Southwest Airlines flights from Seattle-Tacoma (SEA) to Chicago Midway (MDW).

FLIGHT SCHEDULE
Direct Flights:
Sun 10:30 Seattle-Tacoma (SEA) 16:45 Chicago Midway (MDW) Southwest Airlines WN 247 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-08-09 through 2026-09-27
Tue,Wed 10:45 Seattle-Tacoma (SEA) 16:50 Chicago Midway (MDW) Southwest Airlines WN 247 Non-stop Boeing 737-800 (73H) 4:05 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 05:40 Seattle-Tacoma (SEA) 11:35 Chicago Midway (MDW) Southwest Airlines WN 662 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-08-06 through 2026-09-28
Wed,Thu 06:35 Seattle-Tacoma (SEA) 12:30 Chicago Midway (MDW) Southwest Airlines WN 1100 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Valid until 2026-01-01
Mon 06:35 Seattle-Tacoma (SEA) 12:30 Chicago Midway (MDW) Southwest Airlines WN 1100 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Operates only on 2026-01-05
Sat 07:55 Seattle-Tacoma (SEA) 14:00 Chicago Midway (MDW) Southwest Airlines WN 1692 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Valid until 2026-01-03
Mon,Thu,Fri 05:15 Seattle-Tacoma (SEA) 11:10 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-04-09 through 2026-06-01
Sun 05:15 Seattle-Tacoma (SEA) 11:10 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-04-12 through 2026-05-17
Sun 05:15 Seattle-Tacoma (SEA) 11:10 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Operates only on 2026-05-31
Sun 05:45 Seattle-Tacoma (SEA) 11:45 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-05-24
Tue,Wed 06:00 Seattle-Tacoma (SEA) 12:00 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-04-07 through 2026-06-03
Sat 08:30 Seattle-Tacoma (SEA) 14:40 Chicago Midway (MDW) Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-04-11 through 2026-05-30
Fri,Sun 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2120 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-01-02 through 2026-01-04
Sat 05:00 Seattle-Tacoma (SEA) 10:55 Chicago Midway (MDW) Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 05:15 Seattle-Tacoma (SEA) 11:10 Chicago Midway (MDW) Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-03-05 through 2026-04-06
Tue,Wed,Sun 05:30 Seattle-Tacoma (SEA) 11:20 Chicago Midway (MDW) Southwest Airlines WN 2123 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-03-08 through 2026-04-05
Thu,Fri,Sun 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-01-11 through 2026-01-16
Mon,Sun 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-02-01 through 2026-02-06
Mon,Sun 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-02-17 through 2026-02-23
Mon 06:35 Seattle-Tacoma (SEA) 12:35 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2026-03-02
Tue 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2026-01-06
Mon-Fri 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-01-07 through 2026-01-14
Tue-Fri,Sun 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-01-18 through 2026-01-23
Mon-Fri 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-02-08 through 2026-02-11
Tue,Wed 06:45 Seattle-Tacoma (SEA) 12:40 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-02-18 through 2026-03-04
Sat 07:05 Seattle-Tacoma (SEA) 13:10 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-700 (Scimitar Winglets) 4:05 Operates only on 2026-02-28
Sat 07:10 Seattle-Tacoma (SEA) 13:15 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-02-14 through 2026-02-21
