Cheap flights from Chicago to Boston

from as little as £171

5 nights in Boston, departing Chicago O'hare International Airport on 16 / Jan / 2025 with JetBlue (price found 22 hours ago)

Subject to availability, prices correct of the last 24 hours
Boston

Cheap return flights from Chicago to Boston

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The Chicago / Boston route

All 1382 km of it

Cheap flight deals for this route

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Boston flight facts

What you need to know

Alternative flights from the UK to Boston

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Alternative flights from Chicago

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Boston

16 / Jan / 2025 is currently the lowest priced day of the year to fly the Chicago/Boston route. There are around seven flights on any given week from the UK to Boston and the cheapest month to fly right now is January.

Not suitable? Try running another search or viewing all cheap flight deals.

Min / Max Temperature (°C)
LOWEST

-5 °C

AVG

11 °C

HIGHEST

28 °C

Rainfall (mm)
LOWEST

78 mm

AVG

89.3 mm

HIGHEST

101 mm

Key facts about Boston

How to get cheap flights from Chicago to Boston

Tips and advice from our flight experts

Weekly, there are seven flights connecting Boston to Chicago. We've gone through them all to help you find the right flight for you. If you can't find what you're looking for, consider widening your search by looking at flights from a different airport.

Chicago O'hare International Airport (ORD) is the most popular airport in this city for flights to Boston, and the most popular airlines are JetBlue. Both flight prices and accommodation rates fluctuate throughout the year, but searching by month will reveal the cheapest times to fly.

On average, the 1382 km flight to Boston takes 2 hrs 15 mins. If you want a bargain, keep an eye out for flights with JetBlue, as they often have good deals. Or you could broaden your search by looking at flights to other airports in the USA to see if there are any cheaper options.

Once you’ve chosen your flight, why not check out our deals on accommodation and car hire? You’ll find lots of hotels in the USA, including some close to the airport – perfect if you're arriving late or leaving early.

Other popular destinations near Boston

Where other people are flying to

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