All airlines flying from Tulsa (TUL) to Chicago Midway (MDW).

FLIGHT SCHEDULE
Direct Flights:
Wed,Thu 15:15 Tulsa (TUL) 17:00 Chicago Midway (MDW) Southwest Airlines WN 22 Non-stop Boeing 737-700 (73W) 1:45 Valid until 2026-01-01
Sun 05:00 Tulsa (TUL) 06:45 Chicago Midway (MDW) Southwest Airlines WN 146 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-04-12 through 2026-05-17
Sun 05:00 Tulsa (TUL) 06:45 Chicago Midway (MDW) Southwest Airlines WN 146 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Operates only on 2026-05-31
Tue,Wed 05:05 Tulsa (TUL) 06:50 Chicago Midway (MDW) Southwest Airlines WN 146 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-04-07 through 2026-06-03
Sat 12:10 Tulsa (TUL) 13:55 Chicago Midway (MDW) Southwest Airlines WN 146 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-04-11 through 2026-05-30
Sun 15:55 Tulsa (TUL) 17:40 Chicago Midway (MDW) Southwest Airlines WN 172 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-03-08 through 2026-04-05
Mon,Thu-Sat 05:10 Tulsa (TUL) 06:55 Chicago Midway (MDW) Southwest Airlines WN 184 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-04-09 through 2026-06-01
Tue,Wed 15:10 Tulsa (TUL) 16:50 Chicago Midway (MDW) Southwest Airlines WN 184 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 15:25 Tulsa (TUL) 17:05 Chicago Midway (MDW) Southwest Airlines WN 354 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-08-06 through 2026-09-28
Mon,Thu,Fri 15:55 Tulsa (TUL) 17:40 Chicago Midway (MDW) Southwest Airlines WN 649 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-04-09 through 2026-06-01
Tue,Wed 05:00 Tulsa (TUL) 06:40 Chicago Midway (MDW) Southwest Airlines WN 2220 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-03-10 through 2026-04-01
Sun 05:05 Tulsa (TUL) 06:45 Chicago Midway (MDW) Southwest Airlines WN 2220 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 05:10 Tulsa (TUL) 06:50 Chicago Midway (MDW) Southwest Airlines WN 2220 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-03-05 through 2026-04-06
Sat 05:10 Tulsa (TUL) 06:50 Chicago Midway (MDW) Southwest Airlines WN 2220 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-03-07 through 2026-04-04
Tue,Wed 14:30 Tulsa (TUL) 16:10 Chicago Midway (MDW) Southwest Airlines WN 2446 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-03-10 through 2026-04-01
Sun 15:05 Tulsa (TUL) 16:50 Chicago Midway (MDW) Southwest Airlines WN 2658 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-06-07 through 2026-08-02
Fri,Sun 13:05 Tulsa (TUL) 14:50 Chicago Midway (MDW) Southwest Airlines WN 2662 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-01-02 through 2026-01-04
Sat 17:45 Tulsa (TUL) 19:30 Chicago Midway (MDW) Southwest Airlines WN 2662 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Valid until 2026-01-03
Sat 15:10 Tulsa (TUL) 16:55 Chicago Midway (MDW) Southwest Airlines WN 2664 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-06-06 through 2026-08-01
Tue,Wed 15:10 Tulsa (TUL) 16:55 Chicago Midway (MDW) Southwest Airlines WN 2717 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 16:05 Tulsa (TUL) 17:50 Chicago Midway (MDW) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-06-04 through 2026-08-03
Mon 16:45 Tulsa (TUL) 18:30 Chicago Midway (MDW) Southwest Airlines WN 3349 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Operates only on 2026-01-05
Sun 13:45 Tulsa (TUL) 15:25 Chicago Midway (MDW) Southwest Airlines WN 3630 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-04-12 through 2026-05-17
Sun 13:45 Tulsa (TUL) 15:25 Chicago Midway (MDW) Southwest Airlines WN 3630 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Operates only on 2026-05-31
Sun 15:30 Tulsa (TUL) 17:15 Chicago Midway (MDW) Southwest Airlines WN 3630 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Operates only on 2026-05-24
Sat 05:05 Tulsa (TUL) 06:45 Chicago Midway (MDW) Southwest Airlines WN 3967 Non-stop Boeing 737-800 (73H) 1:40 Effective 2026-08-08 through 2026-09-26
Sun 05:30 Tulsa (TUL) 07:10 Chicago Midway (MDW) Southwest Airlines WN 3967 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 05:35 Tulsa (TUL) 07:15 Chicago Midway (MDW) Southwest Airlines WN 3967 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-08-06 through 2026-09-28
Tue,Wed 05:50 Tulsa (TUL) 07:30 Chicago Midway (MDW) Southwest Airlines WN 3967 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-08-04 through 2026-09-30
Mon-Fri 05:00 Tulsa (TUL) 06:45 Chicago Midway (MDW) Southwest Airlines WN 4057 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-06-04 through 2026-08-03
Sat 05:05 Tulsa (TUL) 06:50 Chicago Midway (MDW) Southwest Airlines WN 4057 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-06-06 through 2026-08-01
Sun 05:10 Tulsa (TUL) 06:55 Chicago Midway (MDW) Southwest Airlines WN 4057 Non-stop Boeing 737-800 (73H) 1:45 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 15:50 Tulsa (TUL) 17:35 Chicago Midway (MDW) Southwest Airlines WN 4279 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Effective 2026-03-05 through 2026-04-06
Sat 12:35 Tulsa (TUL) 14:15 Chicago Midway (MDW) Southwest Airlines WN 4614 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-08-08 through 2026-09-26
Sun 14:55 Tulsa (TUL) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4614 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Effective 2026-08-09 through 2026-09-27
Tue,Wed 15:30 Tulsa (TUL) 17:10 Chicago Midway (MDW) Southwest Airlines WN 4614 Non-stop Boeing 737-700 (Scimitar Winglets) 1:40 Effective 2026-08-04 through 2026-09-30

