Cheap flights Pittsburgh — Chicago (PIT — CHI)

Good to know - Cheap tickets Pittsburgh — Chicago

Minimal flight time 1h 19m
Flight distance 658 km
Most popular airline American Eagle
Round-trip from $74

Airfare Pittsburgh – Chicago by month

Here you can find out in what months how much a ticket Pittsburgh – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
August 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
October 2025
September 2025
August 2025
July 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Pittsburgh — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
05:40 06:30 mon, tue, thu, fri, sun WN3264 Southwest Airlines 1h 50m Pittsburgh International Airport — Chicago Midway International Airport Select dates
05:45 06:04 tue YX9930 American Eagle 1h 19m Pittsburgh International Airport — O'Hare International Airport Select dates
05:50 06:40 tue, wed WN3264 Southwest Airlines 1h 50m Pittsburgh International Airport — Chicago Midway International Airport Select dates
06:20 07:15 sat WN3264 Southwest Airlines 1h 55m Pittsburgh International Airport — Chicago Midway International Airport Select dates
06:30 07:23 mon, tue, wed, thu, fri, sat AA2129 American Eagle 1h 53m Pittsburgh International Airport — O'Hare International Airport Select dates
07:00 07:53 daily UA1803 United Airlines 1h 53m Pittsburgh International Airport — O'Hare International Airport Select dates
07:00 07:52 wed UA1803 United Airlines 1h 52m Pittsburgh International Airport — O'Hare International Airport Select dates
07:31 08:25 sun AA1252 American Eagle 1h 54m Pittsburgh International Airport — O'Hare International Airport Select dates
08:00 08:54 thu AA1252 American Eagle 1h 54m Pittsburgh International Airport — O'Hare International Airport Select dates
08:06 09:10 mon, tue, wed AA2975 American Eagle 2h 4m Pittsburgh International Airport — O'Hare International Airport Select dates
All routes

Sales of tickets from Pittsburgh to Chicago in the last 48 hours

2026-04-10 one-way

2026-03-23 - 2026-03-27

Dynamics airfare Pittsburgh — Chicago by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Pittsburgh — Chicago

The graph shows that booking flights Pittsburgh — Chicago is best planned for October and flights Pittsburgh — Chicago — Pittsburgh in the month of March.

Flights Pittsburgh — Chicago

The selection of cheap flights Pittsburgh — Chicago

The price of the flight Pittsburgh — Chicago (United States) — Pittsburgh from $74 (round-trip).

The average price of the flight Pittsburgh — Chicago (United States) — Pittsburgh $203 (round-trip).

Low cost flights Pittsburgh — Chicago (PIT — CHI)

The distance between Pittsburgh and Chicago 409 miles (or 658 kilometres).

The time difference between Pittsburgh and Chicago is 1 h.

Minimal flight time from Pittsburgh to Chicago 1h 19m.

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to Chicago are from Washington, this is the cheapest flight from $121. The nearest airports from Pittsburgh with a flight to Chicago are located in Columbus.

Popular International routes from Pittsburgh

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from Pittsburgh

FAQ about Pittsburgh — Chicago

Yes, they do: WN3264, YX9930, AA2129, UA1803, AA1252, AA2975, WN2209, UA3461, AA1841, AA1930, UA455, UA561, UA4530, AA4504, WN3299, AA4678, , UA3657, UA2180, AA3547, AA2304, UA2466, WN1707, AA1957, AA2942, AA1910, AA2016, WN3832, WN2430

Yes, you can fly from Pittsburgh to Chicago. Pittsburgh has 3 airports (Allegheny County Airport, Civic Ar Heli, Pittsburgh International Airport) for flights. Southwest Airlines, American Eagle, United Airlines, Cape Air depart from Pittsburgh on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus, Air Canada, Alaska Airlines, Allegiant Air, Breeze Airways, British Airways, Contour Aviation, Delta Air Lines, FedEx, Jet Linx Aviation, JetBlue, Kalitta Charters, NetJets, SkyWest Airlines, SkyWest Charter, Slate Aviation, Southern Airways Express, Spirit Airlines, Sun Country Airlines, UPS.

A direct flight lasts an average of 1h 19m, during which time the aircraft covers a distance of 658 km.

The price of flights Pittsburgh — Chicago starts from $74.

Planes fly Pittsburgh — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Pittsburgh — Allegheny County Airport, Civic Ar Heli, Pittsburgh International Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between Pittsburgh and Chicago: WN3264, YX9930, WN3264, WN3264, AA2129, UA1803, UA1803, AA1252, AA1252, AA2975, WN2209, WN2209, WN2209, UA3461, AA1252, AA1841, AA1930, UA455, UA561, UA561, UA4530, AA4504, AA4504, WN3299, AA4504, AA4678, UA3657, UA2180, WN3299, AA3547, AA2304, UA2466, WN1707, AA1957, AA2942, AA1910, AA2016, WN3832, WN3832, WN3832, WN2430, WN1707

High season is considered to be September and the cheapest month is October. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Pittsburgh — Chicago flight deals.

The following airlines have direct flights Pittsburgh — Chicago: Southwest Airlines, American Eagle, United Airlines, Cape Air.

All the following airlines flights Pittsburgh — Chicago: Aer Lingus, Air Canada, Alaska Airlines, Allegiant Air, American Eagle, Breeze Airways, British Airways, Cape Air, Contour Aviation, Delta Air Lines, FedEx, Jet Linx Aviation, JetBlue, Kalitta Charters, NetJets, SkyWest Airlines, SkyWest Charter, Slate Aviation, Southern Airways Express, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Airlines, UPS.

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