$93 Cheap JetBlue Airways flights Chicago (ORD) to Portland (PWM)

You’ll discover affordable return JetBlue Airways flights from $163 from ORD to PWM by sorting your results from “Price (lowest to highest)” on Expedia. Or search for bargains from $93 for a one-way trip.**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.

JetBlue Airways flights to Portland are usually more affordable in the low-season months of January and February. Whether you’re searching for a one-way or round-trip ticket, you could score a better deal then.

Begin your search one to three months ahead of your departure date to score cheap fares on JetBlue Airways flights from O’Hare Intl. Airport (ORD) to Portland Intl. Jetport Airport (PWM). You can save 25% by booking your domestic flight 34 to 86 days in advance versus 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.* Get your timing right, and you can enjoy significant savings on domestic flights.*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 looking for direct JetBlue Airways flights from ORD to PWM. It’s also an easy way to compare other carriers servicing the same direct trip.

To find the earliest departure from ORD to PWM with JetBlue Airways, sort your results by “Early Morning” and “Morning.” Booking an early flight generally 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.

Portland Intl. Jetport Airport (PWM) is the primary Portland hub for JetBlue Airways flights from O’Hare Intl. Airport (ORD).

Changes are generally free within 24 hours of booking, but your airline may add a charge after that time. For further details about altering your flights, head to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the freedom to adjust your plans without additional costs, tick the “No cancel fee” or “Changes included” filter when organizing your next getaway.