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£74 Cheap Flights from Boston (BOS) to Chicago (CHI)

Cheap Flights from Boston to Chicago (BOS-CHI)

Prices were available within the past 7 days and start at £74 for one-way flights and £149 for return, for the period specified. Prices and availability are subject to change.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Find the cheapest month to fly from Boston (BOS) to Chicago (CHI)

January is typically the cheapest month to fly

From £67 - £114 per traveller.

Frequently Asked Questions

How much is a flight from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports)?

Pack your bags, because round-trip journeys from Logan Intl. Airport to Chicago, IL (CHI-All Airports) start from £149. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can increase quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from Logan Intl. Airport to Chicago, IL (CHI-All Airports)?

Each air carrier has its own terms and conditions. If you decide to cancel your trip, visit our Customer Service Portal.

How do I find cheap flights from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports) that have flexible change policies?

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Logan Intl. Airport to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.

How far is the flight from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports)?

The distance from Logan Intl. Airport (BOS) (BOS) to Chicago, IL (CHI-All Airports) (CHI) is 1,450 kilometres. You'll be stepping off the plane and collecting your baggage from the carousel in next to no time.

Which airlines fly direct from BOS to Chicago, IL (CHI-All Airports)?

With so many airlines to choose from, you'll be able to find your perfect flight from Logan Intl. Airport to Chicago, IL (CHI-All Airports) in a few clicks. These are some of the most popular carriers that fly directly between these airports:

  • American Airlines - (AA) with 230 monthly flights
  • United Airlines - (UA) with 178 monthly flights
  • Delta Air Lines - (DL) with 139 monthly flights
  • Southwest Airlines - (WN) with 121 monthly flights

Are BOS to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?

It is possible to find a great last-minute deal from BOS to Chicago, IL (CHI-All Airports), but there's no guarantee. As many airlines release prices up to 12 months in advance, it's worth keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares carrier prices and updates flight deals often, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
Logan International Airport
Destination airport
Chicago O'Hare International Airport
Distance
863 miles away
Airlines serving
JetBlue Airways, Delta, American Airlines, United, Alaska Airlines, Frontier Airlines, Sun Country Airlines
Popular airline
JetBlue Airways
Return price
£149
Average flight time
3 hours
*Available to Expedia members.