All airlines flying from Philadelphia (PHL) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sun
16:25
Philadelphia (PHL) E
17:40
Chicago Midway (MDW) Southwest Airlines WN 136 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-05-24 |
| Sun
16:25
Philadelphia (PHL) E
17:50
Chicago Midway (MDW) Southwest Airlines WN 188 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-07 through 2026-08-02 |
| Sat
12:40
Philadelphia (PHL) E
13:50
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
17:45
Philadelphia (PHL) E
19:00
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
17:45
Philadelphia (PHL) E
19:00
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
17:45
Philadelphia (PHL) E
19:00
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
17:45
Philadelphia (PHL) E
19:00
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
17:45
Philadelphia (PHL) E
19:00
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-18 through 2026-03-04 |
| Thu,Fri,Sun
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-17 through 2026-02-23 |
| Mon
18:20
Philadelphia (PHL) E
19:35
Chicago Midway (MDW) Southwest Airlines WN 419 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-03-02 |
| Sun
07:20
Philadelphia (PHL) E
08:20
Chicago Midway (MDW) Southwest Airlines WN 568 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-08-09 through 2026-09-27 |
| Sat
11:25
Philadelphia (PHL) E
12:35
Chicago Midway (MDW) Southwest Airlines WN 606 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-06-06 through 2026-08-01 |
| Sat
20:30
Philadelphia (PHL) E
21:40
Chicago Midway (MDW) Southwest Airlines WN 662 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2026-01-03 |
| Mon-Fri
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-18 through 2026-03-04 |
| Thu,Fri,Sun
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-17 through 2026-02-23 |
| Mon
13:40
Philadelphia (PHL) E
14:55
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-03-02 |
| Sat
14:00
Philadelphia (PHL) E
15:15
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
15:45
Philadelphia (PHL) E
17:00
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
15:45
Philadelphia (PHL) E
17:00
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-20 through 2026-03-01 |
| Sat
16:15
Philadelphia (PHL) E
17:30
Chicago Midway (MDW) Southwest Airlines WN 1138 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-10 through 2026-02-07 |
| Sat
09:40
Philadelphia (PHL) E
10:50
Chicago Midway (MDW) Southwest Airlines WN 1190 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-03 |
| Sun
14:15
Philadelphia (PHL) E
15:20
Chicago Midway (MDW) Southwest Airlines WN 1456 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-07 through 2026-08-02 |
| Sun
12:15
Philadelphia (PHL) E
13:30
Chicago Midway (MDW) Southwest Airlines WN 1509 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
18:05
Philadelphia (PHL) E
19:20
Chicago Midway (MDW) Southwest Airlines WN 1726 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-03-10 through 2026-04-01 |
| Sat
19:05
Philadelphia (PHL) E
20:25
Chicago Midway (MDW) Southwest Airlines WN 1763 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-07 through 2026-04-04 |
| Sun
19:30
Philadelphia (PHL) E
20:50
Chicago Midway (MDW) Southwest Airlines WN 1763 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-03-08 through 2026-04-05 |
| Mon,Tue,Fri,Sun
20:10
Philadelphia (PHL) E
21:20
Chicago Midway (MDW) Southwest Airlines WN 1947 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-04 |
| Mon,Thu,Fri
10:20
Philadelphia (PHL) E
11:25
Chicago Midway (MDW) Southwest Airlines WN 2022 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-06 through 2026-09-28 |
| Mon,Tue,Fri,Sun
05:40
Philadelphia (PHL) E
06:50
Chicago Midway (MDW) Southwest Airlines WN 2046 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-04 |
| Sat
05:50
Philadelphia (PHL) E
07:00
Chicago Midway (MDW) Southwest Airlines WN 2046 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-03 |
| Mon,Tue,Fri,Sun
12:10
Philadelphia (PHL) E
13:20
Chicago Midway (MDW) Southwest Airlines WN 2047 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2026-01-04 |
| Sat
15:25
Philadelphia (PHL) E
16:35
Chicago Midway (MDW) Southwest Airlines WN 2047 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2026-01-03 |
| Mon,Thu,Fri
08:00
Philadelphia (PHL) E
09:05
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed
15:00
Philadelphia (PHL) E
16:00
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-08-04 through 2026-09-30 |
| Sat
15:40
Philadelphia (PHL) E
16:40
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-08-08 through 2026-09-26 |
| Sun
17:05
Philadelphia (PHL) E
18:10
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-09 through 2026-09-27 |
| Sun
12:15
Philadelphia (PHL) E
13:20
Chicago Midway (MDW) Southwest Airlines WN 2506 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-12 through 2026-05-17 |
| Sun
12:15
Philadelphia (PHL) E
13:20
Chicago Midway (MDW) Southwest Airlines WN 2506 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-31 |
- A domestic route departing from the Philadelphia airport (PHL) and arriving at Chicago Midway airport (MDW).
- The flight distance is 666 miles, or 1072 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 2:00 and 2:25.
