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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 12:00 Miami (MIA) 14:25 Chicago Midway (MDW)
Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 3:25 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 12:00 Miami (MIA) 14:25 Chicago Midway (MDW)
Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 3:25 Effective 2026-02-20 through 2026-03-01
Sat 14:50 Miami (MIA) 17:00 Chicago Midway (MDW)
Southwest Airlines WN 1352 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 18:05 Miami (MIA) 20:25 Chicago Midway (MDW)
Southwest Airlines WN 1352 Non-stop Boeing 737-700 (Scimitar Winglets) 3:20 Effective 2026-04-09 through 2026-06-01
Sun 18:35 Miami (MIA) 20:50 Chicago Midway (MDW)
Southwest Airlines WN 1352 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-04-12 through 2026-05-17
Sun 18:35 Miami (MIA) 20:50 Chicago Midway (MDW)
Southwest Airlines WN 1352 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Operates only on 2026-05-31
Sun 17:55 Miami (MIA) 20:15 Chicago Midway (MDW)
Southwest Airlines WN 1497 Non-stop Boeing 737 MAX 8 (7M8) 3:20 Effective 2026-03-08 through 2026-04-05
Sat 18:00 Miami (MIA) 20:20 Chicago Midway (MDW)
Southwest Airlines WN 1497 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 18:05 Miami (MIA) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 1497 Non-stop Boeing 737 MAX 8 (7M8) 3:25 Effective 2026-03-05 through 2026-04-06
Sat 12:25 Miami (MIA) 14:55 Chicago Midway (MDW)
Southwest Airlines WN 1775 Non-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-03-07 through 2026-04-04
Sun 06:45 Miami (MIA) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 1862 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-12 through 2026-05-17
Sun 06:45 Miami (MIA) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 1862 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Operates only on 2026-05-31
Sun 07:35 Miami (MIA) 09:45 Chicago Midway (MDW)
Southwest Airlines WN 1862 Non-stop Boeing 737-800 (73H) 3:10 Operates only on 2026-05-24
Sat 06:25 Miami (MIA) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 2096 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-03-07 through 2026-04-04
Sun 06:25 Miami (MIA) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 2096 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-03-08 through 2026-04-05
Tue,Wed 06:30 Miami (MIA) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 2096 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 06:40 Miami (MIA) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 2096 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-03-05 through 2026-04-06
Mon,Thu-Sun 11:13 Miami (MIA) 13:41 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:28 Effective 2026-03-06 through 2026-03-30
Thu,Sun 11:28 Miami (MIA) 13:56 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:28 Effective 2026-02-12 through 2026-03-05
Mon 11:42 Miami (MIA) 14:05 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:23 Valid until 2026-01-05
Mon,Wed,Fri 11:43 Miami (MIA) 14:06 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:23 Effective 2026-01-07 through 2026-01-12
Mon,Fri,Sat 13:15 Miami (MIA) 15:33 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:18 Effective 2026-04-03 through 2026-04-13
Mon 16:00 Miami (MIA) 18:25 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:25 Operates only on 2026-01-19
Fri 16:29 Miami (MIA) 18:54 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:25 Operates only on 2026-01-16
Thu,Sun 16:44 Miami (MIA) 19:09 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:25 Effective 2026-01-15 through 2026-01-18
Sat 19:29 Miami (MIA) 21:56 Chicago Midway (MDW)
Frontier Airlines F9 2109 Non-stop Airbus A320neo (32N) 3:27 Operates only on 2026-01-03
Mon,Thu,Fri 07:15 Miami (MIA) 09:20 Chicago Midway (MDW)
Southwest Airlines WN 2368 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-06 through 2026-09-28
Sat 14:45 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2368 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-08 through 2026-09-26
Wed,Fri 15:25 Miami (MIA) 17:48 Chicago Midway (MDW)
Frontier Airlines F9 2455 Non-stop Airbus A320neo (32N) 3:23 Effective 2026-03-25 through 2026-03-27
Mon 15:53 Miami (MIA) 18:16 Chicago Midway (MDW)
Frontier Airlines F9 2455 Non-stop Airbus A320neo (32N) 3:23 Operates only on 2026-03-30
Mon-Fri 14:35 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 14:35 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-18 through 2026-01-23
Mon-Fri 14:35 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 14:35 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-08 through 2026-02-11
Tue,Wed 14:35 Miami (MIA) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-18 through 2026-03-04
Sat 16:30 Miami (MIA) 18:45 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737 MAX 8 (7M8) 3:15 Effective 2026-01-10 through 2026-02-07
Thu,Fri,Sun 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-01-11 through 2026-01-16
Mon,Sun 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-01-19 through 2026-01-25
Sun 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Operates only on 2026-02-01
Mon,Thu,Fri 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-15 through 2026-02-19
Mon 16:40 Miami (MIA) 18:55 Chicago Midway (MDW)
Southwest Airlines WN 2529 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-02-23 through 2026-03-02
Sat 12:45 Miami (MIA) 15:15 Chicago Midway (MDW)
Southwest Airlines WN 2729 Non-stop Boeing 737 MAX 8 (7M8) 3:30 Effective 2026-02-14 through 2026-02-28
Sat 12:20 Miami (MIA) 14:45 Chicago Midway (MDW)
Southwest Airlines WN 2819 Non-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-01-10 through 2026-02-07
Tue,Wed 16:00 Miami (MIA) 18:05 Chicago Midway (MDW)
Southwest Airlines WN 2866 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 14:50 Miami (MIA) 17:00 Chicago Midway (MDW)
Southwest Airlines WN 2930 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-06-04 through 2026-08-03
Sun 15:15 Miami (MIA) 17:25 Chicago Midway (MDW)
Southwest Airlines WN 2930 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-06-07 through 2026-08-02
Sat 15:35 Miami (MIA) 17:50 Chicago Midway (MDW)
Southwest Airlines WN 2930 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-06-06 through 2026-08-01
Tue,Wed 16:00 Miami (MIA) 18:10 Chicago Midway (MDW)
Southwest Airlines WN 2930 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 06:05 Miami (MIA) 08:20 Chicago Midway (MDW)
Southwest Airlines WN 2984 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-04-09 through 2026-06-01
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All airlines flying from Miami (MIA) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-06 through 2026-03-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:28, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-02-12 through 2026-03-05
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 3:28, non-stop
Airbus A320neo (32N)

Direct Flights:

Valid until 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:23, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-01-07 through 2026-01-12
Mon
Tue
-
Wed
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:23, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-04-03 through 2026-04-13
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
Sun
-
Duration: 3:18, non-stop
Airbus A320neo (32N)

Direct Flights:

Operates only on 2026-01-19
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:25, non-stop
Airbus A320neo (32N)

Direct Flights:

Operates only on 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:25, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-01-15 through 2026-01-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 3:25, non-stop
Airbus A320neo (32N)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:27, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-25 through 2026-03-27
Mon
-
Tue
-
Wed
Thu
-
Fri
Sat
-
Sun
-
Duration: 3:23, non-stop
Airbus A320neo (32N)

Direct Flights:

Operates only on 2026-03-30
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:23, non-stop
Airbus A320neo (32N)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:15, non-stop
Boeing 737-800 (73H)
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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.