Mon,Thu,Fri 07:25 Seattle-Tacoma (SEA) 13:30 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:25 Seattle-Tacoma (SEA) 13:30 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2026-02-20 through 2026-03-01
Sat 10:45 Seattle-Tacoma (SEA) 16:45 Chicago Midway (MDW) Southwest Airlines WN 2181 Non-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-01-10 through 2026-02-07
Tue,Wed 05:25 Seattle-Tacoma (SEA) 11:20 Chicago Midway (MDW) Southwest Airlines WN 2194 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-08-04 through 2026-09-30
Sun 05:40 Seattle-Tacoma (SEA) 11:35 Chicago Midway (MDW) Southwest Airlines WN 2194 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-08-09 through 2026-09-27
Sat 07:45 Seattle-Tacoma (SEA) 13:45 Chicago Midway (MDW) Southwest Airlines WN 2194 Non-stop Boeing 737-800 (73H) 4:00 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 10:50 Seattle-Tacoma (SEA) 16:55 Chicago Midway (MDW) Southwest Airlines WN 2194 Non-stop Boeing 737-800 (73H) 4:05 Effective 2026-08-06 through 2026-09-28
Daily 23:05 Seattle-Tacoma (SEA) 05:00 Chicago Midway (MDW) Southwest Airlines WN 2304 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-06-04 through 2026-08-03 The flight arrives 1 day after departure.
Mon,Thu,Fri 05:30 Seattle-Tacoma (SEA) 11:25 Chicago Midway (MDW) Southwest Airlines WN 2810 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-06-04 through 2026-08-03
Sat 06:15 Seattle-Tacoma (SEA) 12:10 Chicago Midway (MDW) Southwest Airlines WN 2810 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-06-06 through 2026-08-01
Sun 23:20 Seattle-Tacoma (SEA) 05:20 Chicago Midway (MDW) Southwest Airlines WN 3003 Non-stop Boeing 737-800 (73H) 4:00 Operates only on 2026-05-24 The flight arrives 1 day after departure.
Sat 10:30 Seattle-Tacoma (SEA) 16:40 Chicago Midway (MDW) Southwest Airlines WN 3081 Non-stop Boeing 737-800 (73H) 4:10 Effective 2026-06-06 through 2026-08-01
Tue,Wed 10:45 Seattle-Tacoma (SEA) 16:45 Chicago Midway (MDW) Southwest Airlines WN 3081 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 11:45 Seattle-Tacoma (SEA) 18:00 Chicago Midway (MDW) Southwest Airlines WN 3081 Non-stop Boeing 737-800 (73H) 4:15 Effective 2026-06-04 through 2026-08-03
Tue,Wed 05:00 Seattle-Tacoma (SEA) 10:55 Chicago Midway (MDW) Southwest Airlines WN 3483 Non-stop Boeing 737-800 (73H) 3:55 Effective 2026-06-09 through 2026-07-29
Daily 23:05 Seattle-Tacoma (SEA) 05:05 Chicago Midway (MDW) Southwest Airlines WN 3534 Non-stop Boeing 737-800 (73H) 4:00 Effective 2026-08-04 through 2026-09-30 The flight arrives 1 day after departure.
Sat 23:55 Seattle-Tacoma (SEA) 06:50 Chicago Midway (MDW) Southwest Airlines WN 3654 Non-stop Boeing 737-800 (73H) 3:55 Operates only on 2026-03-07 The flight arrives 1 day after departure.
Tue,Wed 23:45 Seattle-Tacoma (SEA) 05:45 Chicago Midway (MDW) Southwest Airlines WN 3951 Non-stop Boeing 737-800 (73H) 4:00 Effective 2026-04-07 through 2026-06-03 The flight arrives 1 day after departure.
Mon,Thu-Sun 23:55 Seattle-Tacoma (SEA) 05:55 Chicago Midway (MDW) Southwest Airlines WN 4198 Non-stop Boeing 737-800 (73H) 4:00 Effective 2026-04-09 through 2026-05-23 The flight arrives 1 day after departure.
Mon,Thu-Sun 23:55 Seattle-Tacoma (SEA) 05:55 Chicago Midway (MDW) Southwest Airlines WN 4198 Non-stop Boeing 737-800 (73H) 4:00 Effective 2026-05-25 through 2026-06-01 The flight arrives 1 day after departure.

