O'Hare Intl

$100+ Cheap flights from Pittsburgh (PIT) to O'Hare Intl (ORD)

PIT — ORD
Dec 8 — Dec 151
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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3. Compare prices and book

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Cheapflights Tip: The best prices from Pittsburgh to Chicago O'Hare Intl are usually found in February or April, booked 87 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

Tue 11/106:27 pm -
1 stop23h 40m
Tue 11/179:51 am -
1 stop6h 41m
Deal found 11/3$270
Tue 12/86:00 am -
1 stop8h 30m
Thu 12/105:35 am -
1 stop10h 58m
Deal found 11/3$275
Fri 12/186:11 pm -
1 stop7h 57m
Sun 12/205:47 pm -
1 stop22h 29m
Deal found 11/4$276
Fri 12/49:31 am -
Nonstop2h 04m
Tue 12/88:14 am -
Nonstop1h 46m
Deal found 11/3$277
Thu 12/39:31 am -
Nonstop2h 04m
Mon 12/76:10 pm -
Nonstop1h 47m
Deal found 11/4$278
Mon 12/76:28 pm -
1 stop7h 40m
Tue 12/87:00 am -
1 stop13h 31m
Deal found 11/4$280
Fri 12/46:28 pm -
1 stop7h 31m
Mon 12/75:35 am -
1 stop10h 58m
Deal found 11/8$290
Sun 12/66:28 pm -
1 stop7h 40m
Tue 12/87:00 am -
1 stop13h 31m
Deal found 11/4$296

Find flight deals from Pittsburgh to O'Hare Intl

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$275
(Priceline)

One-way from

$100
(Priceline)

Popular in

November

Cheapest in

February

Average price

$517

Good round-trip deal

$402 or less

Good one-way deal

$262 or less
Provider with most accurate pricing for Pittsburgh-Chicago O'Hare Intl flight deals.
Provider most trusted by Cheapflights users for Pittsburgh-Chicago O'Hare Intl flights.
From Pittsburgh to Chicago O'Hare Intl
One-way flight from Pittsburgh to Chicago O'Hare Intl
Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Pittsburgh to Chicago O'Hare Intl.
Price to beat on a one-way flight from Pittsburgh to Chicago O'Hare Intl.

Cheapflights Fare Finder

 
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 Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Sat 1/23

6:09 pm-12:55 am

1 stop7h 46m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$105

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 12/22

7:28 pm-8:27 pm

Nonstop1h 59m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139
Quickest round-trip

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 12/2

6:00 pm-6:48 pm

Nonstop1h 48m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 12/1

6:00 pm-6:48 pm

Nonstop1h 48m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 12/1

1:00 pm-7:25 pm

1 stop7h 25m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 12/16

1:00 pm-6:23 pm

1 stop6h 23m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 12/16

6:00 pm-6:48 pm

Nonstop1h 48m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$150

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 1/26

2:16 pm-11:50 am

2 stops46h 34m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$153

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Tue 12/15

10:45 am-11:42 am

Nonstop1h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$195

PittsburghChicago

PIT Pittsburgh - ORD Chicago O'Hare Intl

PITORD

Pittsburgh

Wed 11/18

6:00 am-1:42 pm

1 stop8h 42m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 22 resultsSorted by cheapest first
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Compare providers for flights from Pittsburgh to O'Hare Intl

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust 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

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?

The best time to book flights from Pittsburgh to Chicago O'Hare Intl Airport is 86 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, February is the cheapest month in which you can book a flight from Pittsburgh to Chicago O'Hare Intl Airport (average of $283). Flying from Pittsburgh to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $517). 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?

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 13% 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?

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

How much does it cost to fly round-trip from Pittsburgh to Chicago O'Hare Intl Airport?

Airfare is below average for this route at the moment.

Pittsburgh to Chicago O'Hare Intl Airport flights typically cost between $367 and $692 in December.
The cheapest round-trip price found within the last 5 days was $275 on Multiple Airlines (Dec 8-Dec 10).

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

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.

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.

Reviews of airlines servicing O'Hare Intl

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.

Overall

7.3

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Overall

7.3

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Overall

7.3

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.7

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • 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 45 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?

    United Airlines and Delta can get you from Pittsburgh to Chicago O'Hare Intl Airport in just under 1h 57m. Your travel time can differ by up to 3h 40m. 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 $152. 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 59% 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: Copa Airlines (90%), Republic Airways (86%), Qatar Airways( 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 $992, our data shows the cheapest flight currently is $139. When looking at the most popular route, (Pittsburgh - Chicago O'Hare Intl), you can expect to pay $249 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, February is the cheapest month in which you can book a flight from Pittsburgh to Chicago O'Hare Intl Airport (average of $283). Flying from Pittsburgh to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $517). 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
Benton Harbor
Rosemont
Naperville
Lake Geneva
Des Plaines
Glenview
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Schaumburg
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Beloit
Elgin
Racine

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Pittsburgh to O'Hare Intl

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$152Average$343FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$178Average$390FlexibilityNo cancel feeOn-time69%

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