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 68 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 1 day ago
CHF 285
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 289 Return, found 1 day ago
CHF 289
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 293 Return, found 1 day ago
CHF 293
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 297 Return, found 1 day ago
CHF 297
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 300 Return, found 1 day ago
CHF 300
Return
found 1 day 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 | JetBlue Airways, Delta, American Airlines, United |
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! (4,012 reviews)
Clean room, staff was super helpful! Only downside was the AC didn’t work in our room
Reviewed on 14 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! (4,596 reviews)
No breakfast. Beds are super comfy.
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! (4,195 reviews)
Beautiful hotel in a great location. Went above and beyond for our stay.
Reviewed on 14 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! (3,160 reviews)
Good and Bad Good: location is amazing. Gym is incredible. Staff were very nice. Starbucks and restaurants/bar are nice and accessible. Bad: walls are PAPER thin. You hear everything from other rooms to outside to hallways. Parking is $70/USD a day (when we booked three months ago they said $40 but ...
Reviewed on 13 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! (6,459 reviews)
Great location to many top activities in thecity. Attetive and friendly staff.
Reviewed on 14 Apr 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen Gebühr) und Fitnessbereich (rund ...
9/10 Wonderful! (2,551 reviews)
amazing place to stay
Reviewed on 12 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.