$69 Cheap Delta flights Chicago (ORD) to Boston (BOS)

You can discover cheap return Delta Air Lines flights from $123 from ORD to BOS by organizing your results from “Price (lowest to highest)” on Expedia. Or search for deals from $69 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.

Look for round-trip or one-way flights to Boston in January or February. You could find a cheap fare with Delta Air Lines during these quieter months.

Look for affordable Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) one to three months before your departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. No matter the fare type and itinerary, the best day of the week to book a domestic flight is usually Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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.

Take off on one of Delta Air Lines’s 27 weekly direct flights from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS). To see what’s available, enter your destination, origin and dates and hit search. Next, apply the “Nonstop” and “Airline” filters.

It takes approximately 2h 32m to fly nonstop from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) with Delta Air Lines.

Tuesday has the most Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS). With 4 daily departures, this is the best day to find something that will suit your plans.

The first flight from ORD to BOS with Delta Air Lines leaves at 7:10AM UTC-6. You’ll touch down at 10:47AM UTC-5. The final Delta Air Lines flight of the day takes off at 6:25PM UTC-6 and arrives at 10:04PM UTC-5. With approximately 20% fewer cancellations for early and mid-morning departures, heading out early is usually the best way to go.**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.

Most Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Boston land at Logan Intl. Airport (BOS). This is the airline’s main entry point here. It’s also worth exploring Expedia for flights to nearby airports like T.F. Green Airport (PVD), as tickets may be cheaper.

Delta Air Lines makes traveling from ORD to BOS more comfortable with an excellent in-flight experience and a rewarding loyalty program. You also have the chance to earn points with Delta SkyMiles. Be sure to join Expedia’s free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed on future bookings.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Take a Delta Air Lines flight from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS), and you’ll likely be flying on an Embraer 175. Bear in mind though, that the aircraft type can change due to operational reasons.

Typically, you can cancel or change your flight, although additional charges may apply if your booking was made more than 24 hours ago. Prefer to keep your options open? Apply the “No cancel fee” or “Changes included” filter to find flights that won’t penalize you if you have to adjust your plans. To make modifications, visit “Trips,” select your flight and click on “Manage Booking” for more information.