Airlines with flights from Philadelphia to Chicago
There are two airlines with scheduled flights between PHL and MDW. Southwest is the only airline with non-stop flights from Philadelphia International Airport to Midway International Airport and the flight time is 2 hours and 10 minutes.
There are two airlines with scheduled flights between PHL and MDW. Southwest is the only airline with non-stop flights from Philadelphia International Airport to Midway International Airport and the flight time is 2 hours and 10 minutes. Choose airline
Direct
Non-stop
2h 10min
Via Detroit
3h 31min
Via Nashville
4h 15min
Via Saint Louis
4h 15min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 10 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
43 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
PHL
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4154
----
07:25
07:25
----
----
----
----
WN3531
----
----
----
----
----
----
07:55
WN4202
08:00
----
----
08:00
08:00
08:20
----
WN3224
11:20
11:25
11:25
11:20
11:20
----
12:25
WN606
----
----
----
----
----
11:25
----
WN4837
12:50
12:55
12:55
12:50
12:50
----
----
WN1456
----
----
----
----
----
----
14:15
WN4061
----
----
----
----
----
14:50
----
WN188
----
----
----
----
----
----
16:25
WN3112
----
16:35
16:35
----
----
----
----
WN2756
17:20
----
----
17:20
17:20
----
----
WN2679
----
----
----
----
----
18:05
----
WN3226
18:55
18:40
18:40
18:55
18:55
----
19:10
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
-
Total flight time: 3h 31m - 4h 09m.
-
Sky Team Alliance
-
53 flights per week
PHL
Via DTW
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL1540
DL4684
DL4684
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL2968
DL4688
DL4688
09:46
09:46
09:46
09:46
09:46
09:46
09:46
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 4h 15m - 8h 05m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
101 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
PHL
Via BNA
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3215
WN1473
WN1473
----
----
----
----
----
----
05:30
WN1731
WN2741
WN2741
----
----
----
----
----
08:10
----
WN3215
WN575
WN575
09:00
----
----
09:00
09:00
----
----
WN3215
WN1430
WN1430
----
09:35
09:35
----
----
----
----
WN3216
WN478
WN478
----
----
----
----
----
----
12:45
WN3216
WN2241
WN2241
14:00
----
----
14:00
14:00
----
----
WN3217
WN578
WN578
20:25
19:20
19:20
20:25
20:25
19:15
20:20
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 4h 15m - 6h 30m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
66 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
PHL
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3227
WN2570
WN2570
06:05
----
----
06:05
06:05
----
06:20
WN3227
WN2665
WN2665
----
06:20
06:20
----
----
----
----
WN2278
WN2468
WN2468
----
----
----
----
----
13:45
----
WN2641
WN556
WN556
----
----
----
----
----
----
13:45
WN2679
WN3957
WN3957
18:00
17:05
17:05
18:00
18:00
----
----
The timetable & schedule information was updated at 2026-04-21
