Nonstop flights from Pittsburgh to Chicago

Southwest Airlines flies this route 2 to 4 times a day.

PITPittsburgh International

400 mi · 21 flights a week

MDWChicago Midway International

PITMDW

When they leave

Pittsburgh time

8:40a7:30pFirst departure 8:40 AM, last 7:30 PM

Three in the morning, 8:40 AM to 11:45 AM, then two in the afternoon, 2:45 PM to 4:40 PM, then two in the evening, 6:55 PM to 7:30 PM.

Every flight

Earliest first

8:40 AM→9:00 AMSouthwest AirlinesBoeing 737 MAX 8Daily
8:55 AM→9:15 AMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
11:45 AM→12:10 PMSouthwest AirlinesBoeing 737 MAX 8Sun
2:45 PM→3:05 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
4:40 PM→5:05 PMSouthwest AirlinesBoeing 737 MAX 8Sat
6:55 PM→7:20 PMSouthwest AirlinesBoeing 737Tue, Wed, Sun
7:30 PM→7:50 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri

Schedules last checked Sep 19, 2026. Times are local.

Flying from Pittsburgh to Chicago

Southwest Airlines is the only airline flying nonstop from Pittsburgh to Chicago, 2 to 4 times a day on the Boeing 737 MAX 8 and Boeing 737.

Flights run every day of the week, from 2 on Saturdays to 4 on Sundays. The first arrival in Chicago is at 9:00 AM and the last at 7:50 PM. The flight covers 400 miles.

Flying back, Chicago to Pittsburgh has 21 nonstop flights a week. From Pittsburgh, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 84 a week.