Find Cheap Flights from Chicago (CHI) to Brookline (BOS) from CHF 113
Many airlines offer flexible change policies
Earn BONUS+ rewardsOpens in a new window on top of your airline points
Enjoy exclusive promotions on the ebookers app!
Selected flight deals from Chicago to Brookline
The lowest prices found within the past 7 days from Chicago to Brookline were CHF 57 for one-way flights and CHF 113 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 113 Return, found 1 day ago
CHF 113
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 133 Return, found 1 day ago
CHF 133
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 139 Return, found 1 day ago
CHF 139
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 147 Return, found 1 day ago
CHF 147
Return
found 1 day ago
ORD
O'Hare Intl.
BOS
Logan Intl.
CHF 148 Return, found 1 day ago
CHF 148
Return
found 1 day ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | BOS |
Number of flight options | 1 |
Return price | CHF 112 |
Average flight time | 3 hours 20 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, American Airlines |
Distance | |
Direct Flight Time | |
Flight Price | CHF 113 |
Need a car after flight from Chicago to Brookline
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Place to stay after flight from Chicago to Brookline
The 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! (3,904 reviews)
Very clean
Reviewed on 20 Feb 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! (6,284 reviews)
Front staff was great
Reviewed on 20 Feb 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! (4,494 reviews)
I did not like the room
Reviewed on 20 Feb 2026
Save an average of 15% on thousands of hotels when you're signed in
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! (2,484 reviews)
From the moment I entered through the front door the atmosphere was so refreshing! Great and unique decorations! The staff was super friendly and helped me right away. The room although small in size, was plenty and very clean and welcoming! And I loved their coffee shop and the Mexican restaurant ...
Reviewed on 20 Feb 2026
The Langham, Boston
250 Franklin 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 ...
9.6/10 Exceptional! (1,001 reviews)
It’s very clean
Reviewed on 19 Feb 2026
The Dagny Boston
89 Broad Street Boston MA
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Boston. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen Gebühr) und ...
9.4/10 Exceptional! (7,080 reviews)
The service was phenomenal. I’ve stayed at so many hotels/resorts this hotels service stood out to me. They went above & beyond to make us feel welcome & comfortable. The property location was perfect for walking downtown. The cafe wasn’t great despite the good reviews but everything else was 5/5 ...
Reviewed on 20 Feb 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.
Top Trending
Flights
- Flights from Atlanta to Mountain View
- Flights from Zürich to Auckland
- Flights from Geneva to San Diego
- Flights from Zürich to Honolulu
- Flights from Zürich to Maui
- Flights from Los Angeles to Las Vegas
- Flights from San Francisco to Las Vegas
- Flights from Zürich to San Diego
- Flights from Geneva to Las Vegas
- Flights from London to Zürich
- Flights to Malaysia
- Flights from New York to Honolulu
- Flights from Honolulu to Maui
- Flights from Belp
- Flights from Zürich to Key West
- Flights from Zürich to San Francisco
- Flights from Montreal to Cape Cod
- Flights from Zürich to Las Vegas
- Flights from Zürich to Tbilisi
- Flights from Heathrow
- Flights from Geneva to Delhi
- Flights from Geneva to Honolulu
- Flights from Zürich to Antigua
- Flights from Vancouver to Honolulu
- Flights from Zürich to Kochi
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.