$79 Cheap American Airlines flights Washington (DCA) to Chicago (ORD)

Finding cheap one-way American Airlines flights from DCA to ORD from $79 on Expedia is a breeze --- just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly round-trip fares from $159 for your next exciting 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.

Start searching one to three months ahead of your departure date to score cheap fares on American Airlines flights from Ronald Reagan Washington National Airport (DCA) to O'Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to 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 your timing spot on, and you can enjoy significant savings on domestic flights.*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.

Jetting off from DCA at 6:00AM UTC-5, the first American Airlines flight to ORD arrives at 7:24AM UTC-6. Traveling earlier in the day means you'll be less likely to encounter delays or cancellations.* Don't like early starts? The last American Airlines flight from DCA to ORD departs at 8:45PM UTC-5 and touches down at 10:04PM 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.