$55 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 $108 round trip and $55 one way. Prices and availability subject to change. Additional terms may apply.

Wed, May 7 - Wed, May 14
ORD
Chicago
BOS
Boston
$108 Roundtrip, found 7 hours ago
$108
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, May 7 from Chicago to Boston, returning Wed, May 14, priced at $108 found 7 hours ago
Tue, May 13 - Wed, May 21
ORD
Chicago
BOS
Boston
$109 Roundtrip, found 8 hours ago
$109
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Tue, May 13 from Chicago to Boston, returning Wed, May 21, priced at $109 found 8 hours ago
Thu, Oct 23 - Thu, Oct 30
ORD
Chicago
BOS
Boston
$109 Roundtrip, found 2 hours ago
$109
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Chicago to Boston, returning Thu, Oct 30, priced at $109 found 2 hours ago
Tue, Aug 5 - Tue, Aug 5
ORD
Chicago
BOS
Boston
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Chicago to Boston, returning Tue, Aug 5, priced at $112 found 2 hours ago
Thu, Oct 30 - Wed, Nov 5
ORD
Chicago
BOS
Boston
$114 Roundtrip, found 6 hours ago
$114
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Oct 30 from Chicago to Boston, returning Wed, Nov 5, priced at $114 found 6 hours ago
Fri, Aug 22 - Sat, Aug 30
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 3 hours ago
$117
Roundtrip
found 3 hours ago
Select United flight, departing Fri, Aug 22 from Chicago to Boston, returning Sat, Aug 30, priced at $117 found 3 hours ago
Fri, Oct 3 - Mon, Oct 6
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Oct 3 from Chicago to Boston, returning Mon, Oct 6, priced at $117 found 6 hours ago
Wed, Jul 9 - Tue, Jul 15
ORD
Chicago
BOS
Boston
$118 Roundtrip, found 13 hours ago
$118
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Wed, Jul 9 from Chicago to Boston, returning Tue, Jul 15, priced at $118 found 13 hours ago
Tue, May 20 - Tue, May 20
ORD
Chicago
BOS
Boston
$119 Roundtrip, just found
$119
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, May 20 from Chicago to Boston, returning Tue, May 20, priced at $119 just found
Wed, Oct 1 - Wed, Oct 8
ORD
Chicago
BOS
Boston
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Oct 1 from Chicago to Boston, returning Wed, Oct 8, priced at $120 just found

Logan Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

2.5 out of 5
per person
Jun 1 - Jun 3
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
per person
Jun 1 - Jun 3
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Cove At Salem

The Cove At Salem

3 out of 5
per person
Jun 1 - Jun 3
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Hotel Salem

The Hotel Salem

3 out of 5
per person
Jun 1 - Jun 3
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Beverly

The Beverly

3 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 21
just found
Roundtrip non-stop flight included
Chicago (ORD) 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 20 mins
Earliest Departure Time
7:00AM CDT
Latest Departure Time
9:20PM CDT
Lowest Flight Price
$108

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 $108 and $120. 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 $55. 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) 20 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, May 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.