All airlines flying from Tampa (TPA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri
09:50
Tampa (TPA)
11:35
Chicago Midway (MDW) Southwest Airlines WN 460 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
09:50
Tampa (TPA)
11:35
Chicago Midway (MDW) Southwest Airlines WN 460 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Thu,Fri,Sun
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-17 through 2026-02-23 |
| Mon
11:05
Tampa (TPA)
12:55
Chicago Midway (MDW) Southwest Airlines WN 512 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-03-02 |
| Sun
17:40
Tampa (TPA)
19:25
Chicago Midway (MDW) Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-24 |
| Sun
11:00
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 591 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
11:35
Tampa (TPA)
13:15
Chicago Midway (MDW) Southwest Airlines WN 591 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-04 through 2026-09-30 |
| Sat
13:00
Tampa (TPA)
14:40
Chicago Midway (MDW) Southwest Airlines WN 591 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-08 through 2026-09-26 |
| Sat
22:20
Tampa (TPA)
00:05
Chicago Midway (MDW) Southwest Airlines WN 683 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure. |
| Sun
22:25
Tampa (TPA)
00:10
Chicago Midway (MDW) Southwest Airlines WN 683 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-03-08 through 2026-04-05 The flight arrives 1 day after departure. |
| Wed,Thu
19:15
Tampa (TPA)
21:00
Chicago Midway (MDW) Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:45 Valid until 2026-01-01 |
| Fri,Sun
21:30
Tampa (TPA)
23:10
Chicago Midway (MDW) Southwest Airlines WN 685 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-02 through 2026-01-04 |
| Sat
21:35
Tampa (TPA)
23:15
Chicago Midway (MDW) Southwest Airlines WN 685 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2026-01-03 |
| Mon
21:55
Tampa (TPA)
23:35
Chicago Midway (MDW) Southwest Airlines WN 685 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-05 |
| Sun
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 744 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-08 through 2026-04-05 |
| Sat
15:20
Tampa (TPA)
17:05
Chicago Midway (MDW) Southwest Airlines WN 756 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
16:20
Tampa (TPA)
18:10
Chicago Midway (MDW) Southwest Airlines WN 756 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-04-09 through 2026-06-01 |
| Mon-Fri
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
07:15
Tampa (TPA)
09:05
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-02-18 through 2026-03-04 |
| Sat
11:55
Tampa (TPA)
13:45
Chicago Midway (MDW) Southwest Airlines WN 791 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
13:55
Tampa (TPA)
15:40
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
13:55
Tampa (TPA)
15:40
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
13:55
Tampa (TPA)
15:40
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
13:55
Tampa (TPA)
15:40
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
13:55
Tampa (TPA)
15:40
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-18 through 2026-03-04 |
| Sat
14:20
Tampa (TPA)
16:05
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-10 through 2026-02-07 |
| Mon,Thu,Fri
15:30
Tampa (TPA)
17:15
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
15:30
Tampa (TPA)
17:15
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Sat
15:35
Tampa (TPA)
17:20
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
16:40
Tampa (TPA)
18:30
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
16:40
Tampa (TPA)
18:30
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-15 through 2026-02-19 |
| Mon
16:40
Tampa (TPA)
18:30
Chicago Midway (MDW) Southwest Airlines WN 937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-02-23 through 2026-03-02 |
| Sat
17:50
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2026-01-03 |
| Mon,Tue,Fri,Sun
17:55
Tampa (TPA)
19:40
Chicago Midway (MDW) Southwest Airlines WN 1031 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2026-01-04 |
| Sat
13:05
Tampa (TPA)
14:50
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-04-11 through 2026-05-30 |
| Sun
15:05
Tampa (TPA)
16:50
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-24 |
| Tue,Wed
18:00
Tampa (TPA)
19:45
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
18:30
Tampa (TPA)
20:20
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-04-09 through 2026-06-01 |
| Sun
18:40
Tampa (TPA)
20:25
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-12 through 2026-05-17 |
| Sun
18:40
Tampa (TPA)
20:25
Chicago Midway (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-31 |
| Sat
06:10
Tampa (TPA)
08:00
Chicago Midway (MDW) Southwest Airlines WN 1102 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-03-14 through 2026-04-04 |
| Mon,Thu,Fri
06:20
Tampa (TPA)
08:10
Chicago Midway (MDW) Southwest Airlines WN 1102 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-05 through 2026-04-06 |
| Sat
06:30
Tampa (TPA)
08:20
Chicago Midway (MDW) Southwest Airlines WN 1102 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2026-03-07 |
- A domestic route departing from the Tampa airport (TPA) and arriving at Chicago Midway airport (MDW).
- The flight distance is 998 miles, or 1606 km.
- The timezone of the departure airport is UTC-5 , 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 2:35 and 2:55.
