Nonstop flights from Chicago to Pittsburgh

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

MDWChicago Midway International

400 mi · 21 flights a week

PITPittsburgh International

MDWPIT

When they leave

Chicago time

8:15a7:40pFirst departure 8:15 AM, last 7:40 PM

Two in the morning, 8:15 AM to 8:30 AM, then two in the afternoon, 1:05 PM to 3:20 PM, then three in the evening, 6:00 PM to 7:40 PM.

Every flight

Earliest first

8:15 AM→10:45 AMSouthwest AirlinesBoeing 737-700Daily
8:30 AM→11:05 AMSouthwest AirlinesBoeing 737 MAX 8Sun
1:05 PM→3:30 PMSouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri, Sat
3:20 PM→5:40 PMSouthwest AirlinesBoeing 737 MAX 8Sun
6:00 PM→8:25 PMSouthwest AirlinesBoeing 737-700Sun
6:20 PM→8:45 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
7:40 PM→10:05 PMSouthwest AirlinesBoeing 737Mon, Thu, Fri

Schedules last checked Sep 20, 2026. Times are local.

Flying from Chicago to Pittsburgh

Southwest Airlines is the only airline flying nonstop from Chicago to Pittsburgh, 2 to 4 times a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.

Flights run every day of the week, from 2 on Saturdays to 4 on Sundays. The first arrival in Pittsburgh is at 10:45 AM and the last at 10:05 PM. The flight covers 400 miles.

Flying back, Pittsburgh to Chicago has 21 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Pittsburgh, 84 a week.