Cheap flights Pittsburgh — Chicago (PIT — CHI)

Good to know - Cheap tickets Pittsburgh — Chicago

Cheapest flight found $50
Minimal flight time 1h 19m
Flight distance 658 km
Most popular airline American Eagle

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
March 2026
October 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
February 2025
January 2025
December 2024

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
04:00 04:25 tue 5X9309 UPS 1h 25m Pittsburgh International Airport — Chicago Rockford International Airport Select dates
06:02 06:47 mon AA1037 American Eagle 1h 45m Pittsburgh International Airport — O'Hare International Airport Select dates
06:09 06:57 daily AA4457 American Eagle 1h 48m Pittsburgh International Airport — O'Hare International Airport Select dates
06:20 06:50 mon, tue, wed, thu, fri, sat WN2515 Southwest Airlines 1h 30m Pittsburgh International Airport — Chicago Midway International Airport Select dates
06:30 06:55 tue, wed, sat WN2489 Southwest Airlines 1h 25m Pittsburgh International Airport — Chicago Midway International Airport Select dates
06:35 07:00 sun WN2515 Southwest Airlines 1h 25m Pittsburgh International Airport — Chicago Midway International Airport Select dates
07:05 07:48 daily UA2008 United Express 1h 43m Pittsburgh International Airport — O'Hare International Airport Select dates
07:10 07:52 fri AA3074 American Eagle 1h 42m Pittsburgh International Airport — O'Hare International Airport Select dates
07:13 07:58 mon, tue, thu, fri, sat, sun AA538 American Eagle 1h 45m Pittsburgh International Airport — O'Hare International Airport Select dates
07:17 07:59 daily AA3074 American Eagle 1h 42m Pittsburgh International Airport — O'Hare International Airport Select dates
All routes

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

2025-10-27 one-way

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 August and flights Pittsburgh — Chicago — Pittsburgh in the month of March.

Flights Pittsburgh — Chicago

The selection of cheap flights Pittsburgh — Chicago

Here you can find and purchase the cheapest flights Pittsburgh — Chicago from $50 and Pittsburgh — Chicago — Pittsburgh from $49.

The price of the flight Pittsburgh — Chicago (United States) — Pittsburgh from $49 (round-trip).

The average price of the flight Pittsburgh — Chicago (United States) — Pittsburgh $283 (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.

LowCostClub always do a comparison of airfares Pittsburgh — Chicago with several airlines (include UPS, American Eagle, Southwest Airlines). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Pittsburgh — Chicago. Last week, for instance, the cheapest round-trip prices stood at $49 while the cheapest one-way price that was available within the last week cost $50

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 $48. 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: 5X9309, AA1037, AA4457, WN2515, WN2489, UA2008, AA3074, AA538, AA4495, AA4539, UA3461, WN2230, WN3059, AA9933, WN3343, UA561, UA2683, , UA2180, AA3975, UA3577, WN472, AA4525, AA3599, WN3067, UA1673, UA2627, UA3655, WN2928, AA2902, UA3753, AA9792

Yes, you can fly from Pittsburgh to Chicago. Pittsburgh has 3 airports (Allegheny County Airport, Civic Ar Heli, Pittsburgh International Airport) for flights. UPS, American Eagle, Southwest Airlines, United Express, Cape Air depart from Pittsburgh on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus, Air Canada, Air Transport International, Alaska Airlines, Allegiant Air, AlphaSky, Atlas Air, Breeze Airways, British Airways, Delta Connection, FedEx, Frontier (Cali the Mountain Lion Livery), Icelandair, Jet Linx Aviation, JetBlue, NetJets, Republic Airways, Southern Airways Express, Spirit Airlines, Sun Country Airlines.

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 $50.

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: 5X9309, AA1037, AA4457, WN2515, WN2489, WN2515, UA2008, AA3074, AA538, AA3074, AA3074, AA3074, AA538, AA4495, AA4539, AA4495, UA3461, UA3461, UA3461, WN2230, WN3059, AA4539, AA9933, WN3343, UA561, AA3074, UA2683, UA2180, AA3975, AA3975, UA3577, UA3577, WN3343, WN472, AA4525, AA3599, WN3067, UA1673, UA2627, WN3059, UA3655, WN2928, AA2902, AA2902, AA538, UA3753, AA9792

High season is considered to be November and the cheapest month is August. 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: UPS, American Eagle, Southwest Airlines, United Express, Cape Air.

All the following airlines flights Pittsburgh — Chicago: Aer Lingus, Air Canada, Air Transport International, Alaska Airlines, Allegiant Air, AlphaSky, American Eagle, Atlas Air, Breeze Airways, British Airways, Cape Air, Delta Connection, FedEx, Frontier (Cali the Mountain Lion Livery), Icelandair, Jet Linx Aviation, JetBlue, NetJets, Republic Airways, Southern Airways Express, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, UPS.

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