All airlines flying from Tampa (TPA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri
05:20
Tampa (TPA)
07:00
Chicago Midway (MDW) Southwest Airlines WN 4031 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-04 through 2026-08-03 |
| Sat
05:30
Tampa (TPA)
07:10
Chicago Midway (MDW) Southwest Airlines WN 4031 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
10:40
Tampa (TPA)
12:20
Chicago Midway (MDW) Southwest Airlines WN 4033 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
10:45
Tampa (TPA)
12:25
Chicago Midway (MDW) Southwest Airlines WN 4033 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-04 through 2026-08-03 |
| Sat
17:40
Tampa (TPA)
19:25
Chicago Midway (MDW) Southwest Airlines WN 4034 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-06 through 2026-08-01 |
| Sun
18:10
Tampa (TPA)
19:55
Chicago Midway (MDW) Southwest Airlines WN 4034 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-07 through 2026-08-02 |
| Tue,Wed
18:30
Tampa (TPA)
20:15
Chicago Midway (MDW) Southwest Airlines WN 4034 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
19:00
Tampa (TPA)
20:45
Chicago Midway (MDW) Southwest Airlines WN 4034 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-06-04 through 2026-08-03 |
| Sat
21:20
Tampa (TPA)
23:00
Chicago Midway (MDW) Southwest Airlines WN 4035 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
21:55
Tampa (TPA)
23:35
Chicago Midway (MDW) Southwest Airlines WN 4035 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-09 through 2026-07-29 |
| Thu,Fri
22:30
Tampa (TPA)
00:05
Chicago Midway (MDW) Southwest Airlines WN 4035 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-04 through 2026-07-31 The flight arrives 1 day after departure. |
| Mon
22:30
Tampa (TPA)
00:05
Chicago Midway (MDW) Southwest Airlines WN 4035 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-08 through 2026-08-03 The flight arrives 1 day after departure. |
| Sat
14:15
Tampa (TPA)
16:10
Chicago Midway (MDW) Southwest Airlines WN 4282 Non-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2026-03-07 through 2026-04-04 |
| Tue,Wed
16:00
Tampa (TPA)
17:50
Chicago Midway (MDW) Southwest Airlines WN 4282 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-10 through 2026-04-01 |
| Sun
16:15
Tampa (TPA)
18:05
Chicago Midway (MDW) Southwest Airlines WN 4282 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-03-08 through 2026-04-05 |
| Thu
07:15
Tampa (TPA)
09:00
Chicago Midway (MDW) Southwest Airlines WN 4346 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2026-01-01 |
| Mon,Tue,Fri,Sun
09:10
Tampa (TPA)
10:50
Chicago Midway (MDW) Southwest Airlines WN 4346 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-04 |
| Mon
09:40
Tampa (TPA)
11:25
Chicago Midway (MDW) Southwest Airlines WN 4346 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-01-05 |
| Mon-Fri
10:55
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
10:55
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
10:55
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
10:55
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
10:55
Tampa (TPA)
12:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-18 through 2026-03-04 |
| Sat
16:50
Tampa (TPA)
18:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-10 through 2026-02-07 |
| Thu,Fri,Sun
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-17 through 2026-02-23 |
| Mon
18:50
Tampa (TPA)
20:35
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-03-02 |
| Mon,Thu,Fri
18:55
Tampa (TPA)
20:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
18:55
Tampa (TPA)
20:40
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Sat
19:45
Tampa (TPA)
21:30
Chicago Midway (MDW) Southwest Airlines WN 4371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
06:40
Tampa (TPA)
08:25
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-05 through 2026-02-13 |
| Mon,Tue,Thu,Fri,Sun
06:40
Tampa (TPA)
08:25
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-15 through 2026-02-23 |
| Mon,Thu,Fri,Sun
06:40
Tampa (TPA)
08:25
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-26 through 2026-03-02 |
| Sat
06:50
Tampa (TPA)
08:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Sat
07:05
Tampa (TPA)
08:55
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-06 through 2026-01-14 |
| Thu,Fri,Sun
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-11 through 2026-01-16 |
| Tue-Fri,Sun
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-18 through 2026-01-23 |
| Mon,Sun
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-01-19 through 2026-01-25 |
| Mon-Fri
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-26 through 2026-02-04 |
| Sun
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-02-01 |
| Tue,Wed,Sun
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
16:45
Tampa (TPA)
18:35
Chicago Midway (MDW) Southwest Airlines WN 4448 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-18 through 2026-03-04 |
| Sat
09:50
Tampa (TPA)
11:35
Chicago Midway (MDW) Southwest Airlines WN 4452 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2026-01-03 |
| Sun
20:25
Tampa (TPA)
22:10
Chicago Midway (MDW) Southwest Airlines WN 4561 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-04-12 through 2026-05-17 |
| Sun
20:25
Tampa (TPA)
22:10
Chicago Midway (MDW) Southwest Airlines WN 4561 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-05-31 |
| Sat
15:20
Tampa (TPA)
17:10
Chicago Midway (MDW) Southwest Airlines WN 4575 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-03-07 through 2026-04-04 |
- 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.
