RM 520 Cheap Flights from Boston (BOS) to Chicago (CHI)
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
Be in the knowGet alerts if flight prices drop or rise*
Book smarterSave up to 30% on select hotels after you book a flight*
Cheap Flights from Boston to Chicago (BOS-CHI)
Find the cheapest month to fly from Boston (BOS) to Chicago (CHI)
September is typically the cheapest month to flySeptember is typically the cheapest month to fly
Book with confidence
Boston Flights
When looking for plane tickets to Boston, the ease and convenience of using {4} simply can’t be beat. With tons of departure points and flights options from the top airline carriers, Chicago gives you the widest array of cheap flights to Boston. Look for Boston airfare with the assurance that you have the largest online travel agency working for you.
{4} 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 Chicago do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your 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 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 to Boston with Chicago. 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 RM 1,039. 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 | 1,387 km away |
Return price | RM 1,039 |