Find Cheap Flights from Pittsburgh to Chicago (PIT - CHI)

Flights overview

Useful information for finding cheap flights from Pittsburgh to Chicago and booking your next trip

Cheapest round-trip flights	$167	United 1 stop 15 hr Sat, May 23 — Sun, May 24	The cheapest round-trip flight from Pittsburgh to Chicago is currently $167
Cheapest one-way flight	$69	United Nonstop 2 hr Wed, May 27	The cheapest one-way flight from Pittsburgh to Chicago is currently $69
Cheapest nonstop flights	$177	American Nonstop 2 hr Thu, Jun 4 — Mon, Jun 8	The cheapest nonstop round-trip flight from Pittsburgh to Chicago is currently $177
Last-minute weekend getaway	$404	JetBlue 1 stop 6 hr Sat, May 9 — Sun, May 10	The cheapest last-minute weekend getaway from Pittsburgh to Chicago is currently $404
Cheapest business class flights	$359	American Nonstop 2 hr Thu, Jun 4 — Mon, Jun 8	The cheapest business class round-trip flight from Pittsburgh to Chicago is currently $359

Fastest flight	1 hr 25 min	The fastest nonstop flight from Pittsburgh to Chicago takes 1 hr 25 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Pittsburgh to Chicago is typically August. The most expensive month to fly is typically July.

August Cheapest	Typical prices: $95–305
July Most expensive	Typical prices: $205–335

Popular airlines from Pittsburgh to Chicago

United

Nonstop

from $177

Typical price: $170–455

51 weekly nonstop flights

PIT - ORD Every day

284 weekly connecting flights

PIT - ORD Every day
Southwest

Nonstop

from $187

Typical price: $170–495

20 weekly nonstop flights

PIT - MDW Every day

1774 weekly connecting flights

PIT - MDW, ORD Every day
American

Nonstop

from $177

Typical price: $170–440

35 weekly nonstop flights

PIT - ORD Every day

482 weekly connecting flights

PIT - ORD Every day
Delta

from $197

Typical price: $210–550

638 weekly connecting flights

PIT - MDW, ORD Every day
JetBlue

from $304

Typical price: $315–760

23 weekly connecting flights

PIT - ORD Every day
Alaska

from $781

Typical price: $540–1,350

17 weekly connecting flights

PIT - ORD Every day

Popular airports near Pittsburgh

Pittsburgh International Airport (PIT)

Pittsburgh United States 21 min 12 mi
Cleveland Hopkins International Airport (CLE)

Cleveland United States 2 hr 9 min 117 mi
John Glenn Columbus International Airport (CMH)

Columbus United States 2 hr 56 min 155 mi
Akron-Canton Airport (CAK)

Akron United States 1 hr 52 min 82 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Pittsburgh to Chicago

The cheapest flights from Pittsburgh to Chicago are usually in August. Typical ticket prices in August range from $95 to $305.

The cheapest round-trip flight from Pittsburgh to Chicago recently found on Google Flights was with United from $167. The cheapest one-way flight was with United from $69.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Pittsburgh to Chicago is $177, flying from May 28 to Jun 1.
The cheapest Southwest flight from Pittsburgh to Chicago is $187, flying from Jun 6 to Jun 8.
The cheapest American flight from Pittsburgh to Chicago is $177, flying from Jun 4 to Jun 8.
The cheapest Delta flight from Pittsburgh to Chicago is $197, flying from Jun 4 to Jun 8.
The cheapest JetBlue flight from Pittsburgh to Chicago is $304, flying from May 30 to Jun 1.
The cheapest Alaska flight from Pittsburgh to Chicago is $781, flying from May 28 to Jun 1.

The cheapest round-trip flight from Pittsburgh to Chicago starts at $167 from Sat, May 23 to Sun, May 24. The cheapest one-way flight starts at $69 and departs on Wed, May 27.

1 hr 25 min is the shortest flight time from Pittsburgh to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Pittsburgh to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Pittsburgh to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Pittsburgh to Chicago.

In terms of nonstop flights, United is the most popular. United offers 51 nonstop flights and 284 connecting flights per week. United flies from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 20 nonstop flights and 1,774 connecting flights per week. Southwest flies from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Pittsburgh to Chicago are:

American offers 35 nonstop flights and 482 connecting flights per week. American flies from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) .
Delta offers 638 connecting flights per week. Delta flies from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
JetBlue offers 23 connecting flights per week. JetBlue flies from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) .
Alaska offers 17 connecting flights per week. Alaska flies from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Pittsburgh and Chicago.

The cheapest round-trip flight from Pittsburgh to Chicago recently found on Google Flights was with United from $167. The cheapest one-way flight was with United from $69.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Pittsburgh to Chicago is $177, flying from May 28 to Jun 1.
The cheapest Southwest flight from Pittsburgh to Chicago is $187, flying from Jun 6 to Jun 8.
The cheapest American flight from Pittsburgh to Chicago is $177, flying from Jun 4 to Jun 8.
The cheapest Delta flight from Pittsburgh to Chicago is $197, flying from Jun 4 to Jun 8.
The cheapest JetBlue flight from Pittsburgh to Chicago is $304, flying from May 30 to Jun 1.
The cheapest Alaska flight from Pittsburgh to Chicago is $781, flying from May 28 to Jun 1.

Southwest, United and American fly direct from Pittsburgh to Chicago.

There are 51 United direct flights from Pittsburgh to Chicago per week. Flights are available every day.
There are 20 Southwest direct flights from Pittsburgh to Chicago per week. Flights are available every day.
There are 35 American direct flights from Pittsburgh to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Pittsburgh and Chicago at price $404 is offered by JetBlue from Sat, May 9 to Sun, May 10.

Southwest, United and American fly direct from Pittsburgh to Chicago.

There are 51 United direct flights from Pittsburgh to Chicago per week. Flights are available every day.
There are 20 Southwest direct flights from Pittsburgh to Chicago per week. Flights are available every day.
There are 35 American direct flights from Pittsburgh to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Pittsburgh to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Pittsburgh and Chicago start at $177 from Thu, Jun 4 to Mon, Jun 8 with American.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Pittsburgh to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Pittsburgh and Chicago start at $359 from Thu, Jun 4 to Mon, Jun 8 with American.

The cheapest economy class round-trip flights between Pittsburgh and Chicago start at $167 from Sat, May 23 to Sun, May 24.

To book business class trips from Pittsburgh to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Pittsburgh and Chicago starts at $404 from Sat, May 9 to Sun, May 10 with JetBlue.

The cheapest last-minute deal between Pittsburgh and Chicago at price $404 is offered by JetBlue from Sat, May 9 to Sun, May 10.

To find last-minute flight deals from Pittsburgh to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.