Nonstop flights from Philadelphia to Chicago
4 airlines fly from Philadelphia (PHL) to 2 Chicago airports (ORD and MDW), with up to 22 flights a day.
Routes
2 airport pairs- PHL to ORDPhiladelphia to Chicago O'Hare15 to 17 a day
- PHL to MDWPhiladelphia to Chicago Midway25 a week
When they leave
Philadelphia time12 in the morning, 5:15 AM to 11:38 AM, then seven in the afternoon, 12:42 PM to 3:45 PM, then seven in the evening, 5:00 PM to 11:03 PM.
Every flight
Earliest firstSchedules last checked Sep 21, 2026. Times are local.
Flying from Philadelphia to Chicago
American Airlines flies most often, 9 to 10 times a day on the Boeing 737, Airbus A321, Boeing 737 MAX 8 and Airbus A319. United Airlines flies 5 to 6 times a day on the Boeing 737, Boeing 737 MAX 8 and Boeing 737 MAX 9. Southwest Airlines flies 25 times a week on the Boeing 737 MAX 8, Boeing 737-700 and Boeing 737. Frontier Airlines flies 5 times a week on the Airbus A321neo.
Flights run every day of the week, from 15 on Saturdays to 22 on Thursdays. The first arrival in Chicago is at 6:38 AM and the last at 12:29 AM the next day.
PHL to ORD is the busiest airport pair, with 112 flights a week, then PHL to MDW with 25.
Flying back, Chicago to Philadelphia has 147 nonstop flights a week.
Return flights
Schedules as of Oct 9, 2026.