$57 Cheap flights from O'Hare Intl. to Logan Intl. (ORD to BOS)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

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 $86 round trip and $57 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Dec 9 - Tue, Dec 9
ORD
Chicago
BOS
Boston
$86 Roundtrip, found 6 days ago
$86
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Dec 9 from Chicago to Boston, returning Tue, Dec 9, priced at $86 found 6 days ago
Wed, Oct 22 - Sat, Oct 25
ORD
Chicago
BOS
Boston
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Chicago to Boston, returning Sat, Oct 25, priced at $91 found 4 days ago
Wed, Oct 22 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$96 Roundtrip, found 5 days ago
$96
Roundtrip
found 5 days ago
Select United flight, departing Wed, Oct 22 from Chicago to Boston, returning Tue, Oct 28, priced at $96 found 5 days ago
Wed, Oct 22 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to Boston, returning Tue, Oct 28, priced at $97 found 5 days ago
Fri, Sep 5 - Fri, Sep 5
ORD
Chicago
BOS
Boston
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Sep 5 from Chicago to Boston, returning Fri, Sep 5, priced at $101 found 4 days ago
Wed, Oct 22 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to Boston, returning Tue, Oct 28, priced at $103 found 5 days ago
Wed, Oct 22 - Thu, Oct 23
ORD
Chicago
BOS
Boston
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select United flight, departing Wed, Oct 22 from Chicago to Boston, returning Thu, Oct 23, priced at $103 found 5 days ago
Wed, Oct 22 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to Boston, returning Tue, Oct 28, priced at $103 found 5 days ago
Wed, Oct 15 - Wed, Oct 15
ORD
Chicago
BOS
Boston
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Oct 15 from Chicago to Boston, returning Wed, Oct 15, priced at $108 found 4 days ago
Tue, Aug 5 - Tue, Aug 5
ORD
Chicago
BOS
Boston
$114 Roundtrip, found 16 hours ago
$114
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Aug 5 from Chicago to Boston, returning Tue, Aug 5, priced at $114 found 16 hours ago

Logan Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 23
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
The Seagrove Suites & Guest Rooms

The Seagrove Suites & Guest Rooms

3 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Don't see what you're looking for?
See all available trips from O'Hare Intl. to Logan Intl.
View all trips

Frequently asked questions

Can I catch a flight from O'Hare Airport to BOS right now?
Ensure you visit our Covid-19 Travel Advisor to find out if there are any current travel advice reports or quarantine requirements in effect in Logan Intl. Airport (BOS) when flying in from ORD.
Are there direct flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Multiple airlines offer flights straight from O'Hare Airport to Logan Intl. Airport (BOS). Among these are United Airlines and American Airlines --- look into them if you'd prefer to touch down at Boston with no fuss.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Logan Intl. Airport (BOS), please visit our Customer Service Portal.
How long is the flight from O'Hare Airport to Logan Intl. Airport (BOS)?
The journey from Chicago to Boston is a mere 2 hours and 25 minutes all up. With such minimal air time, you won't need to fret if you forget to bring a phone charger in your carry-on luggage.
What is the flight distance from O'Hare Airport to Logan Intl. Airport?
From ORD, you'll travel 860 mi before touching down at BOS. That should be enough time to read a few chapters of your novel and perhaps even squeeze in a quick snooze.
What airlines fly from O'Hare Airport to BOS?
With good range of airlines operating direct flights from ORD to BOS, you shouldn't have a problem finding that perfect fare. Here are some of the most popular carriers:

  • United Airlines - (UA) with 208 flights every month
  • American Airlines - (AA) with 199 flights every month
  • Delta - (DL) with 147 flights every month
  • JetBlue - (B6) with 56 flights every month

What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you're flying with Delta, JetBlue or American Airlines you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Chicago to Boston

 

Traveling From
O'Hare Intl.
Traveling To
Logan Intl.
Shortest Flight Time
2 hours 21 mins
Earliest Departure Time
6:25AM CDT
Latest Departure Time
8:30PM CDT
Lowest Flight Price
$86

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 $86 and $114. 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 $57. 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 2 hour(s) 21 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, December 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.