All airlines flying from Tampa (TPA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri
16:55
Tampa (TPA)
18:50
Chicago Midway (MDW) Southwest Airlines WN 4575 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
17:35
Tampa (TPA)
19:25
Chicago Midway (MDW) Southwest Airlines WN 4575 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
18:45
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4576 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-05 through 2026-04-06 |
| Sat
18:50
Tampa (TPA)
20:40
Chicago Midway (MDW) Southwest Airlines WN 4576 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-07 through 2026-04-04 |
| Sun
18:50
Tampa (TPA)
20:40
Chicago Midway (MDW) Southwest Airlines WN 4576 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
20:00
Tampa (TPA)
21:55
Chicago Midway (MDW) Southwest Airlines WN 4576 Non-stop Boeing 737-800 (73H) 2:55 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
22:50
Tampa (TPA)
00:35
Chicago Midway (MDW) Southwest Airlines WN 4577 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-03-05 through 2026-04-06 The flight arrives 1 day after departure. |
| Mon,Thu,Fri
05:15
Tampa (TPA)
06:55
Chicago Midway (MDW) Southwest Airlines WN 4604 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-08-06 through 2026-09-28 |
| Sat
12:55
Tampa (TPA)
14:40
Chicago Midway (MDW) Southwest Airlines WN 4870 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-01-03 |
| Mon,Tue,Fri,Sun
13:30
Tampa (TPA)
15:10
Chicago Midway (MDW) Southwest Airlines WN 4870 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-04 |
| Non-Direct Flights: |
| Sun
09:00
Tampa (TPA)
12:05
Chicago Midway (MDW) Southwest Airlines WN 113 1-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2026-03-08 through 2026-04-05 |
| Thu,Fri,Sun
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-02-17 through 2026-02-23 |
| Mon
15:05
Tampa (TPA)
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 1-stop Boeing 737 MAX 8 (7M8) 5:30 Operates only on 2026-03-02 |
| Thu,Fri,Sun
06:50
Tampa (TPA)
11:05
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
06:50
Tampa (TPA)
11:05
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-01-19 through 2026-01-25 |
| Sun
06:50
Tampa (TPA)
11:05
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737 MAX 8 (7M8) 5:15 Operates only on 2026-02-01 |
| Mon,Thu,Fri
06:50
Tampa (TPA)
11:00
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
06:50
Tampa (TPA)
11:00
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-02-15 through 2026-02-19 |
| Mon
06:50
Tampa (TPA)
11:00
Chicago Midway (MDW) Southwest Airlines WN 462 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-02-23 through 2026-03-02 |
| Sun
10:00
Tampa (TPA)
14:00
Chicago Midway (MDW) Southwest Airlines WN 484 1-stop Boeing 737 MAX 8 (7M8) 5:00 Effective 2026-06-07 through 2026-08-02 |
| Tue,Wed
14:50
Tampa (TPA)
19:50
Chicago Midway (MDW) Southwest Airlines WN 588 1-stop Boeing 737-800 (73H) 6:00 Effective 2026-04-07 through 2026-06-03 |
| Sat
18:10
Tampa (TPA)
22:50
Chicago Midway (MDW) Southwest Airlines WN 1285 1-stop Boeing 737 MAX 8 (7M8) 5:40 Effective 2026-02-14 through 2026-02-28 |
| Sat
15:55
Tampa (TPA)
20:25
Chicago Midway (MDW) Southwest Airlines WN 1763 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-03-07 through 2026-04-04 |
| Sun
16:15
Tampa (TPA)
20:50
Chicago Midway (MDW) Southwest Airlines WN 1763 1-stop Boeing 737-800 (73H) 5:35 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
08:55
Tampa (TPA)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2035 1-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2026-03-05 through 2026-04-06 |
| Sat
17:00
Tampa (TPA)
20:10
Chicago Midway (MDW) Southwest Airlines WN 2035 1-stop Boeing 737-800 (73H) 4:10 Effective 2026-03-07 through 2026-04-04 |
| Sun
17:30
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 2035 1-stop Boeing 737 MAX 8 (7M8) 4:05 Effective 2026-03-08 through 2026-04-05 |
| Sat
17:35
Tampa (TPA)
21:50
Chicago Midway (MDW) Southwest Airlines WN 2179 1-stop Boeing 737-800 (73H) 5:15 Valid until 2026-01-03 |
| Sun
09:00
Tampa (TPA)
13:20
Chicago Midway (MDW) Southwest Airlines WN 2506 1-stop Boeing 737 MAX 8 (7M8) 5:20 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:00
Tampa (TPA)
13:20
Chicago Midway (MDW) Southwest Airlines WN 2506 1-stop Boeing 737 MAX 8 (7M8) 5:20 Operates only on 2026-05-31 |
| Sun
15:40
Tampa (TPA)
20:30
Chicago Midway (MDW) Southwest Airlines WN 2670 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2026-03-08 through 2026-04-05 |
| Sat
14:35
Tampa (TPA)
17:50
Chicago Midway (MDW) Southwest Airlines WN 2792 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-03-07 through 2026-04-04 |
| Sun
11:45
Tampa (TPA)
14:45
Chicago Midway (MDW) Southwest Airlines WN 3610 1-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
15:55
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 3775 1-stop Boeing 737 MAX 8 (7M8) 5:40 Effective 2026-04-09 through 2026-06-01 |
| Mon,Thu,Fri
18:30
Tampa (TPA)
22:45
Chicago Midway (MDW) Southwest Airlines WN 4228 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
18:30
Tampa (TPA)
22:45
Chicago Midway (MDW) Southwest Airlines WN 4228 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-02-20 through 2026-03-01 |
| Mon
11:10
Tampa (TPA)
14:10
Chicago Midway (MDW) Southwest Airlines WN 4291 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-01-05 |
| Sat
14:10
Tampa (TPA)
18:15
Chicago Midway (MDW) Southwest Airlines WN 4543 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-04-11 through 2026-05-30 |
| Thu,Fri,Sun
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Effective 2026-02-17 through 2026-02-23 |
| Mon
10:45
Tampa (TPA)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2285 2-stop Boeing 737-700 (Scimitar Winglets) 7:50 Operates only on 2026-03-02 |
| Wed,Thu
08:25
Tampa (TPA)
14:05
Chicago Midway (MDW) Southwest Airlines WN 3145 2-stop Boeing 737 MAX 8 (7M8) 6:40 Valid until 2026-01-01 |
| Sat
12:20
Tampa (TPA)
21:10
Chicago Midway (MDW) Southwest Airlines WN 41 3-stop Boeing 737-700 (Scimitar Winglets) 9:50 Effective 2026-06-06 through 2026-08-01 |
- 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.
