Cheap Flights from Pittsburgh to Chicago

Cheapest flights from Pittsburgh to Chicago

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.

Cheapest one way flight

$110

Spirit Airlines

2 layovers

1d 6h 37m

03/08/2026

The cheapest one-way flight from Pittsburgh to Chicago departs on 03/08/2026, is operated by Spirit Airlines and costs $110

Cheapest round trip flight

$280

United Airlines

2 layovers

1d 6h 59m

02/14/2026

The cheapest roundtrip flight from Pittsburgh to Chicago departs on 02/14/2026, is operated by United Airlines and costs $280

The fastest flight

1h 57m

Fastest flight from Pittsburgh to Chicago takes 1h 57m

Direct flights

Several times a week

There are direct flights on this route 4 days a week: Su, We, Fr, and Sa

Earliest flight

5:50 AM

Latest flight

7:00 PM

Direct flights count

12

Distance

658km

Timezone difference

1h

The distance between Pittsburgh and Chicago is 658km (408 miles). There are 12 direct flights from Pittsburgh to Chicago. The time difference between Pittsburgh and Chicago is 1h. Flights from Pittsburgh begin at 5:50 AM. The latest flight from Pittsburgh departs at 7:00 PM

Remember that on average the ideal time to book flights is 2 months before departure!

Airfare from Pittsburgh to Chicago by month

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

February 2026

Lowest price

on average:

$124

Avg Price

Airlines operating on route

More than 5 airlines operate flights from Pittsburgh to Chicago, including American Airlines, Southwest Airlines, United Airlines, Spirit Airlines, and Allegiant Air. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $110, 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.

starting at $124

starting at $328

starting at $235

starting at $110

starting at $199

Non-stop flights from Pittsburgh to Chicago

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.

Pittsburgh — Chicago

PIT — CHI

02/04/2026

Departure

Direct flight

AA3946

starting at $396

Pittsburgh — Chicago

PIT — CHI

02/07/2026

Departure

Direct flight

AA4523

starting at $124

Pittsburgh — Chicago

PIT — CHI

03/08/2026

Departure

Direct flight

AA1957

starting at $231

Pittsburgh — Chicago

PIT — CHI

01/31/2026

Departure

Direct flight

WN3264

starting at $375

Pittsburgh — Chicago

PIT — CHI

02/01/2026

Departure

Direct flight

AA3946

starting at $432

Pittsburgh — Chicago

PIT — CHI

02/08/2026

Departure

Direct flight

WN3264

starting at $328

Pittsburgh — Chicago

PIT — CHI

02/13/2026

Departure

Direct flight

UA2180

starting at $235

Schedule of direct flights from Pittsburgh to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Pittsburgh to Chicago:

American Airlines

starting at $313

Pittsburgh airports overview

Allegheny County Airport

•

AGC

12km

Pittsburgh International Airport

•

PIT

23km

•

Chicago airports overview

Merrill C Meigs

•

CGX

3km

DuPage Airport

•

DPA

52km

Chicago Midway International Airport

•

MDW

14km

O'Hare International Airport

•

ORD

26km

Chicago Executive Airport

•

PWK

35km

•

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

What is the cheapest price for flights from Pittsburgh to Chicago?

The cheapest flight ticket from Pittsburgh to Chicago according to data for the last 48 hours costs $110

When is the best time to buy air tickets on the route Pittsburgh — Chicago?

Often the best time to buy tickets from Pittsburgh to Chicago is 2 months before departure.

When is the cheapest time of year to fly from Pittsburgh to Chicago?

Based on statistics over the past years, the lowest prices for flights from Pittsburgh to Chicago can be found flying in these months: February.

How long does it take to fly from Pittsburgh to Chicago?

The fastest flights from Pittsburgh to Chicago start from 1 hour 57 minutes in the air.

Which airline can fly direct from Pittsburgh to Chicago?

The following airlines operate direct flights on the route Pittsburgh — Chicago: American Airlines, Southwest Airlines, United Airlines

Special offers and sales on air tickets 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.

We couldn't find any special offers for flights from Pittsburgh to Chicago

Alternative routes

Baltimore ➜ Chicago•Charlottesville ➜ Chicago•Charleston ➜ Chicago•Erie ➜ Chicago•Hagerstown ➜ Chicago•Lancaster ➜ Chicago•London ➜ Chicago•Pittsburgh ➜ Appleton•Pittsburgh ➜ Kalamazoo•Pittsburgh ➜ Champaign•Pittsburgh ➜ Fort Wayne•Pittsburgh ➜ Indianapolis•Pittsburgh ➜ Lansing•Pittsburgh ➜ Milwaukee•Pittsburgh ➜ Muskegon•Pittsburgh ➜ South Bend

•••••••••••••••••••

Cheapest one way flight

$110

Spirit Airlines

2 layovers

1d 6h 37m

03/08/2026

The cheapest one-way flight from Pittsburgh to Chicago departs on 03/08/2026, is operated by Spirit Airlines and costs $110

Cheapest round trip flight

$280

United Airlines

2 layovers

1d 6h 59m

02/14/2026

The cheapest roundtrip flight from Pittsburgh to Chicago departs on 02/14/2026, is operated by United Airlines and costs $280

The fastest flight