$63 Cheap JetBlue Airways flights Boston (BOS) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to find cheap JetBlue Airways return flights from $120 from BOS to ORD. Affordable one-way options from $63 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.

JetBlue Airways flights to Chicago are usually more affordable in the quieter months of January and February. Whether you need a round-trip or one-way ticket, you could land a better deal then.

Start searching one to three months ahead of your travel date to get cheaper fares on JetBlue Airways flights from Logan Intl. Airport (BOS) to O’Hare Intl. Airport (ORD). 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 spot on, 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.

Yes, you can fly from Logan Intl. Airport (BOS) to O’Hare Intl. Airport (ORD) on one of JetBlue Airways’s 7 weekly direct flights. Apply Expedia’s “Nonstop” and “Airline” filters to find the JetBlue Airways flight that’ll get you to ORD at your preferred time.

From takeoff to touchdown, a nonstop JetBlue Airways flight from Logan Intl. Airport (BOS) to O’Hare Intl. Airport (ORD) takes approximately 3h 3m.

The earliest JetBlue Airways flight from BOS to ORD takes off at 3:52PM UTC-5, landing at 5:55PM UTC-6. If you want to head off later in the day, the last JetBlue Airways flight leaves BOS at 3:52PM UTC-5 and touches down at ORD at 5:55PM UTC-6. Flying earlier is generally a wise choice as morning and mid-morning flights are 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.

O’Hare Intl. Airport (ORD) is the main hub for JetBlue Airways flights from Logan Intl. Airport (BOS) to Chicago. But this carrier also travels to Midway Intl. Airport (MDW). Be sure to tick the “All Airports” option for your destination to see what’s available for your visit to Chicago.

Chances are you’ll catch an Airbus A220-300 for your JetBlue Airways flight from Logan Intl. Airport (BOS) to O’Hare Intl. Airport (ORD). However, you may be switched to an alternative aircraft if there’s an operational need.

In most cases, you can reschedule or cancel your flight, although there may be additional charges if you booked over 24 hours ago. Prefer to keep your options open? Use our “Changes included” or “No cancel fee” filter to find flights that won’t charge extra if you need to revise your plans. To make modifications, go to “Trips,” select your flight and click on “Manage Booking” for more details.