There are most likely no direct flights on the Pittsburgh — Chicago route
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Pittsburgh to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Pittsburgh to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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There are most likely no direct flights on the Pittsburgh — Chicago route
Pittsburgh — Chicago
06/07/2026
Departure
Direct flight
UA455
starting at $389
Pittsburgh — Chicago
06/08/2026
Departure
Direct flight
AA555
starting at $195
Pittsburgh — Chicago
06/05/2026
Departure
Direct flight
AA2296
starting at $356
Pittsburgh — Chicago
06/20/2026
Departure
Direct flight
WN3378
starting at $194
starting at $128
starting at $129
starting at $194
starting at $136
starting at $202
More than 5 airlines operate flights from Pittsburgh to Chicago, including United Airlines, American Airlines, Southwest Airlines, JetBlue Airways, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $128, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
The cheapest one-way flight from Pittsburgh to Chicago departs on 06/08/2026, is operated by United Airlines and costs $128
The cheapest roundtrip flight from Pittsburgh to Chicago departs on 07/03/2026, is operated by American Airlines and costs $313
Fastest flight from Pittsburgh to Chicago takes
There are direct flights on this route 4 days a week: Su, Mo, Fr, and Sa
The distance between Pittsburgh and Chicago is 658km (408 miles). There are 15 direct flights from Pittsburgh to Chicago. The time difference between Pittsburgh and Chicago is 1h. Flights from Pittsburgh begin at 6:00 AM. The latest flight from Pittsburgh departs at 8:42 PM
We couldn't find any special offers for flights from Pittsburgh to Chicago
The cheapest flight ticket from Pittsburgh to Chicago according to data for the last 48 hours costs $128
Often the best time to buy tickets from Pittsburgh to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Pittsburgh to Chicago can be found flying in these months: June.
The fastest flights from Pittsburgh to Chicago start from 1 hour 49 minutes in the air.
The following airlines operate direct flights on the route Pittsburgh — Chicago: United Airlines, American Airlines, Southwest Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Pittsburgh to Chicago
