Southwest Airlines
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United States
Midway International Airport
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United States
Pittsburgh International Airport
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Scan through all non-stop flights from Chicago to Pittsburgh. The full flight schedule below gives an overview of all non-stop flights from MDW to PIT, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Pittsburgh is a humid subtropical or warm-temperate destination, featuring hot, humid summers with temperatures typically around 30°C (86°F) and mild to cool winters. The region is known for consistent rainfall throughout the year, peaking in summer. The area is known for its vibrant urban energy, diverse landscapes, and numerous outdoor activities.
You can visit Pittsburgh any time of the year, but the best months to explore are from to and from to .

Currently, there is only one airline operating non-stop flights from Chicago MDW to Pittsburgh PIT, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW PIT flight schedule.
Flights from MDW to PIT are operated 10 times a week, with an average of 1 flight per day. Departure times vary between 07:40 - 19:40. The earliest flight departs at 07:40, the last flight departs at 19:40. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Pittsburgh takes 1 hour and 25 minutes. The flight distance between Chicago and Pittsburgh is 401 miles (or 645 km).
There is 1 airport in Pittsburgh: Pittsburgh International Airport (PIT).
There are 10 flights per week flying from Chicago to Pittsburgh (as of March 2026).
1 hour and 25 minutes is the average flight time from Chicago to Pittsburgh.
The distance from Chicago to Pittsburgh is 401 miles (645 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Pittsburgh.
There are no alliances flying direct from Chicago to Pittsburgh at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Pittsburgh:
The earliest flight departs at 07:40 from Chicago and arrives at 10:00 at Pittsburgh.
The latest flight departs at 19:40 from Chicago and arrives at 22:00 at Pittsburgh.
401 miles (645 km) · 1h 25m
07:40
10:00
Southwest Airlines
WN 2661
Southwest Airlines
Boeing 757
Y
W
J
F
07:45
10:05
Southwest Airlines
WN 2661
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:50
10:15
Southwest Airlines
WN 2661
Southwest Airlines
Boeing 757
Y
W
J
F
12:50
15:10
Southwest Airlines
WN 994
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:55
15:15
Southwest Airlines
WN 994
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:05
15:25
Southwest Airlines
WN 994
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:05
20:30
Southwest Airlines
WN 1905
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:50
21:10
Southwest Airlines
WN 1905
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:00
21:25
Southwest Airlines
WN 1905
Southwest Airlines
Boeing 757
Y
W
J
F
19:10
21:35
Southwest Airlines
WN 1905
Southwest Airlines
Boeing 757
Y
W
J
F
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