Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Find your perfect flight from over 400 airlines

Earn BONUS+ rewards on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Selected flights deals from Boston to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Boston to Chicago Flight Information

Origin Airport IATA Code BOS
Destination Airport IATA Code ORD
Flight Price £187

FAQs about flights from Boston (BOS) to Chicago (CHI)

Is there a direct flight between Boston and Chicago?

If you're all set to book your flight from Boston to Chicago, you've got a decision to make. Boston, MA Airport (BOS-Logan Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.) or Boston, MA Airport (BOS-Logan Intl.) to Chicago, IL Airport (MDW-Midway Intl.)? There are multiple airlines for you to pick from on the first route, including American Airlines. On the second, Southwest Airlines is one of the most popular.

How long is a direct flight from Boston to Chicago?

Prefer a direct flight between Boston and Chicago? Find a suitable airfare with American Airlines or Delta. You'll be airborne for around 2 hours and 47 minutes to cover the distance of 870 miles.

What are the best airports for Boston to Chicago flights?

There are a few ways to get from Boston to Chicago. Find some inspiration with these frequently flown routes:

  • Boston, MA Airport (BOS-Logan Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.) - 366 flights per week
  • Boston, MA Airport (BOS-Logan Intl.) to Chicago, IL Airport (MDW-Midway Intl.) - 109 flights per week
What are some of the most popular airlines flying from Boston to Chicago?

Every airline has different benefits. If you're flying from Boston to Chicago, select your seat from one of the leading six air carriers which provide flights on this route:

  • American Airlines with 1,940 flights every month.
  • Delta with 1,743 flights every month.
  • WestJet with 1,556 flights every month.
  • Japan Transocean Air with 330 flights every month.
  • SriLankan Airlines with 330 flights every month.
  • United Airlines with 246 flights every month.
How many flights are there from Boston to Chicago?

With around 52 flights running between Boston and Chicago daily, it's never too late to plan a fun-filled getaway to Chicago.

*Savings based on all holiday package bookings with Flight + Hotel on ebookers.com from January 2017 to December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.