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CA $97 Cheap Flights from Pittsburgh (PIT) to Chicago (ORD)

View CA $97 flight on Thu, Aug 27, 2026Opens in a new window

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

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Cheap flights from Pittsburgh (PIT) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $97 for one-way flights and CA $192 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Feb 20 - Mon, Feb 22
PIT
Pittsburgh
ORD
Chicago
CA $192 Roundtrip, found 5 days ago
CA $192
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $192 found 5 days ago
American Airlines
Thu, Aug 27 - Thu, Sep 3
PIT
Pittsburgh
ORD
Chicago
CA $193 Roundtrip, found 1 day ago
CA $193
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 27 from Pittsburgh to Chicago, returning Thu, Sep 3, priced at CA $193 found 1 day ago
Delta
Sat, Feb 20 - Mon, Feb 22
PIT
Pittsburgh
ORD
Chicago
CA $206 Roundtrip, found 5 days ago
CA $206
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $206 found 5 days ago
American Airlines
Thu, Aug 27 - Thu, Sep 3
PIT
Pittsburgh
ORD
Chicago
CA $208 Roundtrip, found 1 day ago
CA $208
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 27 from Pittsburgh to Chicago, returning Thu, Sep 3, priced at CA $208 found 1 day ago
Delta
Sat, Feb 20 - Mon, Feb 22
PIT
Pittsburgh
ORD
Chicago
CA $220 Roundtrip, found 5 days ago
CA $220
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $220 found 5 days ago
Delta
Thu, Aug 27 - Thu, Sep 3
PIT
Pittsburgh
ORD
Chicago
CA $221 Roundtrip, found 1 day ago
CA $221
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Aug 27 from Pittsburgh to Chicago, returning Thu, Sep 3, priced at CA $221 found 1 day ago
American Airlines
Sat, Feb 20 - Mon, Feb 22
PIT
Pittsburgh
ORD
Chicago
CA $242 Roundtrip, found 5 days ago
CA $242
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $242 found 5 days ago
American Airlines
Thu, Aug 27 - Thu, Sep 3
PIT
Pittsburgh
ORD
Chicago
CA $243 Roundtrip, found 1 day ago
CA $243
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 27 from Pittsburgh to Chicago, returning Thu, Sep 3, priced at CA $243 found 1 day ago
JetBlue Airways
Thu, Aug 27 - Thu, Sep 3
PIT
Pittsburgh
ORD
Chicago
CA $274 Roundtrip, found 1 day ago
CA $274
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Aug 27 from Pittsburgh to Chicago, returning Thu, Sep 3, priced at CA $274 found 1 day ago
United
Wed, Nov 11 - Sun, Nov 15
PIT
Pittsburgh
ORD
Chicago
CA $474 Roundtrip, found 1 day ago
CA $474
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 11 from Pittsburgh to Chicago, returning Sun, Nov 15, priced at CA $474 found 1 day ago

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

January is typically the cheapest month to fly

From CA $129 - CA $310 per traveller.

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 CA $97 and cheap return flights from CA $192 PIT to ORD with Expedia. One-way flights typically cost between CA$150 and CA$704. 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 PIT to ORD ticket fares go up or down.
What is the cheapest month to fly from Pittsburgh, PA (PIT) to Chicago, IL (ORD)?
The cheapest months to fly from Pittsburgh, PA (PIT) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 4 airlines offering direct flights from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD). Here are some of the top carriers:
  • United operates 76 direct flights from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD) every week.
  • American Airlines operates 49 direct flights from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD) every week.
  • Qantas Airways operates 28 direct flights from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD) every week.
  • Japan Airlines operates 9 direct flights from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD) every week.
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-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, American Airlines 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 Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.), 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 cheapest months to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) are typically September and October, with average return flights around CA$305. However, the most popular months for this route are July and November, meaning you'll find plenty of flight options during those times. If you're looking for the best balance of good fares and a wide selection of flights, you might consider flying in the shoulder seasons around these popular times.
How many flights per day from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 18 nonstop flights per day from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD). For even more choices, look at flights that include layovers, as there are approximately 82 connecting flights per day. Some common connection points include LaGuardia (LGA), Hartsfield-Jackson Atlanta Intl. (ATL), and Charlotte-Douglas Intl. (CLT).
What is the earliest flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM local time, operated by American Airlines. This is a seasonal service active in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Pittsburgh International Airport (PIT) to O'Hare International Airport (ORD) on Thursdays, with around 65 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options regardless of your travel day.
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 Intl. (PIT) to O'Hare Intl. (ORD) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer these times because it allows them to arrive at their destination early, giving them a full day for business or leisure activities.
How long does it take to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 2 hours. This route covers a distance of approximately 660 kilometers. If you opt for a one-stop flight, your travel time will be longer, usually around 5 hours 48 minutes. Flights with two or more stops will take even longer, typically around 7 hours 18 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic.
Can you fly business or first class from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Yes, you can fly business class or first class between PIT and ORD. Airlines that offer business class service on this route include:
  • Frontier Airlines
  • Delta
First class cabins are available on:
  • Alaska Airlines
  • Spirit Airlines
  • United
  • Delta
  • American Airlines
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, IL (ORD) from Pittsburgh, PA (PIT)?
If you're planning to travel to Chicago from Pittsburgh Intl. (PIT), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), LaGuardia (LGA), or John F. Kennedy Intl. (JFK) 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.) flight and hotel package 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
Roundtrip price
CA $192
Distance
656 km

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Pittsburgh to Chicago Flights

The easy way to book your flights from Pittsburgh to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Pittsburgh whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Pittsburgh to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Pittsburgh Intl., PIT to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Pittsburgh to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Pittsburgh currently is just CA $192 rising to CA $474.  

Here are more money-saving tips: 

  • Fly in February when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Pittsburgh 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Pittsburgh to Chicago Flights

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