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

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Cheap Flights from ORD to BOS starting at $55 One Way, $109 Round Trip

Prices starting at $109 for return flights and $55 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, May 20 - Wed, May 21
ORD
Chicago
BOS
Boston
$109 Roundtrip, found 13 hours ago
$109
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Chicago to Boston, returning Wed, May 21, priced at $109 found 13 hours ago
Thu, Oct 23 - Thu, Oct 30
ORD
Chicago
BOS
Boston
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Chicago to Boston, returning Thu, Oct 30, priced at $109 found 1 day ago
Sat, Sep 13 - Sat, Sep 20
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 13 from Chicago to Boston, returning Sat, Sep 20, priced at $117 found 1 day ago
Wed, Jul 16 - Wed, Jul 23
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 3 hours ago
$117
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Jul 16 from Chicago to Boston, returning Wed, Jul 23, priced at $117 found 3 hours ago
Fri, Jul 4 - Wed, Jul 9
ORD
Chicago
BOS
Boston
$136 Roundtrip, found 10 hours ago
$136
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Fri, Jul 4 from Chicago to Boston, returning Wed, Jul 9, priced at $136 found 10 hours ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport
Hilton Boston Logan Airport
4 out of 5
One Hotel Drive, Boston, MA
The price is $246 per night from May 25 to May 26
$246
includes taxes & fees
$212 per night
May 25 - May 26
Stay at this 4-star business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
8.8/10 Excellent! (3,337 reviews)
"The staff was very friendly. Very accommodating with luggage."

Reviewed on Apr 23, 2025

Hilton Boston Logan Airport
Hyatt Regency Boston Harbor
Hyatt Regency Boston Harbor
4 out of 5
101 Harborside Drive, Boston, MA
The price is $266 per night from May 26 to May 27
$266
includes taxes & fees
$228 per night
May 26 - May 27
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,442 reviews)
"Convenience and service"

Reviewed on Apr 22, 2025

Hyatt Regency Boston Harbor
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
The price is $337 per night from Apr 26 to Apr 27
$337
includes taxes & fees
$289 per night
Apr 26 - Apr 27
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,388 reviews)
"Beautiful hotel in a great location. Wonderful patisserie on the first floor with great coffee too. Hotel charged me $75 to check in early which was annoying but worth it. Don't bother eating at the hotel restaurants. They're overpriced and you're so close to other great food including a hop skip ..."

Reviewed on Apr 22, 2025

Omni Boston Hotel at the Seaport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Boston

Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
The price is $132 per night from Apr 27 to Apr 28
$132
includes taxes & fees
$118 per night
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,780 reviews)
"It would be very helpful to put traffic sign where to turn to get into the hotel. It is very confusing for someone from small town. Thank you for everything"

Reviewed on Apr 22, 2025

Four Points by Sheraton Boston Newton
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
The price is $208 per night from Apr 27 to Apr 28
$208
includes taxes & fees
$179 per night
Apr 27 - Apr 28
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,003 reviews)
Interesting place to stay.
"I did not realize that the twin bed in our room would be a bunk bed. I had to laugh as it was for our 6'1" 200 pound son, but he was fine. It's also the first time I see a hotel with communal bathrooms. The room was definitely one of the smallest ones I've ever had, but it was fine. The location ..."

Reviewed on Apr 22, 2025

The Revolution Hotel
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
The price is $232 per night from May 26 to May 27
$232
includes taxes & fees
$199 per night
May 26 - May 27
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.4/10 Exceptional! (1,045 reviews)
"It was perfect"

Reviewed on Apr 24, 2025

citizenM Boston Back Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport
Comfort Inn & Suites Logan International Airport
2.5 out of 5
85 American Legion Hwy, Revere, MA
The price is $180 per night from May 11 to May 12
$180
includes taxes & fees
$162 per night
May 11 - May 12
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (1,980 reviews)
"Really pleased with the cleanliness and comfort. Nice breakfast."

