Cheap Alaska Airlines flights Chicago (ORD) to Helena (HLN)

Set the "Price (lowest to highest)" filter on Expedia to look for cheap Alaska Airlines return flights from ORD to HLN. Affordable one-way options are also on offer.**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.

Begin your search one to three months ahead of your departure date to get cheaper fares on Alaska Airlines flights from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Nail your timing, and you can enjoy significant savings on domestic journeys.*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.

Filter your results by "Morning" and "Early Morning" to see the earliest flights from ORD to HLN. Setting off early means flight cancellations are less likely.**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.

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