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

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Cheap Flights from ORD to BOS starting at $75 One Way, $149 Round Trip

Prices starting at $149 for return flights and $75 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, Aug 25 - Wed, Sep 2
ORD
Chicago
BOS
Boston
$149 Roundtrip, just found
$149
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 25 from Chicago to Boston, returning Wed, Sep 2, priced at $149 just found
Tue, Aug 25 - Wed, Sep 2
ORD
Chicago
BOS
Boston
$149 Roundtrip, just found
$149
Roundtrip
just found
Select United flight, departing Tue, Aug 25 from Chicago to Boston, returning Wed, Sep 2, priced at $149 just found
Tue, Aug 25 - Wed, Sep 2
ORD
Chicago
BOS
Boston
$149 Roundtrip, just found
$149
Roundtrip
just found
Select Delta flight, departing Tue, Aug 25 from Chicago to Boston, returning Wed, Sep 2, priced at $149 just found
Tue, Aug 25 - Wed, Sep 2
ORD
Chicago
BOS
Boston
$157 Roundtrip, just found
$157
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Aug 25 from Chicago to Boston, returning Wed, Sep 2, priced at $157 just found
Tue, Sep 1 - Fri, Sep 4
ORD
Chicago
BOS
Boston
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 1 from Chicago to Boston, returning Fri, Sep 4, priced at $158 found 5 days 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 $250 total per night from Jul 1 to Jul 2
$250 total
per night
Jul 1 - Jul 2
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,819 reviews)
"Very close to the airport"

Reviewed on Jun 30, 2026

Hilton Boston Logan Airport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is $254 total per night from Jul 5 to Jul 6
$254 total
per night
Jul 5 - Jul 6
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,494 reviews)
"As I was there part of the Tartan Aro The staff was amazing. Took time out of there daily duties just to be extra friendly. Easy check in and out. Nice part of town with a 15 walk to down town n 10 min walk to south station"

Reviewed on Jun 30, 2026

Seaport Hotel Boston
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
The price is $268 total per night from Jul 1 to Jul 2
$268 total
per night
Jul 1 - Jul 2
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (1,922 reviews)
"Had a very nice room lookng out over the water. Room was clean. Bed was comfortable. Hotel property was updated and functional. Hotel provided each room with two bottles of water a day which was very nice. Rooms had refrigerators. Staff were very accommodating and friendly. Had a small problem with ..."

Reviewed on Jun 30, 2026

Hyatt Regency Boston Harbor
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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$177 nightly
The price is $205 total per night from Jul 1 to Jul 2
$205 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,407 reviews)
"Excellent hotel and location, super comfy beds and very modern bathroom."

Reviewed on Jun 30, 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Jul 5 to Jul 6
$254 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,494 reviews)
"As I was there part of the Tartan Aro The staff was amazing. Took time out of there daily duties just to be extra friendly. Easy check in and out. Nice part of town with a 15 walk to down town n 10 min walk to south station"

Reviewed on Jun 30, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$143 nightly
The price is $167 total per night from Jul 1 to Jul 2
$167 total
Jul 1 - Jul 2
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,710 reviews)
"Great location!"

Reviewed on Jun 30, 2026

The Revolution Hotel
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 $186 total per night from Jul 12 to Jul 13
$186 total
per night
Jul 12 - Jul 13
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! (2,313 reviews)
"The room was clean, however it could use some fixing. There was wallpaper coming off in the bathroom, some lights out and most of the furniture had a lot of wear and tear. I will say it was very nice and quiet in our room and we only hear other people a couple times during our stay. Breakfast was ..."

Reviewed on Jun 30, 2026

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 $232 total per night from Jul 2 to Jul 3
$232 total
per night
Jul 2 - Jul 3
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,473 reviews)
"It was really disappointed in the evening snacks… dried up baby carrots, stale celery, sticks, some chips, crackers, and hummus. The only fruit was pineapple and watermelon considering I paid over $500 for the room at least they could’ve done was given me some blackberries and strawberries and blueberries ..."

Reviewed on Jun 28, 2026

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 $190 total per night from Jul 6 to Jul 7
$190 total
per night
Jul 6 - Jul 7
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9.2/10 Wonderful! (2,275 reviews)
"Great service, clean room, and great recommendation for dinner within walking distance. Friendly staff, quick and easy check in. Shuttle on time and efficient."

Reviewed on Jun 29, 2026

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
$101 nightly
The price is $113 total per night from Jul 19 to Jul 20
$113 total
Jul 19 - Jul 20
Total with taxes and fees
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 ...
7.6/10 Good! (2,371 reviews)
"Amazing stay!"

Reviewed on Jun 30, 2026

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 ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$189 nightly
The price is $220 total per night from Jul 1 to Jul 2
$220 total
Jul 1 - Jul 2
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,002 reviews)
"Nearby everything"

Reviewed on Jun 30, 2026

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
$106 nightly
The price is $118 total per night from Jul 5 to Jul 6
$118 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
8/10 Very Good! (2,910 reviews)
"No clean room every day No towels if not requested Breakfast was good. Loundry didnt work at all...it was out of service. Staff was nice and respectful."

Reviewed on Jun 30, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$129 nightly
The price is $144 total per night from Jul 5 to Jul 6
$144 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,910 reviews)
"On arrival we were asked if room housekeeping every other day was ok, we declined and asked for daily service. This was ignored, despite again requesting daily cleaning, over our 5 day stay it was cleaned twice. We ran out of towels and toilet roll and had to collect our own from reception. The staff ..."

Reviewed on Jun 27, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$178 nightly
The price is $198 total per night from Jul 12 to Jul 13
$198 total
Jul 12 - Jul 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,722 reviews)
"Charge for parking without communication, under construction, no ice machine,, elevator slow during day, noise during day, obnoxious smell of stained wood at night"

Reviewed on Jun 30, 2026

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

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
You can fly directly from ORD to BOS. In fact, there are 4 airlines that advertise nonstop services between these locations. Score a few more rewards points with one of these top-rated carriers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from ORD to Logan Intl. Airport (BOS)?
There's nothing better than a spontaneous getaway. And with the journey from Chicago to Boston being a seriously short 2 hours and 15 minutes, there's no reason not to take one.
How many hours flight from O'Hare Intl. Airport (ORD) to BOS?
Don't get too cozy in your seat — the general flight time from ORD to BOS is a leisurely 2 hours and 25 minutes.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Your adventure, your way. With a decent variety of airlines traveling between Chicago and Boston, you'll have your pick of superb deals. The top carriers operating on this route are:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 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.

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