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O'Hare Intl

$66+ Cheap flights from Pittsburgh (PIT) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Chicago O'Hare Intl are usually found in August or September, booked 55 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Pittsburgh to O'Hare Intl

Cheapest flights from Pittsburgh to O'Hare Intl
Explore the most affordable flight options available from Pittsburgh to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 11, 2026.

This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:25 am
PIT
-
ORD
1 stop7h 25m
Southwest
Thu 4/92:40 pm
ORD
-
PIT
1 stop6h 35m
Southwest
Deal found 3/10$167
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:10 am
PIT
-
ORD
1 stop10h 20m
Southwest
Mon 4/132:40 pm
ORD
-
PIT
2 stops7h 30m
Southwest
Deal found 3/8$175
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:08 pm
PIT
-
ORD
1 stop5h 27m
Delta
Thu 4/305:15 am
ORD
-
PIT
1 stop4h 29m
Delta
Deal found 3/10$177
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:12 pm
PIT
-
ORD
Nonstop1h 54m
American Airlines
Mon 4/136:17 pm
ORD
-
PIT
Nonstop1h 43m
American Airlines
Deal found 3/8$178
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:55 am
PIT
-
ORD
1 stop7h 55m
Southwest
Mon 4/132:40 pm
ORD
-
PIT
1 stop6h 35m
Southwest
Deal found 3/10$182
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:07 pm
PIT
-
ORD
1 stop5h 27m
Delta
Sat 4/47:10 am
ORD
-
PIT
1 stop5h 17m
Delta
Deal found 3/10$187
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:55 am
PIT
-
ORD
1 stop7h 55m
Southwest
Mon 5/112:40 pm
ORD
-
PIT
1 stop6h 35m
Southwest
Deal found 3/9$192
This American Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/110:00 am
PIT
-
ORD
Nonstop1h 54m
American Airlines
Thu 4/26:08 am
ORD
-
PIT
1 stop5h 51m
American Airlines
Deal found 3/10$197
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:45 am
PIT
-
ORD
2 stops8h 05m
Southwest
Sat 5/91:55 pm
ORD
-
PIT
1 stop6h 10m
Southwest
Deal found 3/7$199

Find flight deals from Pittsburgh to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(Southwest)

One-way from

$66
(United Airlines)

Popular in

November

Cheapest in

August

Average price

$319

Good round-trip deal

$321 or less

Good one-way deal

$197 or less
Provider with most accurate pricing for Pittsburgh-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Chicago O'Hare Intl flights.
Search Deals
From Pittsburgh to Chicago O'Hare Intl
Search Deals
One-way flight from Pittsburgh to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Pittsburgh to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Pittsburgh to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 11, 2026.
Use the filters below to find and compare flights from Pittsburgh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 6/3

