€76 Cheap Flights Chicago to Boston (CHI-BOS)

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Cheap flights from Chicago to Boston (CHI-BOS)

Prices were available within the past 7 days and start at €76 for one-way flights and €150 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Delta
American Airlines
JetBlue Airways
Delta
JetBlue Airways
JetBlue Airways
JetBlue Airways
American Airlines
JetBlue Airways
Chicago to Boston route information
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Return price
€149
Distance
1381 km

Illinois to Boston Flights

When looking for plane tickets from Illinois to Boston, the ease and convenience of using Expedia simply can’t be beat. With tons of departure points and flights options from the top airline carriers, Expedia gives you the widest array of cheap flights to Boston. Look for CHI to BOS airfare with the assurance that you have the largest online travel agency working for you.

Expedia lets you search across the largest number of airlines and Boston flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Illinois Boston flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Illinois to Boston trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Boston flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Illinois to Boston with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to BOS?
Based on fares quoted within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) start from €150. Book now to score the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) 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 Chicago, IL (CHI-All Airports) to BOS flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to BOS?
That new movie you’ve been wanting to see will have to wait — the flight distance between Chicago, IL (CHI-All Airports) and Logan Intl. Airport (BOS) is only 1,450 kilometres. The captain will be telling you to buckle up for landing before you know it.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to BOS?
You have plenty of choices when flying from Chicago, IL (CHI-All Airports) to BOS. Lock in your fare with one of these reputable carriers:

  • American Airlines - (AA) with 225 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 Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Chicago, IL (CHI-All Airports) to Logan Intl. Airport last minute could save you some cash. However, it could end up costing you a whole lot more! If you’d rather play it safe, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back frequently as deals are updated on Expedia all the time.
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