Cheap Alaska Airlines flights Kahului (OGG) to Chicago (ORD)

Finding cheap one-way Alaska Airlines flights from OGG to ORD on Expedia couldn’t be simpler — just filter by “Price (lowest to highest).” Alternatively, check out our affordable return 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 one-way or return flights to Chicago in January or February. You could find lower fares with Alaska Airlines during these off-peak times.

To find cheap Alaska Airlines fares from Kahului Airport (OGG) to O’Hare Intl. Airport (ORD), start searching one to three months before your intended departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also impact the overall price. Sunday is typically the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your flight on a Sunday.**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.

Select our “Nonstop” filter when browsing for direct Alaska Airlines flights from OGG to ORD. You can also compare other airlines offering the same direct trip.

Filter your results by “Morning” and “Early Morning” to browse the earliest flights from OGG to ORD. Setting 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 flights from Kahului Airport (OGG) to Chicago come in to O’Hare Intl. Airport (ORD). This is the main entry point to this destination.

Offering a rewarding loyalty program and an excellent in-flight experience, Alaska Airlines is a favorite for many passengers heading from OGG to ORD. What’s more, if you’re a Mileage Plan and One Key™ member booking with Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can go toward future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Changes are often free within 24 hours of booking, but your airline may charge you after that. For further information about modifying your flights, check out your “Trips,” select your flight and click on “Manage Booking.” If you’d like the freedom to change your itinerary without additional charges, tick the “Changes included” and “No cancel fee” filters when organizing your trip.