Nonstop flights from Philadelphia to Chicago

Southwest Airlines flies this route 25 times a week.

PHLPhiladelphia International

666 mi · 25 flights a week

MDWChicago Midway International

PHLMDW

When they leave

Philadelphia time

7:20a6:25pFirst departure 7:20 AM, last 6:25 PM

Five in the morning, 7:20 AM to 10:45 AM, then three in the afternoon, 12:45 PM to 2:05 PM, then one evening flight at 6:25 PM.

Every flight

Earliest first

7:20 AM→8:20 AMSouthwest AirlinesBoeing 737-700Sun
7:55 AM→8:55 AMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
8:00 AM→9:05 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Sun
10:20 AM→11:25 AMSouthwest AirlinesBoeing 737Mon, Thu
10:45 AM→11:55 AMSouthwest AirlinesBoeing 737-700Tue, Wed
12:45 PM→1:45 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Sun
1:45 PM→2:50 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Sun
2:05 PM→3:10 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Sun
6:25 PM→7:30 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed

Schedules last checked Sep 21, 2026. Times are local.

Flying from Philadelphia to Chicago

Southwest Airlines is the only airline flying nonstop from Philadelphia to Chicago, 25 times a week on the Boeing 737 MAX 8, Boeing 737-700 and Boeing 737.

Flights run every day except Fridays and Saturdays, up to 5 a day. The first arrival in Chicago is at 8:20 AM and the last at 7:30 PM. The flight covers 666 miles.

Flying back, Chicago to Philadelphia has 33 nonstop flights a week. From Philadelphia, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 112 a week.