$129 Cheap Alaska Airlines flights Chicago (ORD) to Santa Rosa (STS)

Scoring cheap one-way Alaska Airlines flights from ORD to STS from $129 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Alternatively, check out our affordable round-trip fares 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.

Look for affordable Alaska Airlines flights from O'Hare Intl. Airport (ORD) to Sonoma County Airport (STS) one to three months ahead of your day of departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the best day to book a domestic flight is usually Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**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 STS with Alaska Airlines, filter your search by "Morning" and "Early 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.

Jetting off from ORD to STS with Alaska Airlines means enjoying a host of benefits, including a rewarding loyalty program and top-tier customer service. Plus, when booking through Expedia, One Key™ members can earn 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.