$85 Cheap Flights from Pittsburgh (PIT) to Chicago (ORD)

View $85 flight on Sat, Apr 25, 2026Opens in a new window

Popular airlines from Pittsburgh Intl. Airport (PIT) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Pittsburgh to Chicago (PIT-ORD)

Prices were available within the past 7 days and start at $85 for one-way flights and $169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Apr 18 - Sat, Apr 25
PIT
Pittsburgh
ORD
Chicago
$169 Roundtrip, found 18 hours ago
$169
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Sat, Apr 18 from Pittsburgh to Chicago, returning Sat, Apr 25, priced at $169 found 18 hours ago
Spirit Airlines
Sat, Apr 18 - Mon, Apr 20
PIT
Pittsburgh
ORD
Chicago
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Apr 18 from Pittsburgh to Chicago, returning Mon, Apr 20, priced at $173 just found
American Airlines
Thu, May 14 - Sat, May 16
PIT
Pittsburgh
ORD
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Thu, May 14 from Pittsburgh to Chicago, returning Sat, May 16, priced at $177 just found
United
Thu, Apr 23 - Mon, Apr 27
PIT
Pittsburgh
ORD
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select United flight, departing Thu, Apr 23 from Pittsburgh to Chicago, returning Mon, Apr 27, priced at $177 just found
Southwest Airlines
Tue, Apr 21 - Sat, Apr 25
PIT
Pittsburgh
ORD
Chicago
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Apr 21 from Pittsburgh to Chicago, returning Sat, Apr 25, priced at $183 found 1 hour ago
Delta
Thu, May 14 - Sat, May 16
PIT
Pittsburgh
ORD
Chicago
$187 Roundtrip, just found
$187
Roundtrip
just found
Select Delta flight, departing Thu, May 14 from Pittsburgh to Chicago, returning Sat, May 16, priced at $187 just found
American Airlines
Sat, May 23 - Tue, May 26
PIT
Pittsburgh
ORD
Chicago
$189 Roundtrip, found 3 hours ago
$189
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, May 23 from Pittsburgh to Chicago, returning Tue, May 26, priced at $189 found 3 hours ago
American Airlines
Thu, Apr 30 - Sat, May 2
PIT
Pittsburgh
ORD
Chicago
$190 Roundtrip, just found
$190
Roundtrip
just found
Select American Airlines flight, departing Thu, Apr 30 from Pittsburgh to Chicago, returning Sat, May 2, priced at $190 just found
American Airlines
Tue, Jun 2 - Wed, Jun 10
PIT
Pittsburgh
ORD
Chicago
$191 Roundtrip, found 9 hours ago
$191
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Jun 2 from Pittsburgh to Chicago, returning Wed, Jun 10, priced at $191 found 9 hours ago
Southwest Airlines
Sat, Apr 18 - Mon, Apr 20
PIT
Pittsburgh
ORD
Chicago
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Apr 18 from Pittsburgh to Chicago, returning Mon, Apr 20, priced at $192 just found

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $499
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $499

Find the cheapest month to fly from Pittsburgh (PIT) to Chicago (ORD)

October is typically the cheapest month to fly

From $77 - $139 per traveler.

Frequently asked questions

How much does a flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $85 and cheap return flights from $169 Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $90 and $649, and return flights often range between $225 and $845. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
September is the cheapest month to fly from Pittsburgh (PIT) to Chicago (ORD), with average round-trip fares around $219. This price is about 24% lower than the average throughout the year, as September often sees reduced travel after the summer peak. Other cheap months to fly from Pittsburgh to Chicago include August and October.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
5 airlines operate nonstop service from PIT to ORD:

  • United operates around 56 direct flights from PIT to ORD every week
  • American Airlines operates around 47 direct flights from PIT to ORD every week
  • Qantas Airways operates around 23 direct flights from PIT to ORD every week
  • British Airways operates around 14 direct flights from PIT to ORD every week
  • Japan Airlines operates around 7 direct flights from PIT to ORD every week

What is the cheapest airline that flies from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
United is one of the cheapest airlines offering nonstop flights from Pittsburgh (PIT) to Chicago (ORD) starting from around $77. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Pittsburgh, PA (PIT) to Chicago, IL (ORD) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from PIT to ORD, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The ideal months to fly from Pittsburgh (PIT) to Chicago (ORD) are September and October. Return flights during these months are around $219, providing excellent value. September offers pleasant weather, while October showcases beautiful fall foliage, enhancing your travel experience.*Prices based on flights available on Expedia in the last year.
How many flights per day from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 15 nonstop flights per day from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD). For more options, look at flights that include layovers.
What is the earliest flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) usually leaves at around 5:00 AM. This seasonal service operates in December, giving you a chance to maximize your day in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Pittsburgh, PA (PIT) to Chicago, IL (ORD) are in the early morning, from 6am to 9am. About 31% of passengers prefer this time window. Many major carriers, including Delta Air Lines and American Airlines, offer flights during this window. This timing is popular because it allows you to make the most of your day in Chicago.
How long does it take to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from PIT to ORD usually take about 2 hours, traveling roughly 410 miles. If you opt for a connecting flight, expect to add around 3 hours 50 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Business class seats are offered on the PIT to ORD route with American Airlines.First class cabins are available on:

  • Delta Air Lines
  • United Airlines
  • American Airlines
  • Spirit Airlines

How much is a business class flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A direct, return business class ticket from Pittsburgh (PIT) to Chicago (ORD) typically costs between $749 - $1,066. A non-stop, one-way business class flight is usually around $416 - $602. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Pittsburgh Intl. (PIT)?
From Pittsburgh Intl. (PIT), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Baltimore Washington Intl. Thurgood Marshall (BWI), Nashville Intl. (BNA), Hartsfield-Jackson Atlanta Intl. (ATL) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

0
Origin airport
Pittsburgh Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$169
Distance
410 mi

Book with confidence

Pittsburgh to Chicago Flights

The cheapest times to fly from Pittsburgh to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Pittsburgh to Chicago are during the month of April. You can find some of the cheapest flights from Pittsburgh to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Pittsburgh to Chicago

Sunday is one of the best days to book for cheap flights from Pittsburgh to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Pittsburgh to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Pittsburgh to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $85 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Pittsburgh to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Pittsburgh to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Pittsburgh to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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