Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Pittsburgh to Chicago is American Airlines.
Cheapest Month
May
Travel Period: April 2025 - March 2026
The cheapest month(s) to fly from Pittsburgh to Chicago is May.
Cheapest Day of the Week
Thursday
The cheapest day(s) of the week to fly from Pittsburgh to Chicago is Thursday.
What’s the most popular airline flying from Pittsburgh to Chicago?
The most popular airline flying from Pittsburgh to Chicago is Frontier Airlines. Find the latest flight deals on Wego.
How far is Chicago from Pittsburgh?
The flight distance between Pittsburgh and Chicago is 659km. Check all available flights on Wego.
Popular Airlines Flying From Pittsburgh to Chicago
Popular Destinations From Chicago
Popular Destinations From Pittsburgh
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- The Royal Sonesta Chicago Downtown
- Club Quarters Hotel Central Loop
- The Ritz-Carlton, Chicago
- Fairmont Chicago at Millennium Park Gold Experience
- Swissôtel Chicago
- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel
