All airlines flying from Chicago Midway (MDW) to Tampa (TPA).

FLIGHT SCHEDULE
Direct Flights:
Sat 15:30 Chicago Midway (MDW) 19:10 Tampa (TPA) Southwest Airlines WN 137 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-06 through 2026-08-01
Sat 09:30 Chicago Midway (MDW) 13:10 Tampa (TPA) Southwest Airlines WN 150 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-03
Sat 09:55 Chicago Midway (MDW) 13:35 Tampa (TPA) Southwest Airlines WN 159 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-10 through 2026-02-07
Mon,Thu,Fri 18:15 Chicago Midway (MDW) 21:50 Tampa (TPA) Southwest Airlines WN 199 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-06 through 2026-09-28
Sat 11:50 Chicago Midway (MDW) 15:25 Tampa (TPA) Southwest Airlines WN 280 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-07 through 2026-04-04
Tue,Wed 08:50 Chicago Midway (MDW) 12:25 Tampa (TPA) Southwest Airlines WN 404 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-09 through 2026-07-29
Wed 07:30 Chicago Midway (MDW) 11:00 Tampa (TPA) Southwest Airlines WN 448 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-05 through 2026-09-30
Sat 14:10 Chicago Midway (MDW) 17:45 Tampa (TPA) Southwest Airlines WN 449 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-14 through 2026-02-28
Tue 07:30 Chicago Midway (MDW) 11:00 Tampa (TPA) Southwest Airlines WN 459 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-04 through 2026-09-29
Sat 06:05 Chicago Midway (MDW) 09:35 Tampa (TPA) Southwest Airlines WN 488 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-08 through 2026-09-26
Fri 16:50 Chicago Midway (MDW) 20:25 Tampa (TPA) Southwest Airlines WN 491 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-01-02
Sun 16:55 Chicago Midway (MDW) 20:30 Tampa (TPA) Southwest Airlines WN 491 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-04
Sat 17:20 Chicago Midway (MDW) 20:55 Tampa (TPA) Southwest Airlines WN 491 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-03
Sun 15:55 Chicago Midway (MDW) 19:30 Tampa (TPA) Southwest Airlines WN 717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-08 through 2026-04-05
Tue,Wed 16:30 Chicago Midway (MDW) 20:05 Tampa (TPA) Southwest Airlines WN 717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-10 through 2026-04-01
Thu,Fri 21:10 Chicago Midway (MDW) 00:45 Tampa (TPA) Southwest Airlines WN 717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-05 through 2026-03-06 The flight arrives 1 day after departure.
Mon,Thu,Fri 21:15 Chicago Midway (MDW) 00:50 Tampa (TPA) Southwest Airlines WN 717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-09 through 2026-04-06 The flight arrives 1 day after departure.
Sat 21:40 Chicago Midway (MDW) 01:15 Tampa (TPA) Southwest Airlines WN 717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure.
Sun 06:50 Chicago Midway (MDW) 10:20 Tampa (TPA) Southwest Airlines WN 738 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 13:00 Chicago Midway (MDW) 16:35 Tampa (TPA) Southwest Airlines WN 776 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-09 through 2026-06-01
Sat 16:45 Chicago Midway (MDW) 20:20 Tampa (TPA) Southwest Airlines WN 804 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-07 through 2026-04-04
Sat 15:30 Chicago Midway (MDW) 19:05 Tampa (TPA) Southwest Airlines WN 1368 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-11 through 2026-05-30
Tue,Wed 16:45 Chicago Midway (MDW) 20:20 Tampa (TPA) Southwest Airlines WN 1368 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-07 through 2026-06-03
Mon-Fri,Sun 13:25 Chicago Midway (MDW) 17:00 Tampa (TPA) Southwest Airlines WN 1393 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-06 through 2026-02-06
