Southwest Airlines flights from Minneapolis/Saint Paul (MSP) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 10:25 Minneapolis/Saint Paul (MSP) 2 11:55 Chicago Midway (MDW)
Southwest Airlines WN 3457 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-03-07 through 2026-04-04
Mon-Fri 10:30 Minneapolis/Saint Paul (MSP) 2 12:00 Chicago Midway (MDW)
Southwest Airlines WN 3457 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-03-05 through 2026-04-06
Sun 10:35 Minneapolis/Saint Paul (MSP) 2 12:05 Chicago Midway (MDW)
Southwest Airlines WN 3457 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-03-08 through 2026-04-05
Sun 05:10 Minneapolis/Saint Paul (MSP) 2 06:40 Chicago Midway (MDW)
Southwest Airlines WN 3465 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-12 through 2026-05-17
Sun 05:10 Minneapolis/Saint Paul (MSP) 2 06:40 Chicago Midway (MDW)
Southwest Airlines WN 3465 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-05-31
Sat 05:15 Minneapolis/Saint Paul (MSP) 2 06:45 Chicago Midway (MDW)
Southwest Airlines WN 3465 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-11 through 2026-05-30
Mon-Fri 05:20 Minneapolis/Saint Paul (MSP) 2 06:50 Chicago Midway (MDW)
Southwest Airlines WN 3465 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-07 through 2026-06-03
Sat 09:50 Minneapolis/Saint Paul (MSP) 2 11:20 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-11 through 2026-05-30
Tue,Wed 10:05 Minneapolis/Saint Paul (MSP) 2 11:35 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 10:20 Minneapolis/Saint Paul (MSP) 2 11:50 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-09 through 2026-06-01
Sun 10:25 Minneapolis/Saint Paul (MSP) 2 11:55 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-05-24
Sun 10:35 Minneapolis/Saint Paul (MSP) 2 12:05 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-12 through 2026-05-17
Sun 10:35 Minneapolis/Saint Paul (MSP) 2 12:05 Chicago Midway (MDW)
Southwest Airlines WN 3466 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-05-31
Sat 12:50 Minneapolis/Saint Paul (MSP) 2 14:20 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 14:25 Minneapolis/Saint Paul (MSP) 2 15:50 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-04-09 through 2026-06-01
Tue,Wed 15:15 Minneapolis/Saint Paul (MSP) 2 16:50 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Effective 2026-04-07 through 2026-06-03
Sun 18:15 Minneapolis/Saint Paul (MSP) 2 19:45 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-05-24
Sun 19:15 Minneapolis/Saint Paul (MSP) 2 20:45 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-04-12 through 2026-05-17
Sun 19:15 Minneapolis/Saint Paul (MSP) 2 20:45 Chicago Midway (MDW)
Southwest Airlines WN 3467 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-05-31
Sun 16:15 Minneapolis/Saint Paul (MSP) 2 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3468 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-12 through 2026-05-17
Sun 16:15 Minneapolis/Saint Paul (MSP) 2 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3468 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-05-31
Mon,Thu,Fri 16:25 Minneapolis/Saint Paul (MSP) 2 18:00 Chicago Midway (MDW)
Southwest Airlines WN 3468 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Effective 2026-04-09 through 2026-06-01
Tue,Wed 18:15 Minneapolis/Saint Paul (MSP) 2 19:45 Chicago Midway (MDW)
Southwest Airlines WN 3468 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-07 through 2026-06-03
Mon 10:05 Minneapolis/Saint Paul (MSP) 2 11:35 Chicago Midway (MDW)
Southwest Airlines WN 3695 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 05:00 Minneapolis/Saint Paul (MSP) 2 06:45 Chicago Midway (MDW)
Southwest Airlines WN 3703 Non-stop Boeing 737-800 (73H) 1:45 Valid until 2026-01-04
Mon 06:30 Minneapolis/Saint Paul (MSP) 2 08:15 Chicago Midway (MDW)
Southwest Airlines WN 3703 Non-stop Boeing 737-800 (73H) 1:45 Operates only on 2026-01-05
Sat 07:10 Minneapolis/Saint Paul (MSP) 2 08:55 Chicago Midway (MDW)
Southwest Airlines WN 3703 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Operates only on 2026-01-03
Mon,Tue,Fri,Sun 11:45 Minneapolis/Saint Paul (MSP) 2 13:15 Chicago Midway (MDW)
Southwest Airlines WN 3717 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Valid until 2026-01-04
Sat 05:25 Minneapolis/Saint Paul (MSP) 2 06:55 Chicago Midway (MDW)
Southwest Airlines WN 3743 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-06-06 through 2026-08-01
Tue,Wed 11:15 Minneapolis/Saint Paul (MSP) 2 12:45 Chicago Midway (MDW)
