Chicago Midway (MDW) Southwest Airlines WN 3679 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Valid until 2026-01-01
Sat 06:30 Miami (MIA) 08:40 Chicago Midway (MDW) Southwest Airlines WN 3744 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-01-10 through 2026-02-07
Sat 19:30 Miami (MIA) 21:45 Chicago Midway (MDW) Southwest Airlines WN 4213 Non-stop Boeing 737-800 (73H) 3:15 Valid until 2026-01-03
Sun 15:35 Miami (MIA) 17:40 Chicago Midway (MDW) Southwest Airlines WN 4784 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-09 through 2026-09-27
Non-Direct Flights:
Mon,Thu,Fri 14:25 Miami (MIA) 17:50 Chicago Midway (MDW) Southwest Airlines WN 269 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-03-05 through 2026-04-06
Tue,Wed 13:15 Miami (MIA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 373 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Effective 2026-03-10 through 2026-04-01
Sun 13:30 Miami (MIA) 17:00 Chicago Midway (MDW) Southwest Airlines WN 659 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-05-24
Sat 12:20 Miami (MIA) 16:55 Chicago Midway (MDW) Southwest Airlines WN 2793 1-stop Boeing 737-700 (Scimitar Winglets) 5:35 Operates only on 2026-02-07
Tue,Wed 11:45 Miami (MIA) 15:55 Chicago Midway (MDW) Southwest Airlines WN 3850 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-06-09 through 2026-07-29
Sun 14:40 Miami (MIA) 20:35 Chicago Midway (MDW) Southwest Airlines WN 2693 2-stop Boeing 737-700 (Scimitar Winglets) 6:55 Effective 2026-06-07 through 2026-08-02
Direct Codeshare Flights:
Mon,Thu-Sun 11:13 Miami (MIA) 13:41 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:28 Effective 2026-03-06 through 2026-03-30 Codeshare flight, operated by Frontier Airlines.(F9)
Thu,Sun 11:28 Miami (MIA) 13:56 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:28 Effective 2026-02-12 through 2026-03-05 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 11:42 Miami (MIA) 14:05 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:23 Valid until 2026-01-05 Codeshare flight, operated by Frontier Airlines.(F9)
Mon,Wed,Fri 11:43 Miami (MIA) 14:06 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:23 Effective 2026-01-07 through 2026-01-12 Codeshare flight, operated by Frontier Airlines.(F9)
Mon,Fri,Sat 13:15 Miami (MIA) 15:33 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:18 Effective 2026-04-03 through 2026-04-13 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 16:00 Miami (MIA) 18:25 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:25 Operates only on 2026-01-19 Codeshare flight, operated by Frontier Airlines.(F9)
Fri 16:29 Miami (MIA) 18:54 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:25 Operates only on 2026-01-16 Codeshare flight, operated by Frontier Airlines.(F9)
Thu,Sun 16:44 Miami (MIA) 19:09 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:25 Effective 2026-01-15 through 2026-01-18 Codeshare flight, operated by Frontier Airlines.(F9)
Sat 19:29 Miami (MIA) 21:56 Chicago Midway (MDW) Volaris Y4 2341 Non-stop Airbus A320 (320) 3:27 Operates only on 2026-01-03 Codeshare flight, operated by Frontier Airlines.(F9)
Wed,Fri 15:25 Miami (MIA) 17:48 Chicago Midway (MDW) Volaris Y4 2434 Non-stop Airbus A320 (320) 3:23 Effective 2026-03-25 through 2026-03-27 Codeshare flight, operated by Frontier Airlines.(F9)
Mon 15:53 Miami (MIA) 18:16 Chicago Midway (MDW) Volaris Y4 2434 Non-stop Airbus A320 (320) 3:23 Operates only on 2026-03-30 Codeshare flight, operated by Frontier Airlines.(F9)

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A domestic route departing from the Miami airport (MIA) and arriving at Chicago Midway airport (MDW).
The flight distance is 1183 miles, or 1904 km.
The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . 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 3:05 and 3:30.

Return (MDW-MIA) flights

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN2986

17:15

Miami (MIA)

19:30

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3294

06:40

Miami (MIA)

08:50

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3294

07:00

Miami (MIA)

09:15

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3679

06:20

Miami (MIA)

08:35

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3679

06:30

Miami (MIA)

08:45

Chicago Midway (MDW)

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3679

09:40

Miami (MIA)

11:50

Chicago Midway (MDW)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3679

13:05

Miami (MIA)

15:20

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3744

06:30

Miami (MIA)

08:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4213

19:30

Miami (MIA)

21:45

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4784

15:35

Miami (MIA)

17:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Non-Direct Flights:

Southwest Airlines WN269

14:25

Miami (MIA)

17:50

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

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

Non-Direct Flights:

Southwest Airlines WN373

13:15

Miami (MIA)

17:05

Chicago Midway (MDW)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN659

13:30

Miami (MIA)

17:00

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

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

Non-Direct Flights:

Southwest Airlines WN2793

12:20

Miami (MIA)

16:55

Chicago Midway (MDW)

Operates only on 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 5:35, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN3850

11:45

Miami (MIA)

15:55

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

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

Non-Direct Flights:

Southwest Airlines WN2693

14:40

Miami (MIA)

20:35

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:55, 2-stop
Boeing 737-700 (Scimitar Winglets)

Direct Codeshare Flights:

Volaris Y42341

11:13

Miami (MIA)

13:41

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:28, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

11:28

Miami (MIA)

13:56

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:28, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

11:42

Miami (MIA)

14:05

Chicago Midway (MDW)

Valid until 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:23, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

11:43

Miami (MIA)

14:06

Chicago Midway (MDW)

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

Mon

Tue
-

Wed

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:23, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

13:15

Miami (MIA)

15:33

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:18, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

16:00

Miami (MIA)

18:25

Chicago Midway (MDW)

Operates only on 2026-01-19

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:25, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

16:29

Miami (MIA)

18:54

Chicago Midway (MDW)

Operates only on 2026-01-16

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:25, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

16:44

Miami (MIA)

19:09

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:25, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42341

19:29

Miami (MIA)

21:56

Chicago Midway (MDW)

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:27, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42434

15:25

Miami (MIA)

17:48

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed

Thu
-

Fri

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:23, non-stop
Airbus A320 (320)

Direct Codeshare Flights:

Volaris Y42434

15:53

Miami (MIA)

18:16

Chicago Midway (MDW)

Operates only on 2026-03-30

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Codeshare flight, operated by Frontier Airlines.(F9)

Duration: 3:23, non-stop
Airbus A320 (320)

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A domestic route departing from the Miami airport (MIA) and arriving at Chicago Midway airport (MDW).
The flight distance is 1183 miles, or 1904 km.
The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . 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 3:05 and 3:30.

Return (MDW-MIA) flights

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