$49 Cheap Flights from Pittsburgh (PIT) to Chicago (ORD)

View $49 flight on Tue, Jan 20, 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 $49 for one-way flights and $92 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, Nov 27 - Sat, Dec 6
PIT
Pittsburgh
ORD
Chicago
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 27 from Pittsburgh to Chicago, returning Sat, Dec 6, priced at $92 found 1 day ago
Spirit Airlines
Tue, Dec 9 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$93 Roundtrip, found 2 hours ago
$93
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $93 found 2 hours ago
United
Sun, Jan 18 - Tue, Jan 20
PIT
Pittsburgh
ORD
Chicago
$97 Roundtrip, just found
$97
Roundtrip
just found
Select United flight, departing Sun, Jan 18 from Pittsburgh to Chicago, returning Tue, Jan 20, priced at $97 just found
Spirit Airlines
Tue, Dec 9 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$99 Roundtrip, found 2 hours ago
$99
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $99 found 2 hours ago
Spirit Airlines
Sat, Dec 6 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $100 found 8 hours ago
United
Tue, Feb 17 - Wed, Feb 18
PIT
Pittsburgh
ORD
Chicago
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select United flight, departing Tue, Feb 17 from Pittsburgh to Chicago, returning Wed, Feb 18, priced at $102 found 6 days ago
Spirit Airlines
Sat, Dec 6 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$107 Roundtrip, found 8 hours ago
$107
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $107 found 8 hours ago
Southwest Airlines
Tue, Dec 9 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $112 found 2 hours ago
Delta
Tue, Dec 9 - Wed, Dec 10
PIT
Pittsburgh
ORD
Chicago
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Dec 9 from Pittsburgh to Chicago, returning Wed, Dec 10, priced at $122 found 2 hours ago
American Airlines
Wed, Dec 31 - Thu, Jan 1
PIT
Pittsburgh
ORD
Chicago
$129 Roundtrip, found 2 hours ago
$129
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Dec 31 from Pittsburgh to Chicago, returning Thu, Jan 1, priced at $129 found 2 hours ago

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

September is typically the cheapest month to fly

From $77 - $139 per traveler.

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 $479
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $479

Frequently asked questions

How much does a flight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $49 or cheap return flight from $92 from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Traveling in November is a great way to save, as it's the cheapest month for flights between PIT and ORD. You'll typically find the lowest fares during the off-season.
Which airlines fly direct from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Take a direct flight with United Airlines and go straight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
The cheapest airline to offer flights between Pittsburgh Intl. Airport (PIT) and O'Hare Intl. Airport (ORD) can vary based on when you plan to fly. American Airlines and United Airlines are just some good options offering well-priced fares. Use Expedia's filters to compare airlines in one place and find the right PIT to ORD flight for your budget.
How many flights per day from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Each day, an average of 7 nonstop flights take off from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD). Choose the departure that best fits your schedule.
What are the most popular departure times for flights from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Flights between PIT and ORD are their busiest at 7 AM. If you're after a more relaxed trip and potentially cheaper tickets, look for a departure outside the usual busy windows.
What day of the week has the most flights from PIT to ORD?
Friday has the most flights from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD). Consider traveling on this day and you'll have the best chance of finding a departure that fits your schedule.
What is the earliest flight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
The first flight of the day departing from Pittsburgh Intl. Airport (PIT) is at around 7:00AM UTC-5. Board this plane and you'll arrive at O'Hare Intl. Airport (ORD) at approximately 7:55AM UTC-6. The total time in the air is 1h 55m.
How long does it take to fly from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
The average flight duration from PIT to ORD is 1 hour and 52 minutes, covering a total distance of 410 mi.
What airline has the least delays from PIT to ORD?
Consider traveling with United Airlines if you'd like to fly straight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD) without any interruptions. This airline has the best track record for punctuality, with an on-time score of 88%. Want real-time updates? You can check your flight status using the Expedia App.
What is the best time to fly from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Choose a flight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the risk of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Pittsburgh Intl. Airport (PIT)?
You can arrive at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when you travel to Chicago on a direct flight from Pittsburgh Intl. Airport (PIT).
Is it cheaper to buy a plane ticket from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your departure to book a flight from PIT to ORD often results in higher prices. Although you may find some last-minute deals, they aren't always guaranteed. Be flexible with your itinerary for the best chance of scoring a bargain.
Is it cheaper to book a PIT to ORD flight and hotel package?
You'll typically save money by booking a PIT to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your ideal flights and accommodations, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from Pittsburgh Intl. Airport (PIT) to O'Hare Intl. Airport (ORD)?
Generally, it's possible to reschedule or cancel your PIT to ORD flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

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
$92
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 November. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $49 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

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