Cheap Flights from Chicago to Boston

FAQ

• Which airlines offer direct flights from Chicago to Boston?

  At the moment, you can catch a direct flight from Chicago to Boston with the following airlines, including: Jetblue Airways Delta Air Lines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long is the flight from Chicago (CHI) to Boston (BOS)?

  It takes about 2 hours 27 minutes to fly from Chicago (CHI) to Boston (BOS).

• When is the best time to book flights from Chicago to Boston?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Boston is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Chicago to Boston?

  Based on Trip.com data in the past 4 weeks, there is 81 flight per week flying from Chicago to Boston. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA3710 (06:42)

• When are flight tickets from Chicago (CHI) to Boston (BOS) the cheapest?

  The cheapest months to fly from Chicago to Boston is October, when demand for travel is lower.

• Which airports can I fly to for Boston from Chicago?

  You can land at any one of the following hubs in Boston, with O'Hare International Airport to Logan International Airport (ORD-BOS) is by far the most common option on this route: Hartford Barnes Airport (BNH) Logan International Airport (BOS) Portsmouth International Airport at Pease (PSM).

• Is there any time difference between Chicago and Boston?

  The time difference between Boston and Chicago is 1h.

• How do I change or cancel my ticket from Chicago to Boston?

  Tickets can only be changed or cancelled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.