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

View AU$118 flight on Wed, 3 June 2026Opens in a new window

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

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 29 July - Wed, 5 Aug
ORD
Chicago
BOS
Boston
AU$234 Return, found 1 hour ago
AU$234
Return
found 1 hour ago
Select Delta flight, departing Wed, 29 July from Chicago to Boston, returning Wed, 5 Aug, priced at AU$234 found 1 hour ago
American Airlines
Tue, 23 June - Tue, 30 June
ORD
Chicago
BOS
Boston
AU$238 Return, found 6 days ago
AU$238
Return
found 6 days ago
Select American Airlines flight, departing Tue, 23 June from Chicago to Boston, returning Tue, 30 June, priced at AU$238 found 6 days ago
American Airlines
Sat, 9 May - Sun, 10 May
ORD
Chicago
BOS
Boston
AU$242 Return, found 1 day ago
AU$242
Return
found 1 day ago
Select American Airlines flight, departing Sat, 9 May from Chicago to Boston, returning Sun, 10 May, priced at AU$242 found 1 day ago
American Airlines
Sat, 1 Aug - Thu, 6 Aug
ORD
Chicago
BOS
Boston
AU$248 Return, found 1 hour ago
AU$248
Return
found 1 hour ago
Select American Airlines flight, departing Sat, 1 Aug from Chicago to Boston, returning Thu, 6 Aug, priced at AU$248 found 1 hour ago
American Airlines
Mon, 13 July - Thu, 16 July
ORD
Chicago
BOS
Boston
AU$249 Return, found 2 days ago
AU$249
Return
found 2 days ago
Select American Airlines flight, departing Mon, 13 July from Chicago to Boston, returning Thu, 16 July, priced at AU$249 found 2 days ago
Delta
Fri, 31 July - Wed, 5 Aug
ORD
Chicago
BOS
Boston
AU$260 Return, found 1 hour ago
AU$260
Return
found 1 hour ago
Select Delta flight, departing Fri, 31 July from Chicago to Boston, returning Wed, 5 Aug, priced at AU$260 found 1 hour ago
American Airlines
Sat, 9 May - Sun, 10 May
ORD
Chicago
BOS
Boston
AU$261 Return, found 1 day ago
AU$261
Return
found 1 day ago
Select American Airlines flight, departing Sat, 9 May from Chicago to Boston, returning Sun, 10 May, priced at AU$261 found 1 day ago
American Airlines
Sat, 1 Aug - Thu, 6 Aug
ORD
Chicago
BOS
Boston
AU$267 Return, found 1 hour ago
AU$267
Return
found 1 hour ago
Select American Airlines flight, departing Sat, 1 Aug from Chicago to Boston, returning Thu, 6 Aug, priced at AU$267 found 1 hour ago
United
Tue, 23 June - Tue, 30 June
ORD
Chicago
BOS
Boston
AU$351 Return, found 6 days ago
AU$351
Return
found 6 days ago
Select United flight, departing Tue, 23 June from Chicago to Boston, returning Tue, 30 June, priced at AU$351 found 6 days ago
JetBlue Airways
Mon, 3 Aug - Tue, 4 Aug
ORD
Chicago
BOS
Boston
AU$366 Return, found 1 hour ago
AU$366
Return
found 1 hour ago
Select JetBlue Airways flight, departing Mon, 3 Aug from Chicago to Boston, returning Tue, 4 Aug, priced at AU$366 found 1 hour ago

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 AU$234. 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 cancelled 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 kilometres. 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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Return price
AU$233
Distance
1381 km
Average flight time
3 hours 24 mins

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