Cheap Flights from Chicago (ORD) to Boston (BOS) from HK$465~

View HK$465 flight on Thu, 4 Sep 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Logan International Airport (BOS)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Find Cheap Flights from Chicago (ORD) to Boston (BOS)

Prices were available within the past 7 days and start at HK$465 for one-way flights and HK$930 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$930 Return, found 2 hours ago
HK$930
Return
found 2 hours ago
Select Delta flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$930 found 2 hours ago
Delta
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,006 Return, found 2 hours ago
HK$1,006
Return
found 2 hours ago
Select Delta flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,006 found 2 hours ago
Delta
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,007 Return, found 2 hours ago
HK$1,007
Return
found 2 hours ago
Select Delta flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,007 found 2 hours ago
Delta
Wed, 10 Dec - Tue, 16 Dec
ORD
Chicago
BOS
Boston
HK$1,081 Return, found 3 days ago
HK$1,081
Return
found 3 days ago
Select Delta flight, departing Wed, 10 Dec from Chicago to Boston, returning Tue, 16 Dec, priced at HK$1,081 found 3 days ago
Delta
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,083 Return, found 2 hours ago
HK$1,083
Return
found 2 hours ago
Select Delta flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,083 found 2 hours ago
Delta
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,084 Return, found 2 hours ago
HK$1,084
Return
found 2 hours ago
Select Delta flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,084 found 2 hours ago
Delta
Thu, 4 Sep - Mon, 8 Sep
ORD
Chicago
BOS
Boston
HK$1,102 Return, found 2 hours ago
HK$1,102
Return
found 2 hours ago
Select Delta flight, departing Thu, 4 Sep from Chicago to Boston, returning Mon, 8 Sep, priced at HK$1,102 found 2 hours ago
Delta
Thu, 4 Sep - Mon, 8 Sep
ORD
Chicago
BOS
Boston
HK$1,135 Return, found 2 hours ago
HK$1,135
Return
found 2 hours ago
Select Delta flight, departing Thu, 4 Sep from Chicago to Boston, returning Mon, 8 Sep, priced at HK$1,135 found 2 hours ago
American Airlines
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,178 Return, found 2 hours ago
HK$1,178
Return
found 2 hours ago
Select American Airlines flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,178 found 2 hours ago
United
Sat, 20 Sep - Sat, 27 Sep
ORD
Chicago
BOS
Boston
HK$1,211 Return, found 2 hours ago
HK$1,211
Return
found 2 hours ago
Select United flight, departing Sat, 20 Sep from Chicago to Boston, returning Sat, 27 Sep, priced at HK$1,211 found 2 hours ago

Find the cheapest month to fly from Chicago (ORD) to Boston (BOS)

September is typically the cheapest month to fly

From HK$439 - HK$918 per traveller.

Graph displaying average flight prices per month

Chicago to Boston route information
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Return price
HK$930
Distance
1381 km
Average flight time
3 hours 24 mins

Flights from Chicago to Boston

Book cheap flights from Chicago (ORD) to Boston (BOS) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Chicago (ORD) to Boston (BOS) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be 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 Chicago (ORD) to Boston (BOS) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Boston flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Boston and things to do in Boston for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Boston more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Boston is HK$465 now!

 

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Start packing your suitcase, because round-trip flights from ORD to Logan Intl. Airport (BOS) start from HK$930. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book now to score 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 O'Hare Airport to BOS?
Most flights can be canceled online, but every air carrier has different terms and conditions. If you do need to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from ORD to Logan Intl. Airport 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 O'Hare Airport to Logan Intl. Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to Logan Intl. Airport?
That new movie you've been desperate to see will just have to wait — the flight distance between O'Hare Airport (ORD) and BOS (BOS) is only 1,400 kilometers. The captain will be asking you to put your seat upright for landing before you know it.
Which airlines fly direct from ORD to Logan Intl. Airport (BOS)?
It's easy to fly directly from O'Hare Intl. Airport (ORD) to Logan Intl. Airport. Here are some of the top carriers that offer nonstop services on this route:

  • American Airlines - (AA) with 225 monthly flights
  • United Airlines - (UA) with 178 monthly flights
  • Delta Air Lines - (DL) with 139 monthly flights
  • JetBlue Airways - (B6) with 30 monthly flights

Are O'Hare Intl. Airport (ORD) to Logan Intl. Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to score an awesome last-minute deal from ORD to BOS, but there's no guarantee. As many airlines release seats up to a year 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 regularly, so you can be certain you're always seeing the latest offers.

Explore a world of travel with Expedia

*Available to Expedia members.