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Find low faresSouthwest® flights from Chicago (Midway) to Pittsburgh from $81
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1 Passenger
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Low fares from Chicago (Midway) to Pittsburgh
$
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 05/02/2026
One-way
Basic
From
$81
Seen: 11 hrs ago
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 04/29/2026
One-way
Basic
From
$97
Seen: 13 hrs ago
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 04/22/2026
One-way
Basic
From
$97
Seen: 14 hrs ago
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 04/21/2026
One-way
Basic
From
$97
Seen: 15 hrs ago
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 04/09/2026
One-way
Basic
From
$97
Seen: 15 hrs ago
Chicago (Midway) (MDW)to
Pittsburgh (PIT)
Depart: 03/28/2026
One-way
Basic
From
$97
Seen: 17 hrs ago
Explore flights from Chicago (Midway) to Pittsburgh
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Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
Pittsburgh International Airport
Average flight time:
1 hour 20 minutes
Distance:
402 miles
Route Information
139† Weekly flights
- 4‡ Nonstop flights per day Monday through Friday
- 2‡ Nonstop flights on Saturday
- 4‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
The average flight time from Chicago (Midway) to Pittsburgh is 1 hour 20 minutes.
There are 139 weekly flights from Chicago (Midway) to Pittsburgh on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to Pittsburgh 4 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to Pittsburgh 2 times per day on Saturdays and 4 times per day on Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) to Pittsburgh with Southwest, check out our Low Fare Calendar.
You can rent a car at Pittsburgh International Airport book yours with your flight.
Yes! Flights from Chicago (Midway) to Pittsburgh—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.