S$137 Cheap Flights from Boston to Chicago
Popular airlines from Logan International Airport (BOS) to Chicago
JetBlue AirwaysJetBlue Airways
DeltaDelta
American AirlinesAmerican Airlines
UnitedUnited
Alaska AirlinesAlaska Airlines
Southwest AirlinesSouthwest Airlines
Frontier AirlinesFrontier Airlines
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Cheap Flights from Boston to Chicago (BOS-CHI)
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Flights from Boston to Chicago
When looking for plane tickets from Boston to Chicago, 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 Chicago. Look for BOS to CHI 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 Chicago 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 Boston Chicago 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 Boston to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.
Combine your Chicago 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 Boston to Chicago 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 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 S$369. 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, IL |
Distance | 1,419 km away |
Return price | S$369 |