Cheap Alaska Airlines flights Redmond (RDM) to Chicago (ORD)

Set the "Price (lowest to highest)" filter on Expedia to search for cheap Alaska Airlines round-trip flights from RDM to ORD. Affordable one-way tickets are also on offer.**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 before your departure to find cheap fares on Alaska Airlines flights from Robert's Field Airport (RDM) 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 reduce 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 right, and you can enjoy significant savings on domestic trips.*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.

Filter your results by "Early Morning" and "Morning" to see the earliest departures from RDM to ORD. Heading off early 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.

Alaska Airlines makes flying from RDM to ORD more comfortable with an excellent in-flight experience and top-tier customer service. You could even start earning points with Mileage Plan. Remember to join our free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed on future travel.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.