$46 Cheap American Airlines flights Pittsburgh (PIT) to Chicago (ORD)

Make use of the “Price (lowest to highest)” filter on Expedia to look for cheap American Airlines return flights from $84 from PIT to ORD. Affordable one-way options from $46 are also on offer.**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.

Search for round-trip or one-way flights to Chicago in January or February. You could find an affordable fare with American Airlines during these off-peak times.

Begin your search one to three months ahead of your travel date to find cheaper fares on American 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 cut costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Nail your timing, 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.

American Airlines has direct flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD), with 20 departures each week. Simply use the “Nonstop” and “Airline” filters during your search on Expedia to show all direct American Airlines flights to ORD.

Leave Pittsburgh Intl. Airport (PIT) for O’Hare Intl. Airport (ORD) on a direct American Airlines flight, and you’ll be in the air for around 1h 49m.

Thursday has the most American Airlines flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD). With 3 daily departures, this is the best day to book something that will work for your schedule.

The first flight from PIT to ORD with American Airlines departs at 7:08AM UTC-5. You’ll touch down at 8:05AM UTC-6. The final American Airlines flight of the day leaves at 4:13PM UTC-5 and arrives at 4:58PM UTC-6. With around 20% fewer cancellations for morning and mid-morning departures, beginning your travel day early is generally the best way to go.**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.

O’Hare Intl. Airport (ORD) is the main gateway for American Airlines flights from Pittsburgh Intl. Airport (PIT) to Chicago. But the airline also flies to Midway Intl. Airport (MDW). Make sure you choose the “All Airports” option for your destination to see what’s available for your getaway to Chicago.

For the Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD) route, American Airlines typically flies Embraer 175 and Embraer 170 planes. Remember that last-minute changes can occur for operational reasons, so your flight may be on a different aircraft.

Changes are generally free within 24 hours of making your booking, but your airline may charge a fee after that time. For further details about modifying your reservation, go to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the freedom to adjust your plans without being charged, tick the “Changes included” and “No cancel fee” filters when planning your next getaway.