All airlines flying from Seattle-Tacoma (SEA) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 05:15 Seattle-Tacoma (SEA) 11:10 Chicago Midway (MDW)
Southwest Airlines WN 4407 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-06-07 through 2026-08-02
Thu,Fri 23:55 Seattle-Tacoma (SEA) 05:50 Chicago Midway (MDW)
Southwest Airlines WN 4419 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-03-05 through 2026-03-06
The flight arrives 1 day after departure.
Daily 23:55 Seattle-Tacoma (SEA) 05:50 Chicago Midway (MDW)
Southwest Airlines WN 4419 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-03-08 through 2026-04-06
The flight arrives 1 day after departure.
Non-Direct Flights:
Sun 06:15 Seattle-Tacoma (SEA) 15:00 Chicago Midway (MDW)
Southwest Airlines WN 1740 1-stop Boeing 737-700 (Scimitar Winglets) 6:45 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 13:20 Seattle-Tacoma (SEA) 22:00 Chicago Midway (MDW)
Southwest Airlines WN 2581 1-stop Boeing 737 MAX 8 (7M8) 6:40 Effective 2026-03-05 through 2026-04-06
Tue,Wed 14:00 Seattle-Tacoma (SEA) 23:05 Chicago Midway (MDW)
Southwest Airlines WN 3190 1-stop Boeing 737-800 (73H) 7:05 Effective 2026-06-09 through 2026-07-29
Sat 06:45 Seattle-Tacoma (SEA) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 66 3-stop Boeing 737-700 (Scimitar Winglets) 10:35 Effective 2026-06-06 through 2026-08-01
Sat 06:30 Seattle-Tacoma (SEA) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 1782 3-stop Boeing 737-800 (73H) 11:00 Effective 2026-06-06 through 2026-08-01
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All airlines flying from Seattle-Tacoma (SEA) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-03-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:55, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Non-Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:45, 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: 6:40, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:05, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 10:35, 3-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 11:00, 3-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Seattle-Tacoma airport (SEA) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 1728 miles, or 2781 km.
  • The timezone of the departure airport is UTC-8 , 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 3:50 and 4:15.