All airlines flying from Pittsburgh (PIT) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri
19:30
Pittsburgh (PIT)
19:50
Chicago Midway (MDW) Southwest Airlines WN 295 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-08-06 through 2026-09-28 |
| Mon-Fri
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-06 through 2026-01-14 |
| Sat
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-800 (73H) 1:35 Effective 2026-01-10 through 2026-01-31 |
| Tue-Fri,Sun
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 585 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-18 through 2026-03-04 |
| Tue,Wed
12:15
Pittsburgh (PIT)
12:45
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
12:15
Pittsburgh (PIT)
12:45
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-02-18 through 2026-03-04 |
| Mon-Fri
12:20
Pittsburgh (PIT)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
12:20
Pittsburgh (PIT)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
12:20
Pittsburgh (PIT)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-01-26 through 2026-02-04 |
| Sun
12:20
Pittsburgh (PIT)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Operates only on 2026-02-08 |
| Sun
19:05
Pittsburgh (PIT)
19:35
Chicago Midway (MDW) Southwest Airlines WN 1132 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-05-24 |
| Tue,Wed
13:25
Pittsburgh (PIT)
13:55
Chicago Midway (MDW) Southwest Airlines WN 1348 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
13:35
Pittsburgh (PIT)
14:05
Chicago Midway (MDW) Southwest Airlines WN 1348 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-09 through 2026-06-01 |
| Sat
16:00
Pittsburgh (PIT)
16:30
Chicago Midway (MDW) Southwest Airlines WN 1348 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-11 through 2026-05-30 |
| Sun
16:05
Pittsburgh (PIT)
16:35
Chicago Midway (MDW) Southwest Airlines WN 1348 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-04-12 through 2026-05-17 |
| Sun
16:05
Pittsburgh (PIT)
16:35
Chicago Midway (MDW) Southwest Airlines WN 1348 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-05-31 |
| Tue,Wed
19:10
Pittsburgh (PIT)
19:40
Chicago Midway (MDW) Southwest Airlines WN 1360 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
20:00
Pittsburgh (PIT)
20:30
Chicago Midway (MDW) Southwest Airlines WN 1360 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-04-09 through 2026-06-01 |
| Sun
20:15
Pittsburgh (PIT)
20:45
Chicago Midway (MDW) Southwest Airlines WN 1360 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-04-12 through 2026-05-17 |
| Sun
20:15
Pittsburgh (PIT)
20:45
Chicago Midway (MDW) Southwest Airlines WN 1360 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-05-31 |
| Sat
18:00
Pittsburgh (PIT)
18:35
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737 MAX 8 (7M8) 1:35 Operates only on 2026-02-07 |
| Thu,Fri,Sun
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sat,Sun
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu,Sat
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-17 through 2026-02-23 |
| Mon,Sat
18:55
Pittsburgh (PIT)
19:30
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-28 through 2026-03-02 |
| Mon,Thu,Fri
20:20
Pittsburgh (PIT)
20:55
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
20:20
Pittsburgh (PIT)
20:55
Chicago Midway (MDW) Southwest Airlines WN 1707 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-02-20 through 2026-03-01 |
| Tue,Wed
08:20
Pittsburgh (PIT)
08:55
Chicago Midway (MDW) Southwest Airlines WN 2209 Non-stop Boeing 737-700 (Scimitar Winglets) 1:35 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu-Sat
08:30
Pittsburgh (PIT)
09:00
Chicago Midway (MDW) Southwest Airlines WN 2209 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-03-05 through 2026-04-06 |
| Sun
08:35
Pittsburgh (PIT)
09:10
Chicago Midway (MDW) Southwest Airlines WN 2209 Non-stop Boeing 737-800 (73H) 1:35 Effective 2026-03-08 through 2026-04-05 |
| Mon,Tue,Fri,Sun
20:55
Pittsburgh (PIT)
21:25
Chicago Midway (MDW) Southwest Airlines WN 2328 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Valid until 2026-01-04 |
| Sat
20:55
Pittsburgh (PIT)
21:25
Chicago Midway (MDW) Southwest Airlines WN 2328 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Operates only on 2026-01-03 |
| Sun
19:50
Pittsburgh (PIT)
20:20
Chicago Midway (MDW) Southwest Airlines WN 2340 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-06-07 through 2026-08-02 |
| Mon,Tue,Fri
06:10
Pittsburgh (PIT)
06:55
Chicago Midway (MDW) Southwest Airlines WN 2365 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Valid until 2026-01-02 |
| Mon
06:15
Pittsburgh (PIT)
06:55
Chicago Midway (MDW) Southwest Airlines WN 2365 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Operates only on 2026-01-05 |
| Sat,Sun
06:20
Pittsburgh (PIT)
07:00
Chicago Midway (MDW) Southwest Airlines WN 2365 Non-stop Boeing 737 MAX 8 (7M8) 1:40 Valid until 2026-01-04 |
| Wed,Thu
13:55
Pittsburgh (PIT)
14:25
Chicago Midway (MDW) Southwest Airlines WN 2365 Non-stop Boeing 737-700 (73W) 1:30 Valid until 2026-01-01 |
| Mon,Thu,Fri
08:40
Pittsburgh (PIT)
09:00
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed
14:00
Pittsburgh (PIT)
14:25
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-08-04 through 2026-09-30 |
| Sat
16:40
Pittsburgh (PIT)
17:05
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-08 through 2026-09-26 |
| Sun
16:55
Pittsburgh (PIT)
17:25
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
12:50
Pittsburgh (PIT)
13:15
Chicago Midway (MDW) Southwest Airlines WN 2757 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
14:45
Pittsburgh (PIT)
15:05
Chicago Midway (MDW) Southwest Airlines WN 2834 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-08-06 through 2026-09-28 |
| Mon
14:15
Pittsburgh (PIT)
14:45
Chicago Midway (MDW) Southwest Airlines WN 2928 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-01-05 |
| Mon,Tue,Fri
16:05
Pittsburgh (PIT)
16:35
Chicago Midway (MDW) Southwest Airlines WN 3042 Non-stop Boeing 737 MAX 8 (7M8) 1:30 Valid until 2026-01-02 |
- A domestic route departing from the Pittsburgh airport (PIT) and arriving at Chicago Midway airport (MDW).
- The flight distance is 401 miles, or 645 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 1:20 and 1:55.
