Direct flights from Philadelphia to Chicago
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.
Philadelphia
, USA
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
The timetable & schedule information was updated at 2026-08-11
Philadelphia to Chicago scheduled departures
Select a date to see every published non-stop departure between PHL and MDW.
PHL - MDW route facts
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Distance670 miles (1078 km)
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Flight time2 hours to 2 hours and 25 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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Departure terminalsTerminal E
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737-800 (winglets) Passenger/BBJ2
Route FAQ
Direct flights from Philadelphia to IL, USA
From Philadelphia to Chicago
ORD Chicago O Hare International