Sun 13:25 Chicago Midway (MDW) 17:00 Tampa (TPA) Southwest Airlines WN 1393 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-02-08
Mon-Wed,Sun 13:25 Chicago Midway (MDW) 17:00 Tampa (TPA) Southwest Airlines WN 1393 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-09 through 2026-02-15
Mon-Thu 13:25 Chicago Midway (MDW) 17:00 Tampa (TPA) Southwest Airlines WN 1393 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-17 through 2026-02-25
Mon-Wed 13:25 Chicago Midway (MDW) 17:00 Tampa (TPA) Southwest Airlines WN 1393 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-02 through 2026-03-04
Sun 06:15 Chicago Midway (MDW) 09:55 Tampa (TPA) Southwest Airlines WN 1414 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-03-08 through 2026-04-05
Tue,Wed 09:00 Chicago Midway (MDW) 12:35 Tampa (TPA) Southwest Airlines WN 1414 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 07:20 Chicago Midway (MDW) 10:50 Tampa (TPA) Southwest Airlines WN 1432 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-06 through 2026-09-28
Sat 11:00 Chicago Midway (MDW) 14:30 Tampa (TPA) Southwest Airlines WN 1432 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-08 through 2026-09-26
Tue,Wed 12:45 Chicago Midway (MDW) 16:20 Tampa (TPA) Southwest Airlines WN 1432 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-04 through 2026-09-30
Sun 13:35 Chicago Midway (MDW) 17:10 Tampa (TPA) Southwest Airlines WN 1432 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 05:10 Chicago Midway (MDW) 08:45 Tampa (TPA) Southwest Airlines WN 1580 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 12:10 Chicago Midway (MDW) 15:45 Tampa (TPA) Southwest Airlines WN 1751 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-08-06 through 2026-09-28
Sat 12:20 Chicago Midway (MDW) 15:50 Tampa (TPA) Southwest Airlines WN 1888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-04-11 through 2026-05-30
Sat 18:15 Chicago Midway (MDW) 21:55 Tampa (TPA) Southwest Airlines WN 2114 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 19:25 Chicago Midway (MDW) 23:00 Tampa (TPA) Southwest Airlines WN 2114 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 19:25 Chicago Midway (MDW) 23:00 Tampa (TPA) Southwest Airlines WN 2114 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-20 through 2026-03-01
Sun 07:25 Chicago Midway (MDW) 10:55 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-05-24
Mon,Thu,Fri 07:55 Chicago Midway (MDW) 11:30 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-09 through 2026-06-01
Sun 08:20 Chicago Midway (MDW) 11:55 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-12 through 2026-05-17
Sun 08:20 Chicago Midway (MDW) 11:55 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-31
Sat 09:15 Chicago Midway (MDW) 12:50 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-11 through 2026-05-30
Tue,Wed 09:20 Chicago Midway (MDW) 12:55 Tampa (TPA) Southwest Airlines WN 2319 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-07 through 2026-06-03
Sat 12:25 Chicago Midway (MDW) 16:00 Tampa (TPA) Southwest Airlines WN 2379 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-14 through 2026-02-28
Sun 09:05 Chicago Midway (MDW) 12:40 Tampa (TPA) Southwest Airlines WN 2500 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-08 through 2026-04-05
Sat 09:10 Chicago Midway (MDW) 12:45 Tampa (TPA) Southwest Airlines WN 2500 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 09:45 Chicago Midway (MDW) 13:20 Tampa (TPA) Southwest Airlines WN 2500 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06

