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Cheap Flights from Chicago to Brookline & Flight Information
Origin airport IATA code
CHI
Destination airport IATA code
BOS

Brookline Flight Information

Traveling From
Chicago
Origin Airport IATA Code
CHI
Traveling To
Brookline
Destination Airport IATA Code
BOS
Number of Airlines Serving
Available Airlines
Distance
Direct Flight Time
Flight Price

Need a car after flight from Chicago to Brookline

Place to stay after flight from Chicago to Brookline

The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St, Brookline, MA
Dieses Hotel mit 3,5 Sternen bietet dir einen angenehmen Aufenthalt in Brookline. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und ...
8/10 Very Good! (3,356 reviews)
"Great restaurant options walking distance. Plus a Traders Joes. Tram system stops just outside the hotel."

Reviewed on 22 Aug 2025

The Arcadian Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Dieses Hotel mit 4 Sternen mit Wellnessangebot bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Wellnessbereich ...
9/10 Wonderful! (3,838 reviews)
"Overall a great hotel. Well located, the seaport zone is really beautiful. Public transportation access"

Reviewed on 21 Aug 2025

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Dieses Hotel mit 4 Sternen für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen ...
9.2/10 Wonderful! (3,682 reviews)
"Great location, the staff were very friendly."

Reviewed on 22 Aug 2025

citizenM Boston North Station
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Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Dieses Hotel mit 4 Sternen mit Öko-Zertifizierung bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), 2 Restaurants ...
9.6/10 Exceptional! (3,256 reviews)
"Ok"

Reviewed on 22 Aug 2025

Seaport Hotel Boston
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Dieses Hotel mit 4 Sternen bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen Gebühr) und Fitnessbereich ...
9.2/10 Wonderful! (1,647 reviews)
We felt 30 years younger
"Different type of vibe in this modern day hotel Every thing was great. Room very small but perfect for use. Bed was very comfortable but against window were we had to climb over each other during the night. It was a fun experience at that."

Reviewed on 22 Aug 2025

citizenM Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
Dieses Hotel mit 4 Sternen bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), eine rund um die Uhr besetzte Rezeption ...
9/10 Wonderful! (5,527 reviews)
Harborside Inn
"Clean rooms, helpful staff, fast check in !"

Reviewed on 22 Aug 2025

Harborside Inn Of Boston
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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.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.