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O'Hare Intl

$59+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 May, booked 55 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap 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 October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$129
(Southwest)

One-way from

$59
(Southwest)

Popular in

November

Cheapest in

August

Average price

$289

Good round-trip deal

$326 or less

Good one-way deal

$190 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.
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From Pittsburgh to Chicago O'Hare Intl
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One-way flight from Pittsburgh to Chicago O'Hare Intl
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Pittsburgh to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Pittsburgh to Chicago O'Hare Intl.
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:06 pmPIT - ORD
1 stop15h 39mMultiple Airlines
Thu 11/137:34 pmORD - PIT
1 stop9h 47mMultiple Airlines
Deal found 10/29$131
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1410:06 pmPIT - ORD
1 stop15h 39mMultiple Airlines
Sun 11/166:40 amORD - PIT
1 stop22h 41mMultiple Airlines
Deal found 10/30$134
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/34:53 pmPIT - ORD
Nonstop2h 03mAmerican Airlines
Thu 12/46:30 pmORD - PIT
Nonstop1h 30mAmerican Airlines
Deal found 10/30$139
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:14 pmPIT - ORD
1 stop13h 13mSpirit Airlines
Wed 11/1910:52 amORD - PIT
1 stop9h 19mSpirit Airlines
Deal found 10/30$141
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/102:38 pmPIT - ORD
1 stop7h 04mFrontier
Mon 11/178:26 amORD - PIT
1 stop4h 27mFrontier
Deal found 10/29$143
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:30 pmPIT - ORD
1 stop7h 45mFrontier
Sun 11/165:11 amORD - PIT
1 stop7h 42mFrontier
Deal found 10/30$144
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:14 pmPIT - ORD
1 stop9h 13mMultiple Airlines
Mon 11/178:26 amORD - PIT
1 stop4h 27mMultiple Airlines
Deal found 10/29$146
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:16 amPIT - ORD
2 stops12h 18mSpirit Airlines
Wed 11/1910:52 amORD - PIT
1 stop9h 19mSpirit Airlines
Deal found 10/28$152
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:15 amPIT - ORD
1 stop11h 12mMultiple Airlines
Fri 11/146:00 amORD - PIT
1 stop9h 35mMultiple Airlines
Deal found 10/30$153
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:14 pmPIT - ORD
1 stop13h 13mSpirit Airlines
Tue 11/187:34 pmORD - PIT
2 stops24h 37mSpirit Airlines
Deal found 10/29$154
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:00 amPIT - ORD
Nonstop1h 53mUnited Airlines
Mon 12/810:36 amORD - PIT
Nonstop1h 30mUnited Airlines
Deal found 10/30$157

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 October 30, 2025.
Use the filters below to find and compare flights from Pittsburgh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Pittsburgh

Fly to

O'Hare Intl

Route

Depart

Return

Price

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/17

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Tue 1/20

11:55 am-9:40 pm

1 stop8h 45m

$129

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 12/8

5:51 pm-6:35 pm

Nonstop1h 44m

Chicago O'Hare Intl

Wed 12/10

9:05 pm-11:38 pm

Nonstop1h 33m

$134

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/22

6:00 am-1:10 pm

1 stop8h 10m

Chicago O'Hare Intl

Mon 1/26

2:05 pm-11:53 pm

1 stop8h 48m

$155

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 12/4

1:00 pm-6:27 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 12/8

5:30 am-12:41 pm

1 stop6h 11m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/15

6:00 am-9:40 am

1 stop4h 40m

Chicago O'Hare Intl

Mon 1/19

5:37 pm-10:39 pm

1 stop4h 02m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 12/4

7:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Mon 12/8

6:10 pm-8:50 pm

Nonstop1h 40m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 12/8

5:26 pm-9:56 pm

1 stop5h 30m

Chicago O'Hare Intl

Thu 12/11

9:49 am-4:21 pm

1 stop5h 32m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 1/28

6:25 am-12:15 pm

1 stop6h 50m

$59

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 1/19

6:00 am-12:15 pm

2 stops7h 15m

$64

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 2/21

5:50 am-12:15 pm

1 stop7h 25m

$71

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 16 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Pittsburgh-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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 October 24, 2025.

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 February is currently the most expensive (average of $161). 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 October 30, 2025.

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 39% 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 October 26, 2025.

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

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Pittsburgh to Chicago O'Hare Intl Airport trip
Airports
PIT

Arrive early at PIT due to ongoing construction and potential security delays, especially for morning flights.

Read more about PITby John Walton
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

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

John Walton

John Walton

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 October 30, 2025.
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
8,998 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

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
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

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 21 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, United Airlines, and JetBlue can get you from Pittsburgh to Chicago O'Hare Intl Airport in just under 1h 44m. Your travel time can differ by up to 6h 26m. 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 $93. 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 70% 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%), Copa Airlines (96%), SWISS( 94%).

  • 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 $904, our data shows the cheapest flight currently is $114. When looking at the most popular route, (Pittsburgh - Chicago O'Hare Intl), you can expect to pay $97 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 February is currently the most expensive (average of $161). 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
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora

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Alternative routes for Pittsburgh to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$93Average$296FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$127Average$322FlexibilityNo cancel feeOn-time69%

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