6:25 am-12:50 pm

1 stop7h 25m

Chicago O'Hare Intl

Thu 6/4

6:00 am-4:00 pm

1 stop9h 00m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 4/27

5:45 am-12:50 pm

2 stops8h 05m

Chicago O'Hare Intl

Tue 4/28

2:40 pm-9:20 pm

1 stop5h 40m

$182

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 4/11

6:00 am-3:30 pm

2 stops10h 30m

Chicago O'Hare Intl

Mon 4/13

2:40 pm-10:15 pm

1 stop6h 35m

$188
Quickest round-trip

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 5/7

10:55 am-11:42 am

Nonstop1h 47m

Chicago O'Hare Intl

Mon 5/18

2:10 pm-4:51 pm

Nonstop1h 41m

$217

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 5/7

5:45 am-12:50 pm

2 stops8h 05m

Chicago O'Hare Intl

Mon 5/11

2:40 pm-10:15 pm

1 stop6h 35m

$222

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 5/26

6:25 am-12:50 pm

1 stop7h 25m

Chicago O'Hare Intl

Wed 5/27

2:40 pm-9:20 pm

1 stop5h 40m

$237

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 4/4

6:30 am-9:10 am

1 stop3h 40m

Chicago O'Hare Intl

Mon 4/6

5:40 pm-10:46 pm

1 stop4h 06m

$238

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 6/9

10:54 am-11:42 am

Nonstop1h 48m

Chicago O'Hare Intl

Tue 6/16

10:25 am-1:09 pm

Nonstop1h 44m

$240

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 7/28

1:03 pm-7:25 pm

1 stop7h 22m

Chicago O'Hare Intl

Tue 8/4

10:48 am-7:22 pm

1 stop7h 34m

$251

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 5/1

5:55 am-12:50 pm

1 stop7h 55m

Chicago O'Hare Intl

Mon 5/4

2:40 pm-10:15 pm

1 stop6h 35m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 23 resultsSorted by cheapest first
1
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3

Compare providers for flights from Pittsburgh to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pittsburgh to O'Hare Intl in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pittsburgh-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pittsburgh-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pittsburgh-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Pittsburgh to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Pittsburgh to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to O'Hare Intl. Price data was last updated on March 6, 2026.

The best time to book flights from Pittsburgh to Chicago O'Hare Intl Airport is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Pittsburgh to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Chicago O'Hare Intl Airport (average of $91). Flying from Pittsburgh to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $163). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PIT to ORD?

Find hourly flight availability from Pittsburgh to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 11, 2026.

It’s optimal to fly from Pittsburgh to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Pittsburgh to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to O'Hare Intl. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Pittsburgh to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Pittsburgh to Chicago O'Hare Intl Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Pittsburgh to Chicago O'Hare Intl Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on PIT

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated March 11, 2026.
See what other customers who have flown with United Airlines and American Airlines from Pittsburgh to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,414 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,414 reviews
United Airlines
7.4
Good
9,414 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,419 reviews
United Airlines
7.4
Good
9,414 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pittsburgh to Chicago O'Hare Intl?

    For a flight from Pittsburgh to Chicago O'Hare Intl, you will be flying from Pittsburgh. Pittsburgh (PIT) is just 13.5 mi from the center of the city. Pittsburgh is the only Pittsburgh airport and it handles 38 outbound flights to Chicago O'Hare Intl per day. 2 airlines have flights to Chicago O'Hare Intl from Pittsburgh on a regular basis.

  • How long is the flight from Pittsburgh to Chicago O'Hare Intl Airport?

    Southwest and United Airlines can get you from Pittsburgh to Chicago O'Hare Intl Airport in just under 1h 47m. Your travel time can differ by up to 5h 38m. There are 411 mi between Pittsburgh and Chicago O'Hare Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Pittsburgh to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Pittsburgh to Chicago O'Hare Intl Airport round-trip from $92. Another airline that can offer you cheap pricing is United Airlines. You may be able to fly from Pittsburgh to Chicago O'Hare Intl Airport for 69% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Pittsburgh to Chicago O'Hare Intl Airport?

    Before booking your flight to Chicago O'Hare Intl Airport from Pittsburgh, check out the most reliable airlines to get you to your destination on time: GoJet (100%), ANA (87%), United Airlines( 86%).

  • What are the cheapest flights from Pittsburgh to Chicago O'Hare Intl Airport?

    While on average a flight from Pittsburgh to Chicago O'Hare Intl Airport is generally $809, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Pittsburgh - Chicago O'Hare Intl), you can expect to pay $137 for that flight.

  • Can I find deals for flights from Pittsburgh to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to O'Hare Intl.

  • Can I find deals for business class flights from Pittsburgh to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Pittsburgh to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pittsburgh to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Chicago O'Hare Intl Airport (average of $91). Flying from Pittsburgh to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $163). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Elk Grove Village
Skokie
Oak Brook
South Holland
Beloit
Libertyville
Waukegan
Warrenville
Bridgeview
Oakbrook Terrace

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Pittsburgh to O'Hare Intl

Discover the top 2 airlines that operate flights from Pittsburgh to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$92Average$279FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$103Average$297FlexibilityNo cancel feeOn-time69%

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