$252 Cheap American Airlines flights Tyler (TYR) to Chicago (ORD)

You'll discover cheap round-trip American Airlines flights from $363 from TYR to ORD by sorting your results from "Price (lowest to highest)" on Expedia. Or look for bargains from $252 for a one-way trip.**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.

Begin your search one to three months ahead of your travel date to find cheap fares on American Airlines flights from Pounds Regional Airport (TYR) 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.* Get the timing right, 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.

Browse American Airlines's earliest flights from TYR to ORD by checking the "Morning" and "Early Morning" filters. Not only will you arrive sooner, early departures also experience 20% fewer cancellations.**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.