$60 Cheap flights from O'Hare Intl. to Logan Intl. (ORD to BOS)

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Find The Best Dates To Fly from O'Hare Intl. to Logan Intl.

Compare Flight Prices from Chicago to Boston

Affordable Airfare Tickets from ORD to BOS Airport

The cheapest flights to Logan Intl. found within the past 7 days were $115 round trip and $60 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Oct 23 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$115 Roundtrip, found 3 days ago
$115
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Chicago to Boston, returning Tue, Oct 28, priced at $115 found 3 days ago
Thu, Oct 16 - Thu, Oct 23
ORD
Chicago
BOS
Boston
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Oct 16 from Chicago to Boston, returning Thu, Oct 23, priced at $119 just found
Tue, Sep 9 - Wed, Sep 10
ORD
Chicago
BOS
Boston
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Sep 9 from Chicago to Boston, returning Wed, Sep 10, priced at $120 found 2 days ago
Thu, Oct 23 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Chicago to Boston, returning Tue, Oct 28, priced at $123 found 3 days ago
Thu, Oct 16 - Wed, Oct 29
ORD
Chicago
BOS
Boston
$129 Roundtrip, found 4 hours ago
$129
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Oct 16 from Chicago to Boston, returning Wed, Oct 29, priced at $129 found 4 hours ago
Thu, Dec 11 - Thu, Dec 11
ORD
Chicago
BOS
Boston
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Dec 11 from Chicago to Boston, returning Thu, Dec 11, priced at $132 found 2 days ago
Fri, Jun 6 - Tue, Jun 24
ORD
Chicago
BOS
Boston
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Jun 6 from Chicago to Boston, returning Tue, Jun 24, priced at $137 found 2 days ago
Thu, Jun 5 - Sat, Jun 7
ORD
Chicago
BOS
Boston
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Jun 5 from Chicago to Boston, returning Sat, Jun 7, priced at $137 found 2 hours ago
Fri, Jun 6 - Tue, Jun 10
ORD
Chicago
BOS
Boston
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Jun 6 from Chicago to Boston, returning Tue, Jun 10, priced at $138 found 1 hour ago
Fri, May 30 - Tue, Jun 3
ORD
Chicago
BOS
Boston
$139 Roundtrip, just found
$139
Roundtrip
just found
Select United flight, departing Fri, May 30 from Chicago to Boston, returning Tue, Jun 3, priced at $139 just found

Logan Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort

Holly Tree Resort

3 out of 5
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Riverview Resort

Riverview Resort

3 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
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Route Info

Flight path for flights from O'Hare International Airport to Logan International Airport


Origin:
ORD - O'Hare International Airport
Destination:
BOS - Logan International Airport
Distance:
869.00 miles


Airlines & Aircraft Used on ORD to BOS Flight Routes


Airline Carrier
Aircraft
American Airlines
Aerospatiale/Alenia ATR 42-500
American Airlines
Piper light aircraft - twin piston engines
Delta Air Lines
Airbus A310 all pax models
Delta Air Lines
Airbus A319
Delta Air Lines
Airbus A320-100/200
JetBlue Airways
Boeing 737-800 pax
United Airlines
Boeing 737-300 pax
United Airlines
Boeing 737-800 pax

Discover our best flights from Chicago ORD to Boston BOS. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago ORD to Boston BOS at the right price  

Airfares to Boston BOS from Chicago ORD currently cost between $115 and $139. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago ORD to Boston BOS 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to Boston BOS on Travelocity starting at $60. Prices and availability subject to change. Additional terms may apply. 

 

Get to Boston BOS from Chicago ORD quicker with direct flights. 

Get to Boston faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to BOS from ORD to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Chicago ORD to Boston BOS

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to BOS from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago ORD to Boston BOS today 

If you’re flexible about when you travel, October is usually the cheapest month to fly from Chicago ORD to Boston BOS. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Boston BOS from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to BOS from ORD have this option.  

 

Travel with confidence when you book flights to Boston BOS from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.