1 2 3 4 5

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Tampa airport (TPA).
The flight distance is 998 miles, or 1606 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 2:30 and 2:45.

Return (TPA-MDW) flights

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All airlines flying from Chicago Midway (MDW) to Tampa (TPA).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN137

15:30

Chicago Midway (MDW)

19:10

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN150

09:30

Chicago Midway (MDW)

13:10

Tampa (TPA)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN159

09:55

Chicago Midway (MDW)

13:35

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN199

18:15

Chicago Midway (MDW)

21:50

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN280

11:50

Chicago Midway (MDW)

15:25

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN404

08:50

Chicago Midway (MDW)

12:25

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN448

07:30

Chicago Midway (MDW)

11:00

Tampa (TPA)

Effective 2026-08-05 through 2026-09-30

Mon
-

Tue
-

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN449

14:10

Chicago Midway (MDW)

17:45

Tampa (TPA)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN459

07:30

Chicago Midway (MDW)

11:00

Tampa (TPA)

Effective 2026-08-04 through 2026-09-29

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN488

06:05

Chicago Midway (MDW)

09:35

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN491

16:50

Chicago Midway (MDW)

20:25

Tampa (TPA)

Operates only on 2026-01-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN491

16:55

Chicago Midway (MDW)

20:30

Tampa (TPA)

Operates only on 2026-01-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN491

17:20

Chicago Midway (MDW)

20:55

Tampa (TPA)

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN717

15:55

Chicago Midway (MDW)

19:30

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN717

16:30

Chicago Midway (MDW)

20:05

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN717

21:10

Chicago Midway (MDW)

00:45(+1)

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN717

21:15

Chicago Midway (MDW)

00:50(+1)

Tampa (TPA)

Effective 2026-03-09 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN717

21:40

Chicago Midway (MDW)

01:15(+1)

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Southwest Airlines WN738

06:50

Chicago Midway (MDW)

10:20

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN776

13:00

Chicago Midway (MDW)

16:35

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN804

16:45

Chicago Midway (MDW)

20:20

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1368

15:30

Chicago Midway (MDW)

19:05

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1368

16:45

Chicago Midway (MDW)

20:20

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1393

13:25

Chicago Midway (MDW)

17:00

Tampa (TPA)

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

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1393

13:25

Chicago Midway (MDW)

17:00

Tampa (TPA)

Operates only on 2026-02-08

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1393

13:25

Chicago Midway (MDW)

17:00

Tampa (TPA)

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1393

13:25

Chicago Midway (MDW)

17:00

Tampa (TPA)

Effective 2026-02-17 through 2026-02-25

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1393

13:25

Chicago Midway (MDW)

17:00

Tampa (TPA)

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

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1414

06:15

Chicago Midway (MDW)

09:55

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:40, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1414

09:00

Chicago Midway (MDW)

12:35

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1432

07:20

Chicago Midway (MDW)

10:50

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1432

11:00

Chicago Midway (MDW)

14:30

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1432

12:45

Chicago Midway (MDW)

16:20

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1432

13:35

Chicago Midway (MDW)

17:10

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1580

05:10

Chicago Midway (MDW)

08:45

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1751

12:10

Chicago Midway (MDW)

15:45

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1888

12:20

Chicago Midway (MDW)

15:50

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2114

18:15

Chicago Midway (MDW)

21:55

Tampa (TPA)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2114

19:25

Chicago Midway (MDW)

23:00

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2114

19:25

Chicago Midway (MDW)

23:00

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2319

07:25

Chicago Midway (MDW)

10:55

Tampa (TPA)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2319

07:55

Chicago Midway (MDW)

11:30

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2319

08:20

Chicago Midway (MDW)

11:55

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2319

08:20

Chicago Midway (MDW)

11:55

Tampa (TPA)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2319

09:15

Chicago Midway (MDW)

12:50

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2319

09:20

Chicago Midway (MDW)

12:55

Tampa (TPA)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2379

12:25

Chicago Midway (MDW)

16:00

Tampa (TPA)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2500

09:05

Chicago Midway (MDW)

12:40

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2500

09:10

Chicago Midway (MDW)

12:45

Tampa (TPA)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2500

09:45

Chicago Midway (MDW)

13:20

Tampa (TPA)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:35, non-stop
Boeing 737-800 (73H)

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Tampa airport (TPA).
The flight distance is 998 miles, or 1606 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 2:30 and 2:45.

Return (TPA-MDW) flights

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