$49 Cheap American Airlines flights Chicago (ORD) to Pittsburgh (PIT)

Finding cheap one-way American Airlines flights from ORD to PIT from $49 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Or check out our budget-friendly round-trip fares from $97 for your next getaway.**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.

To find cheap American Airlines fares from O'Hare Intl. Airport (ORD) to Pittsburgh Intl. Airport (PIT), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also impact the overall cost. Sunday is typically the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your flight on a Sunday.**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.

The earliest American Airlines flight from ORD to PIT departs at 8:00AM UTC-6, arriving at 10:37AM UTC-5. If you'd like to head off later, the last American Airlines flight leaves ORD at 6:15PM UTC-6 and lands at PIT at 8:53PM UTC-5. Flying early is generally a good idea as morning and mid-morning flights are less likely to be canceled.**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.