$246 Cheap Alaska Airlines flights Juneau (JNU) to Chicago (ORD)

Landing cheap one-way Alaska Airlines flights from JNU to ORD from $246 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares from $489 for your next 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 before your departure to find cheap fares on Alaska Airlines flights from Juneau Intl. Airport (JNU) 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 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 departure from JNU to ORD with Alaska Airlines, filter your search by "Early Morning" and "Morning." Choosing an early flight generally means you'll experience 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.

Taking off from JNU to ORD with Alaska Airlines means enjoying a host of benefits, including an excellent in-flight experience and top-tier customer service. Plus, when you book through Expedia, One Key™ members can collect OneKeyCash™* to redeem on select future travel purchases. That's in addition to the Mileage Plan points you can earn with Alaska Airlines.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.