Find Cheap Flights from Chicago (CHI) to Brookline (BOS) from CHF 285
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Selected flight deals from Chicago to Brookline
The lowest prices found within the past 7 days from Chicago to Brookline were CHF 73 for one-way flights and CHF 285 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 285 Return, found 3 days ago
CHF 285
Return
found 3 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 289 Return, found 3 days ago
CHF 289
Return
found 3 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 293 Return, found 3 days ago
CHF 293
Return
found 3 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 297 Return, found 3 days ago
CHF 297
Return
found 3 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 300 Return, found 3 days ago
CHF 300
Return
found 3 days ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | BOS |
Number of flight options | 1 |
Return price | CHF 284 |
Average flight time | 3 hours 24 mins |
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 | Delta, JetBlue Airways, United, American Airlines |
Distance | |
Direct Flight Time | |
Flight Price | CHF 285 |
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Place to stay after flight from Chicago to Brookline
Arcadian Hotel
1200 Beacon St Brookline MA
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Brookline. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und Fitnessbereich (rund ...
8/10 Very Good! (3,996 reviews)
The staff was nothing but helpful and kind. The overall vibe of the hotel was very nice and modern. The complimentary breakfast was fine. Unfortunately the first night of my stay they had me in a room that the door wouldn't close all the way. The lock did engage, but there was a slight gap. I was ...
Reviewed on 15 Apr 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Wellnessbereich und 4 Restaurants. ...
9.2/10 Wonderful! (4,603 reviews)
My room was not cleaned properly the soap bar from previous people that stayed was very much in the bath tub still . I did reclean and sanatized my whole room .
Reviewed on 14 Apr 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), 2 Restaurants und Frühstück ...
9.6/10 Exceptional! (4,201 reviews)
Staff are friendly and professional
Reviewed on 16 Apr 2026
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Hilton Boston Park Plaza
50 Park Plaza Boston MA
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf 2 Restaurants, 2 Bars/Lounges und Frühstück (gegen Gebühr). Die ...
8.4/10 Very Good! (3,124 reviews)
Clean room great location
Reviewed on 14 Apr 2026
Harborside Inn Of Boston
185 State St Boston MA
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), eine rund um die Uhr besetzte Rezeption und Businesscenter. ...
9.2/10 Wonderful! (6,444 reviews)
Very nice hotel. Great location. Within walking distance to all the major attractions.
Reviewed on 15 Apr 2026
Omni Parker House
60 School St Boston MA
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen Gebühr) und ...
9/10 Wonderful! (3,397 reviews)
Omni Parker House was a short walk from all of Boston’s major attractions and overall in a great location. The hotel staff was very friendly and kept that composure when they assured us that it was no big deal when we forgot our sunglasses in our car and needed the valet to go get it for us. The ...
Reviewed on 16 Apr 2026
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.
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Need more than a Flight from Chicago to Brookline?
^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.