Airlines with flights from Chicago to Philadelphia
There are two airlines with scheduled flights between MDW and PHL. Southwest is the only airline with non-stop flights from Midway International Airport to Philadelphia International Airport and the flight time is 1 hour and 55 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 55 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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43 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
PHL
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
WN4122
07:35
07:45
07:45
07:35
07:35
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07:45
WN3222
----
09:10
09:10
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----
07:55
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WN4901
09:00
----
----
09:00
09:00
----
----
WN1355
----
----
----
----
----
----
09:05
WN1183
----
----
----
----
----
11:15
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WN4351
13:40
13:10
13:10
13:40
13:40
13:55
13:55
WN4948
15:20
15:40
15:40
15:20
15:20
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15:30
WN4263
18:55
----
----
18:55
18:55
17:55
18:45
WN3554
----
18:20
18:20
----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 31m - 5h 49m.
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Sky Team Alliance
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66 flights per week
MDW
Via DTW
PHL
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
DL4688
DL1686
DL1686
13:16
13:16
13:16
13:16
13:16
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13:16
DL4690
DL2402
DL2402
----
----
----
----
----
18:35
----
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
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Total flight time: 4h 05m - 6h 10m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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45 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Via STL
PHL
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
WN2900
WN3222
WN3222
07:50
----
----
07:50
07:50
----
----
WN2900
WN3803
WN3803
----
08:20
08:20
----
----
----
----
WN2901
WN1716
WN1716
----
----
----
----
----
----
10:05
WN2904
WN3966
WN3966
18:00
17:10
17:10
18:00
18:00
----
----
WN1646
WN3966
WN3966
----
----
----
----
----
----
18:30
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
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Total flight time: 4h 10m - 8h 20m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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91 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Via BNA
PHL
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
WN3855
WN4730
WN4730
----
----
----
----
----
----
06:10
WN1053
WN623
WN623
----
----
----
----
----
06:40
----
WN2959
WN623
WN623
07:15
----
----
07:15
07:15
----
----
WN1708
WN626
WN626
----
07:45
07:45
----
----
----
----
WN1775
WN626
WN626
----
----
----
----
----
----
08:30
WN2733
WN626
WN626
11:20
11:50
11:50
11:20
11:20
----
----
WN533
WN626
WN626
----
----
----
----
----
----
11:50
WN3614
WN634
WN634
----
----
----
----
----
----
16:40
WN3869
WN634
WN634
17:05
----
----
17:05
17:05
----
----
WN1073
WN634
WN634
18:40
17:20
17:20
18:40
18:40
----
18:35
The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between MDW and PHL. Southwest is the only airline with non-stop flights from Midway International Airport to Philadelphia International Airport and the flight time is 1 hour and 55 minutes.