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).
-
34 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
PHL
Direct
MDW
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN568
----
----
----
----
----
----
07:20
WN3150
----
07:55
07:55
----
----
----
----
WN4202
08:00
----
----
----
----
----
----
WN2371
----
15:00
15:05
08:00
08:00
15:45
17:05
WN3151
----
----
----
12:45
12:45
08:05
11:50
WN2022
----
----
----
10:20
10:20
----
----
WN4652
----
10:45
10:45
----
----
----
----
WN3224
11:20
----
----
----
----
----
----
WN2356
----
----
----
----
----
12:10
----
WN4837
12:50
----
----
----
----
----
----
WN4337
----
13:45
13:45
18:05
18:05
----
13:35
WN3152
----
----
----
14:05
14:05
----
20:50
WN2756
17:20
----
----
----
----
----
----
WN2811
----
18:25
18:25
----
----
----
----
WN3226
18:55
----
----
----
----
----
----
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
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
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
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2087
WN573
WN573
----
----
----
05:55
05:55
----
----
WN2284
WN930
WN930
----
----
----
----
----
----
06:45
WN752
WN4895
WN4895
----
07:15
07:15
----
----
----
----
WN3145
WN311
WN311
----
----
----
----
----
08:55
----
WN3215
WN575
WN575
09:00
----
----
----
----
----
----
WN2869
WN575
WN575
----
----
----
11:45
11:45
----
----
WN2328
WN575
WN575
----
----
----
----
----
----
13:40
WN3216
WN2241
WN2241
14:00
----
----
----
----
----
----
WN1861
WN577
WN577
----
----
----
----
----
----
17:45
WN2869
WN577
WN577
----
18:40
18:40
----
----
----
----
WN3217
WN578
WN578
20:25
----
----
----
----
----
----
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
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN3227
WN2570
WN2570
06:05
----
----
----
----
----
----
WN3665
WN2814
WN2814
----
----
----
----
----
----
06:20
WN2591
WN2052
WN2052
----
----
----
----
----
11:55
----
WN2679
WN3957
WN3957
18:00
----
----
----
----
----
----
WN2508
WN3865
WN3865
----
----
----
18:35
18:35
----
----
The timetable & schedule information was updated at 2026-04-21