Southwest Airlines WN 3743 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 12:20 Minneapolis/Saint Paul (MSP) 2 13:45 Chicago Midway (MDW)
Southwest Airlines WN 3743 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-04 through 2026-08-03
Mon,Thu,Fri 06:50 Minneapolis/Saint Paul (MSP) 2 08:30 Chicago Midway (MDW)
Southwest Airlines WN 3779 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-03-05 through 2026-04-06
Sun 16:10 Minneapolis/Saint Paul (MSP) 2 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3904 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 16:25 Minneapolis/Saint Paul (MSP) 2 17:55 Chicago Midway (MDW)
Southwest Airlines WN 3904 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-03-05 through 2026-04-06
Sat 16:30 Minneapolis/Saint Paul (MSP) 2 18:00 Chicago Midway (MDW)
Southwest Airlines WN 3904 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-03-07 through 2026-04-04
Tue,Wed 18:00 Minneapolis/Saint Paul (MSP) 2 19:30 Chicago Midway (MDW)
Southwest Airlines WN 3904 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-03-10 through 2026-04-01
Tue,Wed 18:40 Minneapolis/Saint Paul (MSP) 2 20:10 Chicago Midway (MDW)
Southwest Airlines WN 4115 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-06-09 through 2026-07-29
Sun 19:00 Minneapolis/Saint Paul (MSP) 2 20:30 Chicago Midway (MDW)
Southwest Airlines WN 4115 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 19:15 Minneapolis/Saint Paul (MSP) 2 20:45 Chicago Midway (MDW)
Southwest Airlines WN 4115 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-06-04 through 2026-08-03
Thu 06:45 Minneapolis/Saint Paul (MSP) 2 08:30 Chicago Midway (MDW)
Southwest Airlines WN 4233 Non-stop Boeing 737-700 (73W) 1:45 Operates only on 2026-01-01
Mon,Thu,Fri 10:25 Minneapolis/Saint Paul (MSP) 2 11:55 Chicago Midway (MDW)
Southwest Airlines WN 4345 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-06-04 through 2026-08-03
Sun 10:55 Minneapolis/Saint Paul (MSP) 2 12:20 Chicago Midway (MDW)
Southwest Airlines WN 4715 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-09 through 2026-09-27
Tue,Wed 12:25 Minneapolis/Saint Paul (MSP) 2 13:50 Chicago Midway (MDW)
Southwest Airlines WN 4715 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-04 through 2026-09-30
Sat 12:45 Minneapolis/Saint Paul (MSP) 2 14:10 Chicago Midway (MDW)
Southwest Airlines WN 4715 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 15:45 Minneapolis/Saint Paul (MSP) 2 17:15 Chicago Midway (MDW)
Southwest Airlines WN 4715 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-08-06 through 2026-09-28
Sun 06:20 Minneapolis/Saint Paul (MSP) 2 07:45 Chicago Midway (MDW)
Southwest Airlines WN 4781 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-08-09 through 2026-09-27
Tue,Wed 10:35 Minneapolis/Saint Paul (MSP) 2 12:00 Chicago Midway (MDW)
Southwest Airlines WN 4781 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 18:20 Minneapolis/Saint Paul (MSP) 2 19:50 Chicago Midway (MDW)
Southwest Airlines WN 4781 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-08-06 through 2026-09-28
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Southwest Airlines flights from Minneapolis/Saint Paul (MSP) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, 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: 1:30, 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: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, 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: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, 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: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, 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: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, 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: 1:30, 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: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:30, 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: 1:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:35, 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: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, 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: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-01
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:45, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Minneapolis/Saint Paul airport (MSP) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 348 miles, or 560 km.
  • The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
  • For direct flights, the flight time varies between 1:25 and 1:55.