₹7,779 Cheap Flights from Chicago (CHI) to Boston (BOS)

View ₹7,779 flight on Tue, 19 May 2026Opens in a new window

Popular airlines from Chicago to Boston, MA (BOS-Logan Intl.)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 25% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago (CHI) to Boston (BOS)

Prices were available within the past 7 days and start at ₹7,779 for one-way flights and ₹15,552 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
BOS
Boston
₹15,552 Return, found 1 day ago
₹15,552
Return
found 1 day ago
Select Delta flight, departing Wed, 27 May from Chicago to Boston, returning Wed, 3 Jun, priced at ₹15,552 found 1 day ago
Delta
Sat, 9 May - Sat, 16 May
ORD
Chicago
BOS
Boston
₹15,572 Return, found 2 days ago
₹15,572
Return
found 2 days ago
Select Delta flight, departing Sat, 9 May from Chicago to Boston, returning Sat, 16 May, priced at ₹15,572 found 2 days ago
Delta
Sat, 9 May - Sun, 10 May
ORD
Chicago
BOS
Boston
₹16,040 Return, found 2 days ago
₹16,040
Return
found 2 days ago
Select Delta flight, departing Sat, 9 May from Chicago to Boston, returning Sun, 10 May, priced at ₹16,040 found 2 days ago
Delta
Fri, 8 May - Sat, 16 May
ORD
Chicago
BOS
Boston
₹16,950 Return, found 20 hours ago
₹16,950
Return
found 20 hours ago
Select Delta flight, departing Fri, 8 May from Chicago to Boston, returning Sat, 16 May, priced at ₹16,950 found 20 hours ago
Delta
Sat, 2 May - Wed, 6 May
ORD
Chicago
BOS
Boston
₹17,427 Return, found 3 days ago
₹17,427
Return
found 3 days ago
Select Delta flight, departing Sat, 2 May from Chicago to Boston, returning Wed, 6 May, priced at ₹17,427 found 3 days ago
Delta
Thu, 7 May - Sun, 10 May
ORD
Chicago
BOS
Boston
₹17,437 Return, found 2 days ago
₹17,437
Return
found 2 days ago
Select Delta flight, departing Thu, 7 May from Chicago to Boston, returning Sun, 10 May, priced at ₹17,437 found 2 days ago
Delta
Wed, 13 May - Sun, 17 May
ORD
Chicago
BOS
Boston
₹17,879 Return, found 13 hours ago
₹17,879
Return
found 13 hours ago
Select Delta flight, departing Wed, 13 May from Chicago to Boston, returning Sun, 17 May, priced at ₹17,879 found 13 hours ago
Delta
Sat, 9 May - Sat, 16 May
ORD
Chicago
BOS
Boston
₹17,905 Return, found 2 days ago
₹17,905
Return
found 2 days ago
Select Delta flight, departing Sat, 9 May from Chicago to Boston, returning Sat, 16 May, priced at ₹17,905 found 2 days ago
United
Sat, 9 May - Sat, 16 May
ORD
Chicago
BOS
Boston
₹19,308 Return, found 2 days ago
₹19,308
Return
found 2 days ago
Select United flight, departing Sat, 9 May from Chicago to Boston, returning Sat, 16 May, priced at ₹19,308 found 2 days ago
American Airlines
Sat, 9 May - Sat, 16 May
ORD
Chicago
BOS
Boston
₹23,038 Return, found 2 days ago
₹23,038
Return
found 2 days ago
Select American Airlines flight, departing Sat, 9 May from Chicago to Boston, returning Sat, 16 May, priced at ₹23,038 found 2 days ago

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 ₹15,552. 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
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Return price
₹15,552
Distance
1381 km

Explore a world of travel with Expedia

*Available to Expedia members.