1 2

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.

Feedback - Disclaimer - Privacy

Southwest Airlines flights from Seattle-Tacoma (SEA) to Chicago Midway (MDW).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN247

10:30

Seattle-Tacoma (SEA)

16:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN247

10:45

Seattle-Tacoma (SEA)

16:50

Chicago Midway (MDW)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN662

05:40

Seattle-Tacoma (SEA)

11:35

Chicago Midway (MDW)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1100

06:35

Seattle-Tacoma (SEA)

12:30

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1100

06:35

Seattle-Tacoma (SEA)

12:30

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1692

07:55

Seattle-Tacoma (SEA)

14:00

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1807

05:15

Seattle-Tacoma (SEA)

11:10

Chicago Midway (MDW)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1807

05:15

Seattle-Tacoma (SEA)

11:10

Chicago Midway (MDW)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1807

05:15

Seattle-Tacoma (SEA)

11:10

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1807

05:45

Seattle-Tacoma (SEA)

11:45

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1807

06:00

Seattle-Tacoma (SEA)

12:00

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1807

08:30

Seattle-Tacoma (SEA)

14:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2120

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-01-02 through 2026-01-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2123

05:00

Seattle-Tacoma (SEA)

10:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2123

05:15

Seattle-Tacoma (SEA)

11:10

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2123

05:30

Seattle-Tacoma (SEA)

11:20

Chicago Midway (MDW)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Effective 2026-02-01 through 2026-02-06

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Effective 2026-02-09 through 2026-02-15

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Effective 2026-02-17 through 2026-02-23

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:35

Seattle-Tacoma (SEA)

12:35

Chicago Midway (MDW)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Operates only on 2026-01-06

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-01-07 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-01-18 through 2026-01-23

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-02-08 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2181

06:45

Seattle-Tacoma (SEA)

12:40

Chicago Midway (MDW)

Effective 2026-02-18 through 2026-03-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2181

07:05

Seattle-Tacoma (SEA)

13:10

Chicago Midway (MDW)

Operates only on 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2181

07:10

Seattle-Tacoma (SEA)

13:15

Chicago Midway (MDW)

Effective 2026-02-14 through 2026-02-21

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2181

07:25

Seattle-Tacoma (SEA)

13:30

Chicago Midway (MDW)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

07:25

Seattle-Tacoma (SEA)

13:30

Chicago Midway (MDW)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 4:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2181

10:45

Seattle-Tacoma (SEA)

16:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2194

05:25

Seattle-Tacoma (SEA)

11:20

Chicago Midway (MDW)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2194

05:40

Seattle-Tacoma (SEA)

11:35

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2194

07:45

Seattle-Tacoma (SEA)

13:45

Chicago Midway (MDW)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2194

10:50

Seattle-Tacoma (SEA)

16:55

Chicago Midway (MDW)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2304

23:05

Seattle-Tacoma (SEA)

05:00(+1)

Chicago Midway (MDW)

Effective 2026-06-04 through 2026-08-03

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:

Southwest Airlines WN2810

05:30

Seattle-Tacoma (SEA)

11:25

Chicago Midway (MDW)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2810

06:15

Seattle-Tacoma (SEA)

12:10

Chicago Midway (MDW)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3003

23:20

Seattle-Tacoma (SEA)

05:20(+1)

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3081

10:30

Seattle-Tacoma (SEA)

16:40

Chicago Midway (MDW)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3081

10:45

Seattle-Tacoma (SEA)

16:45

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3081

11:45

Seattle-Tacoma (SEA)

18:00

Chicago Midway (MDW)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3483

05:00

Seattle-Tacoma (SEA)

10:55

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3534

23:05

Seattle-Tacoma (SEA)

05:05(+1)

Chicago Midway (MDW)

Effective 2026-08-04 through 2026-09-30

Mon

Tue

Wed

Thu

Fri

Sat

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN3654

23:55

Seattle-Tacoma (SEA)

06:50(+1)

Chicago Midway (MDW)

Operates only on 2026-03-07

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:

Southwest Airlines WN3951

23:45

Seattle-Tacoma (SEA)

05:45(+1)

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4198

23:55

Seattle-Tacoma (SEA)

05:55(+1)

Chicago Midway (MDW)

Effective 2026-04-09 through 2026-05-23

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN4198

23:55

Seattle-Tacoma (SEA)

05:55(+1)

Chicago Midway (MDW)

Effective 2026-05-25 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Page 1 / 2 next

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.

All SEA-MDW flights

All Southwest Airlines flights

Return (MDW-SEA) flights

Feedback - Disclaimer - Privacy