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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
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
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Southwest Airlines flights from Chicago Midway (MDW) to Miami (MIA).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

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:

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:

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:

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:

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:

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:

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:

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)
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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.