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

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Cheap Flights from ORD to BOS starting at $101 One Way, $201 Round Trip

Prices starting at $201 for return flights and $101 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.

Thu, Nov 5 - Mon, Nov 9
ORD
Chicago
BOS
Boston
$201 Roundtrip, found 5 hours ago
$201
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Nov 5 from Chicago to Boston, returning Mon, Nov 9, priced at $201 found 5 hours ago
Sat, Dec 12 - Mon, Dec 14
ORD
Chicago
BOS
Boston
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 12 from Chicago to Boston, returning Mon, Dec 14, priced at $201 found 1 day ago
Sat, Dec 12 - Mon, Dec 14
ORD
Chicago
BOS
Boston
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 12 from Chicago to Boston, returning Mon, Dec 14, priced at $203 found 1 day ago
Wed, Nov 11 - Sat, Nov 14
ORD
Chicago
BOS
Boston
$218 Roundtrip, found 7 hours ago
$218
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Chicago to Boston, returning Sat, Nov 14, priced at $218 found 7 hours ago
Thu, Nov 12 - Tue, Nov 17
ORD
Chicago
BOS
Boston
$219 Roundtrip, found 15 hours ago
$219
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Thu, Nov 12 from Chicago to Boston, returning Tue, Nov 17, priced at $219 found 15 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
$298 nightly
The price is $347 total per night from Nov 11 to Nov 12
$347 total
Nov 11 - Nov 12
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. ...
9.2/10 Wonderful! (4,903 reviews)
"Omni was a great place to stay, within walking distance from both the Silver Line from the airport and to the Black Falcon cruise port. Every staff member was wonderful, helpful and generous. The place is huge, and gorgeous. On our return after our cruise, they let us pay a small fee to hold our ..."

Reviewed on Oct 14, 2026

Omni Boston Hotel at the Seaport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$233 nightly
The price is $272 total per night from Nov 1 to Nov 2
$272 total
Nov 1 - Nov 2
Total with taxes and fees
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! (2,071 reviews)
"Positives: The bed & pillows were fantastic! The harbor view was beautiful. The staff did accommodate early check in, whixh was so appreciated. Negatives: the shower did not get more than Luke warm. I did not feel welcome by the majority of the staff."

Reviewed on Oct 13, 2026

Hyatt Regency Boston Harbor
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 Nov 1 to Nov 2
$254 total
Nov 1 - Nov 2
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
$298 nightly
The price is $347 total per night from Nov 11 to Nov 12
$347 total
Nov 11 - Nov 12
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. ...
9.2/10 Wonderful! (4,903 reviews)
"Omni was a great place to stay, within walking distance from both the Silver Line from the airport and to the Black Falcon cruise port. Every staff member was wonderful, helpful and generous. The place is huge, and gorgeous. On our return after our cruise, they let us pay a small fee to hold our ..."

Reviewed on Oct 14, 2026

Omni Boston Hotel at the Seaport
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 Nov 1 to Nov 2
$167 total
Nov 1 - Nov 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! (2,977 reviews)
"Enjoy hotel - nice location - a vibe - mostly shared bathroom down the hall but individual shower rooms and not that bad to deal with"

Reviewed on Oct 14, 2026

The Revolution Hotel
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 Nov 1 to Nov 2
$254 total
Nov 1 - Nov 2
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
$155 nightly
The price is $172 total per night from Nov 9 to Nov 10
$172 total
Nov 9 - Nov 10
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! (2,433 reviews)
"This was a nice hotel"

Reviewed on Oct 14, 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
$186 nightly
The price is $217 total per night from Nov 10 to Nov 11
$217 total
Nov 10 - Nov 11
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 ...
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
$169 nightly
The price is $197 total per night from Nov 8 to Nov 9
$197 total
Nov 8 - Nov 9
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
$122 nightly
The price is $137 total per night from Nov 2 to Nov 3
$137 total
Nov 2 - Nov 3
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 ...
8.2/10 Very Good! (1,000 reviews)
"Older nice property right on the water. Foliage needs cutting beer the water to be able to sit down. But it was a pleasant experience. Especially on karaoke night"

Reviewed on Oct 13, 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
$225 nightly
The price is $262 total per night from Nov 9 to Nov 10
$262 total
Nov 9 - Nov 10
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! (1,003 reviews)
"Room was very clean, everything processed smoothly and a cool location. Traffic could be a bit noisy outside from our room"

Reviewed on Oct 13, 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
$103 nightly
The price is $114 total per night from Nov 8 to Nov 9
$114 total
Nov 8 - Nov 9
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 ...
8.2/10 Very Good! (3,072 reviews)
"The property is a little tired and worn, but the staff were excellent. Especially Rebecca we appreciate her working with the manager to make sure that everything went according to plan. Our beds were clean and so where the bathroom toilets and sinks, but some of the furniture is getting a bit worn ..."

Reviewed on Oct 13, 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
$142 nightly
The price is $158 total per night from Nov 1 to Nov 2
$158 total
Nov 1 - Nov 2
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! (3,144 reviews)
"I really enjoyed my stay"

Reviewed on Oct 14, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$165 nightly
The price is $184 total per night from Nov 8 to Nov 9
$184 total
Nov 8 - Nov 9
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! (1,781 reviews)
"My family had a great one night stay. The room was every clean and the kitchenette was fully stocked. The pullout couch was comfortable and all the linen was in the room. They had a delicious continental breakfast."

Reviewed on Oct 13, 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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