Cheap Flights to Brookline from $40
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How Much Does it Cost To Fly To Brookline?
The cheapest prices found with in the last 7 days for return flights were $77 and $40 for one-way flights to Brookline for the period specified. Prices and availability are subject to change. Additional terms apply
MCO
Orlando Intl.
BOS
Logan Intl.
$77 Roundtrip, found 17 hours ago
$77
Roundtrip
found 17 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PDX | Boston | May 31 to June 4 | $232 |
| LAX | Boston | July 4 to July 22 | $239 |
| PVG | Boston | June 26 to October 2 | $1,034 |
| HKG | Boston | June 16 to July 13 | $1,035 |
| PEK | Boston | June 5 to September 16 | $1,206 |
| SZX | Boston | June 2 to November 5 | $1,206 |
| FOC | Boston | June 18 to October 28 | $1,233 |
| CAN | Boston | June 15 to August 20 | $1,252 |
| XIY | Boston | May 21 to June 6 | $1,612 |
| CTU | Boston | May 6 to May 10 | $1,893 |
Brookline Flight Information
Traveling to | Brookline |
|---|---|
Lowest Price | $77 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, JetBlue Airways, Spirit Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Brookline Accommodation Deals
Courtyard by Marriott Boston Brookline
40 Webster St Brookline MA
$248 nightly
The price is $277 total per night from May 3 to May 4
$277 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,007 reviews)
Well-run and well-maintained property within walking distance to interesting shops, restaurants, etc and convenient access to trolley line. Safe, easy parking accessible from hotel.
Reviewed on Apr 22, 2026
Beacon Inn 1087
1087 Beacon St Brookline MA
$150 nightly
The price is $167 total per night from Apr 26 to Apr 27
$167 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Our guests praise the helpful staff ...
8/10 Very Good! (809 reviews)
What a cool and unique place to stay!! Stayed overnight while attending a concert @ MGM Fenway. Great location, lots of eateries, shopping and coffee nearby. Staff is so friendly and helpful with check in, parking and check out. Definitely would stay again.
Reviewed on Apr 21, 2026
Beacon Inn 1750
1750 Beacon Street Brookline MA
$119 nightly
The price is $133 total per night from May 3 to May 4
$133 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Popular attractions Fenway Park and ...
7.4/10 Good! (761 reviews)
This place is awesome. Reminds me of the old inns in Cape May, NJ. I checked in on an unusually warm day in Boston and the staff offered me a cooler room on a lower floor. So kind! The bed was comfy, the shower was hot with good water pressure, and it was quiet. Great, walkable neighborhood as well! ...
Reviewed on Apr 13, 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.
Luxury Hotels in Brookline
Beacon Inn 1750
1750 Beacon Street Brookline MA
$119 nightly
The price is $133 total per night from May 3 to May 4
$133 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Popular attractions Fenway Park and ...
7.4/10 Good! (761 reviews)
This place is awesome. Reminds me of the old inns in Cape May, NJ. I checked in on an unusually warm day in Boston and the staff offered me a cooler room on a lower floor. So kind! The bed was comfy, the shower was hot with good water pressure, and it was quiet. Great, walkable neighborhood as well! ...
Reviewed on Apr 13, 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.
Family Friendly Hotels in Brookline
Homewood Suites by Hilton Boston Brookline-Longwood Medical
111 Boylston Street Brookline MA
$245 nightly
The price is $274 total per night from May 25 to May 26
$274 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Brookline. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (862 reviews)
Excellent room and staff
Reviewed on Apr 18, 2026
Courtyard by Marriott Boston Brookline
40 Webster St Brookline MA
$248 nightly
The price is $277 total per night from May 3 to May 4
$277 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,007 reviews)
Well-run and well-maintained property within walking distance to interesting shops, restaurants, etc and convenient access to trolley line. Safe, easy parking accessible from hotel.
Reviewed on Apr 22, 2026
Beacon Inn 1750
1750 Beacon Street Brookline MA
$119 nightly
The price is $133 total per night from May 3 to May 4
$133 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Popular attractions Fenway Park and ...
7.4/10 Good! (761 reviews)
This place is awesome. Reminds me of the old inns in Cape May, NJ. I checked in on an unusually warm day in Boston and the staff offered me a cooler room on a lower floor. So kind! The bed was comfy, the shower was hot with good water pressure, and it was quiet. Great, walkable neighborhood as well! ...
Reviewed on Apr 13, 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.
Best Brookline Flight and Hotel Packages
Brookline flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Brookline flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Brookline flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
East Boston, Massachusetts, USA
$23
$90 total
found 1 day ago
Compact
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
Midsize SUV
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
Economy
East Boston, Massachusetts, USA
$27
$99 total
found 1 day ago
Frequently asked questions
Plane Tickets To Brookline
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Brookline. Browse through our inventory to explore a wide range of cheap flights to Brookline to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Brookline as you anxiously await to exit the plane and explore what Brookline has to offer. Considering all the amazing local food and culture in Brookline, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Brookline to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Brookline without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Brookline with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Brookline today!
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