฿2,750 Cheap Flights from Chicago (ORD) to Boston (BOS)

View ฿2,750 flight on Sat, 30 May 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 and start at ฿2,750 for one-way flights and ฿5,650 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 2 May - Sun, 3 May
ORD
Chicago
BOS
Boston
฿5,650 Return, found 1 day ago
฿5,650
Return
found 1 day ago
Select Delta flight, departing Sat, 2 May from Chicago to Boston, returning Sun, 3 May, priced at ฿5,650 found 1 day ago
Delta
Mon, 18 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿6,305 Return, found 2 days ago
฿6,305
Return
found 2 days ago
Select Delta flight, departing Mon, 18 May from Chicago to Boston, returning Wed, 20 May, priced at ฿6,305 found 2 days ago
American Airlines
Mon, 18 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿6,810 Return, found 2 days ago
฿6,810
Return
found 2 days ago
Select American Airlines flight, departing Mon, 18 May from Chicago to Boston, returning Wed, 20 May, priced at ฿6,810 found 2 days ago
United
Sun, 17 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿6,970 Return, found 2 days ago
฿6,970
Return
found 2 days ago
Select United flight, departing Sun, 17 May from Chicago to Boston, returning Wed, 20 May, priced at ฿6,970 found 2 days ago
Delta
Mon, 18 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿7,130 Return, found 2 days ago
฿7,130
Return
found 2 days ago
Select Delta flight, departing Mon, 18 May from Chicago to Boston, returning Wed, 20 May, priced at ฿7,130 found 2 days ago
Delta
Sat, 2 May - Sun, 3 May
ORD
Chicago
BOS
Boston
฿7,195 Return, found 1 day ago
฿7,195
Return
found 1 day ago
Select Delta flight, departing Sat, 2 May from Chicago to Boston, returning Sun, 3 May, priced at ฿7,195 found 1 day ago
Delta
Sun, 17 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿7,290 Return, found 2 days ago
฿7,290
Return
found 2 days ago
Select Delta flight, departing Sun, 17 May from Chicago to Boston, returning Wed, 20 May, priced at ฿7,290 found 2 days ago
Delta
Mon, 18 May - Wed, 20 May
ORD
Chicago
BOS
Boston
฿7,460 Return, found 2 days ago
฿7,460
Return
found 2 days ago
Select Delta flight, departing Mon, 18 May from Chicago to Boston, returning Wed, 20 May, priced at ฿7,460 found 2 days ago
Delta
Sat, 2 May - Sun, 3 May
ORD
Chicago
BOS
Boston
฿7,465 Return, found 1 day ago
฿7,465
Return
found 1 day ago
Select Delta flight, departing Sat, 2 May from Chicago to Boston, returning Sun, 3 May, priced at ฿7,465 found 1 day ago
Delta
Sat, 2 May - Sun, 3 May
ORD
Chicago
BOS
Boston
฿7,620 Return, found 1 day ago
฿7,620
Return
found 1 day ago
Select Delta flight, departing Sat, 2 May from Chicago to Boston, returning Sun, 3 May, priced at ฿7,620 found 1 day 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 ฿5,650. 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
฿5,650
Distance
1381 km
Average flight time
3 hours 24 mins
*Available to Expedia members.