Cheap Flights from Chicago (CHI) to Boston (BOS)
Popular airlines from Chicago to Boston, MA (BOS-Logan Intl.)
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 35% on select hotels after you book a flight*
Cheap Flights from Chicago to Boston (CHI-BOS)
Find the cheapest month to fly from Chicago (CHI) to Boston (BOS)
October is typically the cheapest month to flyOctober is typically the cheapest month to fly
Book with confidence
CHI to BOS Flights
Ready to get away? Use Expedia.com.au to book cheap flights from Chicago to Boston AU$438, and have leftover money to spare on adventures and activities while you’re in town. We have the world’s largest selection of flights, not to mention lower airfares than you’ll find anywhere else on the Internet.
Our user-friendly tools make it easier than ever to book CHI to BOS flights, even if you’re hoping to hop aboard one of the last-minute flights leaving today. So whether you seek a spontaneous trip to this city’s hottest attractions, or prefer to plan out every detail of your adventure ahead of time, Expedia.com.au is here to help you find exactly what you are interested in.
If you’re on the hunt for cheap flights to Boston from Chicago, you need not look any further. We make it simple for you to compare different airline carriers or choose the one that appeals to you most. We work with dozens of airlines in order to offer you incredible deals on business and personal travel. Start by searching through our selection of plane tickets today, and you’ll be in the sky before you know it.
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 AU$438. 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.
Travel information
Origin airport | Chicago, IL |
|---|---|
Destination airport | Logan International Airport |
Distance | 1,387 km away |
Return price | AU$438 |