Starting at $150
Starting at $233
Helping travelers to find the best flight offers
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Pittsburgh to Chicago:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Starting at $150
Starting at $233
Below you will find a list of airlines operating flights on the Pittsburgh — Chicago route and the starting prices for flights of each specific airline on it.
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.
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
A direct 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.
Unable to find information about the schedule of direct flights from
Pittsburgh — Chicago
03/29/2025
Departure date
Direct flight
WN3944
Starting at $359
Pittsburgh — Chicago
05/09/2025
Departure date
Direct flight
WN1580
Starting at $74
Pittsburgh — Chicago
05/10/2025
Departure date
Direct flight
WN1580
Starting at $98
Pittsburgh — Chicago
05/13/2025
Departure date
Direct flight
UA2438
Starting at $92
Pittsburgh — Chicago
05/24/2025
Departure date
Direct flight
WN1580
Starting at $134
The cheapest flight ticket from Pittsburgh to Chicago according to data for the last 48 hours costs $64
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: March.
The fastest flights from Pittsburgh to Chicago start from 1 hour 43 minutes in the air.
The following airlines operate direct flights on the route Pittsburgh — Chicago: Southwest Airlines, United Airlines
We couldn't find any special offers for flights from Pittsburgh to Chicago
The cheapest one-way flight from Pittsburgh to Chicago departs on 05/09/2025, is operated by American Airlines and costs $64
The cheapest roundtrip flight from Pittsburgh to Chicago departs on 05/11/2025, is operated by American Airlines and costs $111
Fastest flight from Pittsburgh to Chicago takes 1h 43m
There are direct flights on this route 3 days a week: Tu, Fr, and Sa
The distance between Pittsburgh and Chicago is 658km (408 miles). There are 22 direct flights from Pittsburgh to Chicago. The time difference between Pittsburgh and Chicago is 1h . Flights from Pittsburgh begin at 7:05 AM. The latest flight from Pittsburgh departs at 7:55 PM.
