Cheap Alaska Airlines flights Chicago (ORD) to Kailua-Kona (KOA)

Grab affordable round-trip Alaska Airlines flights from ORD to KOA by sorting your results from “Price (lowest to highest)” on Expedia. Or look for deals for a one-way journey.**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.

Alaska Airlines flights to Kailua-Kona are typically cheaper in the quieter months of October and September. Whether you’re after a one-way or round-trip ticket, you could score a better deal then.

Search for affordable Alaska Airlines flights from O’Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA) one to three months ahead of your 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 type and itinerary, the best day to book a domestic flight is usually Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book 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.

Enter your dates, click search and select “Nonstop” on Expedia to find any direct flights from ORD to KOA with Alaska Airlines or another carrier.

Search Alaska Airlines’s earliest flights from ORD to KOA by selecting the “Early Morning” and “Morning” filters. Not only will you get to where you’re going sooner, early departures are also 20% less likely to be canceled.**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 flights from O’Hare Intl. Airport (ORD) to Kailua-Kona arrive at Kona Intl. Airport (KOA). This is the main gateway here.

Flying from ORD to KOA with Alaska Airlines means enjoying a host of perks, including a rewarding loyalty program and top-tier customer service. Plus, when booking through Expedia, One Key™ members can earn OneKeyCash™* to use 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.

Changes are generally free within 24 hours of making your booking, but your airline may add a charge after that. For further details about modifying your flights, check out your “Trips,” select your flight and click on “Manage Booking.” If you want the freedom to make changes without additional charges, apply the “No cancel fee” or “Changes included” filter when planning your next getaway.