$111 Cheap Alaska Airlines flights Chicago (ORD) to Kelowna (YLW)

Landing cheap one-way Alaska Airlines flights from ORD to YLW from $111 on Expedia is easy — just filter by “Price (lowest to highest).” Alternatively, check out our budget-friendly round-trip fares from $286 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.

Browse for round-trip or one-way flights to Kelowna in January or November. You could find lower fares with Alaska Airlines during these off-peak travel months.

Landing the best Alaska Airlines deals from ORD to YLW often comes down to booking at the right moment. You can save 17% on international flights when you book 18 to 29 days before takeoff instead of four to five months ahead. What’s more, you can pocket 17% on average by buying your tickets on a Sunday rather than a Friday, which is usually the most expensive day to book.* It’s a good idea to start searching for flights about one month before you plan to travel.*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 out if there’s a direct trip from ORD to YLW with Alaska Airlines or any other airlines, check the “Nonstop” filter when searching for tickets.

To find the earliest departures from ORD to YLW with Alaska Airlines, filter your search by “Morning” and “Early Morning.” Booking an early flight usually 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.

Board an Alaska Airlines flight from O’Hare Intl. Airport (ORD) to Kelowna, and you’ll most likely touch down at Kelowna Intl. Airport (YLW). This is the airline’s primary hub in this city.

Flying from ORD to YLW with Alaska Airlines comes with plenty of perks, such as top-tier customer service and a rewarding loyalty program. Plus, when booking through Expedia, One Key™ members can earn OneKeyCash™* to use on select future travel purchases. That’s on top of 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.

Depending on the ticket type you purchased, a fee will generally apply if you cancel or change your flight more than 24 hours after it’s been confirmed. To find tickets with more flexibility, select our “No cancel fee” or “Changes included” filter while searching for flights. To learn more about canceling or modifying your reservation, go to “Trips,” select your flight and tick “Manage Booking.”