$69 Cheap JetBlue Airways flights Chicago (ORD) to Boston (BOS)

Set the “Price (lowest to highest)” filter on Expedia to look for cheap JetBlue Airways return flights from $120 from ORD to BOS. Affordable one-way options from $69 are also available.**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.

January is one of the least expensive months to jet off to Boston with JetBlue Airways. You could also find great deals on one-way and round-trip tickets in February.

To find cheap JetBlue Airways fares from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS), start searching one to three months before your planned 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 influence the overall cost. Sunday tends to be the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your trip 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.

Yes, you can travel from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) 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 BOS at a time that suits you.

On average, it takes 2h 15m to fly nonstop from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) with JetBlue Airways.

The first flight from ORD to BOS with JetBlue Airways departs at 7:00AM UTC-6. You’ll land at 10:15AM UTC-5. The last JetBlue Airways flight of the day leaves at 7:00AM UTC-6 and arrives at 10:15AM UTC-5. With approximately 20% fewer cancellations for early and mid-morning departures, heading out early is generally the best option.**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.

Logan Intl. Airport (BOS) is the main arrival point for JetBlue Airways flights from O’Hare Intl. Airport (ORD) to Boston. But the airline also travels to T.F. Green Airport (PVD). Make sure you choose Expedia’s “All Airports” option for your destination to see all available choices for your break in Boston.

Catch a JetBlue Airways flight from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS), and you’ll probably board an Airbus A220-300. Keep in mind though, that the aircraft type can vary depending on operational demands.

Depending on your ticket type, a fee is typically charged if you cancel or change your flight more than 24 hours after it’s been confirmed. To find plane tickets with more flexibility, select our “No cancel fee” or “Changes included” filter when searching for flights. For more details on canceling or modifying your reservation, visit “Trips,” select your flight and tick “Manage Booking.”