Reviewed on Apr 23, 2025

Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport
Embassy Suites Boston Logan Airport
3.5 out of 5
207 Porter St, Boston, MA
The price is $242 per night from May 26 to May 27
$242
includes taxes & fees
$207 per night
May 26 - May 27
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (1,995 reviews)
"Bartender was extremely helpful with recommendations and very friendly"

Reviewed on Apr 23, 2025

Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport
Hilton Garden Inn Boston Logan Airport
3 out of 5
100 Boardman St, Boston, MA
The price is $217 per night from May 11 to May 12
$217
includes taxes & fees
$186 per night
May 11 - May 12
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9/10 Wonderful! (2,034 reviews)
"Close to the train. Good breakfast. Friendly people"

Reviewed on Apr 22, 2025

Hilton Garden Inn Boston Logan Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Boston Hotels

Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
The price is $121 per night from May 4 to May 5
$121
includes taxes & fees
$109 per night
May 4 - May 5
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (2,143 reviews)
"Lake view is super. Easy access and parking. Facilities are a bit on the old side. Breakfast is bad."

Reviewed on Apr 21, 2025

Lakeside Inn
The Constitution Inn
The Constitution Inn
2.5 out of 5
150 3rd Ave, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
6.6/10 (1,000 reviews)
Comfortable but bad parking situation
"Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast."

Reviewed on Oct 25, 2020

Get rates
The Constitution Inn
HI Boston - Hostel
HI Boston - Hostel
2 out of 5
19 Stuart Street, Boston, MA
The price is $248 per night from May 4 to May 5
$248
includes taxes & fees
$213 per night
May 4 - May 5
Stay at this hostel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"I have just returned from 5 nights staying here over marathon weekend. I was so happy I chose the hostel. The location was superb. The hostel was full of runners from all over the world. There were lots of events the hostel put on. The breakfasts were great, plenty of choice and lots of carbohydrates!! ..."

Reviewed on Apr 23, 2025

HI Boston - Hostel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
The price is $125 per night from Apr 27 to Apr 28
$125
includes taxes & fees
$112 per night
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (1,807 reviews)
"Very nice quiet and a friendly atmosphere."

Reviewed on Apr 24, 2025

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree
Hyatt Place Boston/Braintree
3.5 out of 5
50 Forbes Road, Braintree, MA
The price is $123 per night from May 5 to May 6
$123
includes taxes & fees
$110 per night
May 5 - May 6
Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (2,248 reviews)
"The proeprty is in a decent location with a few dining options just a short walk away. The cleaners could do a better job as we found several items that should have been disposed of. The beds were comfortable and the area was quiet."

Reviewed on Apr 23, 2025

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford
Hyatt Place Boston/Medford
3 out of 5
116 Riverside Ave, Medford, MA
The price is $178 per night from Apr 27 to Apr 28
$178
includes taxes & fees
$159 per night
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,380 reviews)
"Good location"

Reviewed on Apr 24, 2025

Hyatt Place Boston/Medford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York

Frequently asked questions

Am I able to catch a flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.) now?
Go right to the Covid-19 Travel Advisor for the most comprehensive information on quarantine requirements and travel restrictions when getting a flight from Chicago, IL Airport (ORD-O’Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.).
Are there non-stop flights from O'Hare Intl. Airport (ORD) to Boston, MA Airport (BOS-Logan Intl.)?
There are indeed, so you’ll only need to make a note of one flight number. Take your pick of 4 airlines that operate nonstop flights from O’Hare Airport to Logan Intl. Airport (BOS), including:

  • United Airlines
  • American Airlines
  • Delta
  • JetBlue

What is the shortest flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Logan Intl. Airport?
If the weather is good and there are no delays, you could be landing at Boston, MA Airport (BOS-Logan Intl.) from O’Hare Intl. Airport (ORD) in only 2 hours and 18 minutes. With such a speedy flight time, think about traveling with carry-on luggage only.
How many hours flight from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
There’s no excuse not to book a Boston vacation when the plane trip from Chicago, IL Airport (ORD-O’Hare Intl.) to Logan Intl. Airport is a brief 2 hours and 25 minutes on average. So, go on and lock in your seat — it’s about time you had a break.
If I am not able to travel due to COVID-19, can I cancel my flight to Boston, MA Airport (BOS-Logan Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Boston, MA Airport (BOS-Logan Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Boston, MA Airport (BOS-Logan Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Boston, MA Airport (BOS-Logan Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from O'Hare Airport to BOS?
Nothing beats packing your bags and catching a plane to somewhere exciting. Feed your wanderlust and fly from Chicago Museum Campus to Newton Highlands with one of these popular airlines:

  • JetBlue - (B6) with 52 flights every month
  • Delta - (DL) with 188 flights every month
  • American Airlines - (AA) with 204 flights every month
  • United Airlines - (UA) with 206 flights every month

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.