$39 Cheap United flights Pittsburgh (PIT) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to look for cheap United Airlines return flights from $77 from PIT to ORD. Affordable one-way fares from $39 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Look for one-way or round-trip flights to Chicago in January or February. You could find a cheap fare with United Airlines during these off-peak travel months.

Begin your search one to three months ahead of your departure date to score cheap fares on United Airlines flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Time it well, and you can enjoy significant savings on domestic journeys.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Book a seat on one of United Airlines’s 33 weekly direct flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD). To view available options, enter your travel dates, origin and destination and hit search. Then use the “Nonstop” and “Airline” filters.

On average, it takes 1h 54m to fly nonstop from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD) with United Airlines.

United Airlines operates the most flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD) on Monday. With up to 5 daily departures, you’ll get the most flexibility on this day.

Setting off from PIT at 7:00AM UTC-5, the first United Airlines flight to ORD lands at 7:55AM UTC-6. Traveling earlier in the day means you’ll be less likely to experience cancellations.* Not a morning person? The last United Airlines flight from PIT to ORD departs at 5:55PM UTC-5 and touches down at 6:42PM UTC-6.*Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Many United Airlines flights from Pittsburgh Intl. Airport (PIT) to Chicago land at O’Hare Intl. Airport (ORD). This is the airline’s main entry point to this destination. It’s worth browsing Expedia for flights to nearby airports such as Midway Intl. Airport (MDW), as prices may be cheaper.

Fly from PIT to ORD with United Airlines and you can look forward to a range of perks starting with a rewarding loyalty program. When booking through Expedia as a United Mileage Plus and One Key™ member, you could also earn OneKeyCash™* to spend on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

United Airlines generally flies Boeing 737-700 planes for flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD). This airline also operates the Bombardier CRJ700 on this route. Remember that aircraft type can change due to operational needs, so the plane you catch might be different on the day.

In most cases, you can cancel or change your flight, although additional fees may apply if you booked over 24 hours ago. Need flexible options? Make use of Expedia’s “Changes included” and “No cancel fee” filters to find flights that won’t charge extra if you need to adjust your plans. To make modifications, head to “Trips,” select your flight and click on “Manage Booking” for more information.