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

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Cheap Flights from ORD to BOS starting at $124 One Way, $238 Round Trip

Prices starting at $238 for return flights and $124 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, Nov 10 - Fri, Nov 13
ORD
Chicago
BOS
Boston
$238 Roundtrip, found 5 days ago
$238
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 10 from Chicago to Boston, returning Fri, Nov 13, priced at $238 found 5 days ago
Thu, Dec 3 - Sat, Dec 12
ORD
Chicago
BOS
Boston
$244 Roundtrip, found 17 hours ago
$244
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Chicago to Boston, returning Sat, Dec 12, priced at $244 found 17 hours ago
Mon, Dec 7 - Thu, Dec 10
ORD
Chicago
BOS
Boston
$247 Roundtrip, found 6 hours ago
$247
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Dec 7 from Chicago to Boston, returning Thu, Dec 10, priced at $247 found 6 hours ago
Mon, Dec 7 - Thu, Dec 10
ORD
Chicago
BOS
Boston
$247 Roundtrip, found 6 hours ago
$247
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Dec 7 from Chicago to Boston, returning Thu, Dec 10, priced at $247 found 6 hours ago
Sat, Dec 19 - Sat, Jan 9
ORD
Chicago
BOS
Boston
$249 Roundtrip, found 8 hours ago
$249
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Sat, Dec 19 from Chicago to Boston, returning Sat, Jan 9, priced at $249 found 8 hours ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$191 nightly
The price is $223 total per night from Nov 22 to Nov 23
$223 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Omni Boston Hotel at the Seaport
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$127 nightly
The price is $147 total per night from Nov 23 to Nov 24
$147 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
Hilton Boston Logan Airport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$177 nightly
The price is $206 total per night from Nov 22 to Nov 23
$206 total
Nov 22 - Nov 23
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 ...
Seaport Hotel Boston
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$191 nightly
The price is $223 total per night from Nov 22 to Nov 23
$223 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$105 nightly
The price is $122 total per night from Nov 28 to Nov 29
$122 total
Nov 28 - Nov 29
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! (2,993 reviews)
"Hotel was in a good neighborhood, and close enough to walk to main attractions. Staff was attentive and helpful. Only caution...the rooms are small, if you get one with a bathroom inside the room (as opposed to group bathrooms down a hallway), the floor tends to flood after taking a shower. Lastly, ..."

Reviewed on Oct 28, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$177 nightly
The price is $206 total per night from Nov 22 to Nov 23
$206 total
Nov 22 - Nov 23
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 ...
Seaport Hotel Boston
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
$109 nightly
The price is $121 total per night from Nov 29 to Nov 30
$121 total
Nov 29 - Nov 30
Total with taxes and fees
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! (2,452 reviews)
"So happy we booked here for our quick overnight after flying in from Europe and before heading home to California. The free airport shuttle and free yummy and extensive breakfast made it easy to travel with young kids. I also appreciated the 24 hour gym, albeit a bit small. Thank you for a great ..."

Reviewed on Oct 28, 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
$127 nightly
The price is $147 total per night from Nov 23 to Nov 24
$147 total
Nov 23 - Nov 24
Total with taxes and fees
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! (2,665 reviews)
"Very close to the train station. It’s just a short walk through a park. We felt safe walking through the park even when it was dark out. It was easy to navigate getting where we wanted to go using public transportation. The hotel held our bags when we arrived (before check in and after check out) ..."

Reviewed on Oct 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
$118 nightly
The price is $138 total per night from Nov 29 to Nov 30
$138 total
Nov 29 - Nov 30
Total with taxes and fees
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 ...
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
$99 nightly
The price is $110 total per night from Nov 28 to Nov 29
$110 total
Nov 28 - Nov 29
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 ...
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
$170 nightly
The price is $198 total per night from Nov 24 to Nov 25
$198 total
Nov 24 - Nov 25
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 ...
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 Nov 22 to Nov 23
$118 total
Nov 22 - Nov 23
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 ...
Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$113 nightly
The price is $126 total per night from Nov 15 to Nov 16
$126 total
Nov 15 - Nov 16
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! (3,177 reviews)
"👍👍 Everything was great!!"

Reviewed on Oct 29, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$135 nightly
The price is $151 total per night from Nov 22 to Nov 23
$151 total
Nov 22 - Nov 23
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! (1,804 reviews)
"The Hotel was clean and conveniently located near TD Garden Boston area via a quick 10 min drive. However, some staff members displayed poor customer service which overshadowed the charm and walkability of the area. The front desk attendant, caused me to miss an activity planned as she failed to ..."

Reviewed on Oct 29, 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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