A domestic route departing from the Tulsa airport (TUL) and arriving at Chicago Midway airport (MDW).
The flight distance is 582 miles, or 937 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 1:40 and 1:45.

Return (MDW-TUL) flights

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All airlines flying from Tulsa (TUL) to Chicago Midway (MDW).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN22

15:15

Tulsa (TUL)

17:00

Chicago Midway (MDW)

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737-700 (73W)

Direct Flights:

Southwest Airlines WN146

05:00

Tulsa (TUL)

06:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN146

05:00

Tulsa (TUL)

06:45

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN146

05:05

Tulsa (TUL)

06:50

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN146

12:10

Tulsa (TUL)

13:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN172

15:55

Tulsa (TUL)

17:40

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN184

05:10

Tulsa (TUL)

06:55

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN184

15:10

Tulsa (TUL)

16:50

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN354

15:25

Tulsa (TUL)

17:05

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN649

15:55

Tulsa (TUL)

17:40

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2220

05:00

Tulsa (TUL)

06:40

Chicago Midway (MDW)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2220

05:05

Tulsa (TUL)

06:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2220

05:10

Tulsa (TUL)

06:50

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2220

05:10

Tulsa (TUL)

06:50

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2446

14:30

Tulsa (TUL)

16:10

Chicago Midway (MDW)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2658

15:05

Tulsa (TUL)

16:50

Chicago Midway (MDW)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2662

13:05

Tulsa (TUL)

14:50

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2662

17:45

Tulsa (TUL)

19:30

Chicago Midway (MDW)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2664

15:10

Tulsa (TUL)

16:55

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2717

15:10

Tulsa (TUL)

16:55

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2717

16:05

Tulsa (TUL)

17:50

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3349

16:45

Tulsa (TUL)

18:30

Chicago Midway (MDW)

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3630

13:45

Tulsa (TUL)

15:25

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3630

13:45

Tulsa (TUL)

15:25

Chicago Midway (MDW)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3630

15:30

Tulsa (TUL)

17:15

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3967

05:05

Tulsa (TUL)

06:45

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:40, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3967

05:30

Tulsa (TUL)

07:10

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3967

05:35

Tulsa (TUL)

07:15

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3967

05:50

Tulsa (TUL)

07:30

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4057

05:00

Tulsa (TUL)

06:45

Chicago Midway (MDW)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4057

05:05

Tulsa (TUL)

06:50

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4057

05:10

Tulsa (TUL)

06:55

Chicago Midway (MDW)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4279

15:50

Tulsa (TUL)

17:35

Chicago Midway (MDW)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4614

12:35

Tulsa (TUL)

14:15

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4614

14:55

Tulsa (TUL)

16:35

Chicago Midway (MDW)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4614

15:30

Tulsa (TUL)

17:10

Chicago Midway (MDW)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:40, non-stop
Boeing 737-700 (Scimitar Winglets)

A domestic route departing from the Tulsa airport (TUL) and arriving at Chicago Midway airport (MDW).
The flight distance is 582 miles, or 937 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 1:40 and 1:45.

Return (MDW-TUL) flights

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