$160 Cheap United flights Chicago (ORD) to Anchorage (ANC)

Apply the "Price (lowest to highest)" filter on Expedia to look for cheap United Airlines return flights from $318 from ORD to ANC. Affordable one-way tickets from $160 are available too.**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 cheaper fares on United Airlines flights from O'Hare Intl. Airport (ORD) to Ted Stevens Anchorage Intl. Airport (ANC). 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.* Time it well, 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.

To find the earliest departures from ORD to ANC with United Airlines, filter your search by "Early Morning" and "Morning." Choosing an early flight usually means you're less likely to experience 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.

With a rewarding loyalty program, United Airlines is a favorite of many travelers departing from ORD to ANC. Plus, as a United Mileage Plus and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights along with your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.