$110 Cheap American Airlines flights Chicago (ORD) to Billings (BIL)

Landing cheap one-way American Airlines flights from ORD to BIL from $110 on Expedia is a breeze — just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares from $210 for your next exciting vacation.**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.

Start searching one to three months ahead of your travel date to find cheap fares on American Airlines flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL). 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.

Browse American Airlines's earliest flights from ORD to BIL by using our "Morning" and "Early Morning" filters. Not only will you get to where you're going sooner, early departures are also 20% 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.