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Direct flights from Philadelphia to Chicago

Airlines Schedules

PHL - MDW route map All flights from PHL to MDW non-stop. There are direct flights from Philadelphia International Airport (PHL), Pennsylvania, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 33 weekly departures are currently scheduled on this route. Departure times range from 06:45 to 20:55 depending on the schedule period. The flight distance is 670 miles (1078 km). Flight time ranges from 2 hours to 2 hours and 25 minutes.

PHL
Philadelphia Airport
USAPhiladelphia , USA
MDW
Chicago Midway
USAChicago , USA
PHL
Philadelphia Airport
USAPhiladelphia , USA
Chicago Midway
USAChicago , USA
MDW
Flight time 2h 0min to 2h 25min
Updated Sep 28, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 06:45 and 20:55 • From Terminal E
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
33 flights/week
33 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Philadelphia to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Oct 26
Tue
Oct 27
Wed
Oct 28
Thu
Oct 29
Fri
Oct 30
Sat
Oct 31
Sun
Nov 1
WN1587
06:55
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06:55
06:55
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WN3372
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07:30
WN4580
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07:45
07:45
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WN2235
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08:15
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WN2177
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11:25
11:25
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WN3003
11:30
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11:30
11:30
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WN1848
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11:30
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WN3374
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11:40
WN3340
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13:20
13:20
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WN3373
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13:50
WN4440
13:55
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13:55
13:55
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WN2987
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13:55
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WN3433
15:20
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15:20
15:20
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WN1940
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17:30
17:30
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WN1493
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18:25
WN3363
19:10
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19:10
19:10
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The timetable & schedule information was updated at 2026-09-28

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Philadelphia to Chicago scheduled departures

Select a date to see every published non-stop departure between PHL and MDW.

Friday
Fri
Oct 23
5 flights(5)
Saturday
Sat
Oct 24
3 flights(3)
Sunday
Sun
Oct 25
5 flights(5)
Monday
Mon
Oct 26
5 flights(5)
Tuesday
Tue
Oct 27
4 flights(4)
Wednesday
Wed
Oct 28
4 flights(4)
Thursday
Thu
Oct 29
5 flights(5)
Time
Airline
Flight
06:55
Southwest Airlines Southwest Airlines
WN1587
11:30
Southwest Airlines Southwest Airlines
WN3003
13:55
Southwest Airlines Southwest Airlines
WN4440
15:20
Southwest Airlines Southwest Airlines
WN3433
19:10
Southwest Airlines Southwest Airlines
WN3363
07:55
Southwest Airlines Southwest Airlines
WN4580
10:15
Southwest Airlines Southwest Airlines
WN2414
17:05
Southwest Airlines Southwest Airlines
WN2961
06:45
Southwest Airlines Southwest Airlines
WN1426
11:45
Southwest Airlines Southwest Airlines
WN3362
14:45
Southwest Airlines Southwest Airlines
WN3343
16:45
Southwest Airlines Southwest Airlines
WN2530
19:40
Southwest Airlines Southwest Airlines
WN3364
06:55
Southwest Airlines Southwest Airlines
WN1587
11:30
Southwest Airlines Southwest Airlines
WN3003
13:55
Southwest Airlines Southwest Airlines
WN4440
15:20
Southwest Airlines Southwest Airlines
WN3433
19:10
Southwest Airlines Southwest Airlines
WN3363
07:45
Southwest Airlines Southwest Airlines
WN4580
11:25
Southwest Airlines Southwest Airlines
WN2177
13:20
Southwest Airlines Southwest Airlines
WN3340
17:30
Southwest Airlines Southwest Airlines
WN1940
07:45
Southwest Airlines Southwest Airlines
WN4580
11:25
Southwest Airlines Southwest Airlines
WN2177
13:20
Southwest Airlines Southwest Airlines
WN3340
17:30
Southwest Airlines Southwest Airlines
WN1940
06:55
Southwest Airlines Southwest Airlines
WN1587
11:30
Southwest Airlines Southwest Airlines
WN3003
13:55
Southwest Airlines Southwest Airlines
WN4440
15:20
Southwest Airlines Southwest Airlines
WN3433
19:10
Southwest Airlines Southwest Airlines
WN3363
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PHL-MDW flight route
Route map from Philadelphia, PHL to Chicago, MDW. The distance is 670 miles or 1078 km.
Philadelphia - Chicago direct flight map
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PHL - MDW route facts

  • Distance
    670 miles (1078 km)
  • Flight time
    2 hours to 2 hours and 25 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Departure terminals
    Terminal E
  • Aircraft
    Boeing 737MAX 8 Passenger, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737-800 (winglets) Passenger/BBJ2

Route FAQ

Southwest Airlines operates non-stop flights from PHL to MDW with 33 weekly departures.

Scheduled flight time from PHL to MDW ranges from 2 hours to 2 hours and 25 minutes. The route covers 670 miles (1078 km).

33 weekly departures are currently scheduled on this route, with published departure times ranging from 06:45 to 20:55 depending on the schedule period.

Departure terminal: Terminal E.

Economy are currently scheduled on non-stop flights for this route.
Direct flights from Philadelphia to IL, USA
From Philadelphia to Chicago

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