Cheap flights To Brookline (BOS) from $44

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Cheap Flights to Brookline from $44 One Way, $87 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 4 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Nov 4 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Nov 12, priced at $87 just found
Fri, Oct 31 - Tue, Nov 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Nov 4, priced at $102 just found
Thu, Jan 22 - Wed, Jan 28
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$116 Roundtrip, just found
$116
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jan 22 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jan 28, priced at $116 just found
Fri, Nov 7 - Sun, Nov 9
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Nov 7 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Nov 9, priced at $117 just found
Fri, Oct 31 - Mon, Nov 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 3, priced at $118 just found
Sat, Nov 8 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$120 Roundtrip, found 1 hour ago
$120
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Nov 12, priced at $120 found 1 hour ago
Fri, Oct 31 - Mon, Nov 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Nov 3, priced at $122 just found
Sat, Nov 8 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$125 Roundtrip, found 1 hour ago
$125
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Nov 12, priced at $125 found 1 hour ago
Sat, Nov 8 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Nov 12, priced at $126 found 1 hour ago
Wed, Dec 3 - Sun, Dec 7
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Dec 3 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Dec 7, priced at $127 found 3 hours ago

Brookline Flight Information

Traveling To
Brookline
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, JetBlue Airways, American Airlines, Southwest Airlines
Flight Price
$87
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Brookline economy flight packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Dec 11 - Dec 14

3 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was $864, price is now $353 per person
$353
per person
found 14 hours ago
Raffles Boston
5.0-star property

Raffles Boston

Dec 5 - Dec 8

3 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,662, price is now $1,219 per person
$1,219
per person
found 1 day ago
The Coach House
3.0-star property

The Coach House

Nov 22 - Nov 27

5 night stay

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach
Save 100% on your flight
Price was $1,012, price is now $745 per person
$745
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Brookline
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Brookline premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,008 reviews)

Dec 11 - Dec 14

3 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,174, price is now $940 per person
$940
per person
found 1 day ago
Was hoping for more.

Reviewed on Jul 31, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,019 reviews)

Dec 11 - Dec 14

3 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,619, price is now $1,219 per person
$1,219
per person
found 1 day ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (169 reviews)

Dec 11 - Dec 14

3 night stay

Orlando (MCO) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,544, price is now $1,216 per person
$1,216
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

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See all available trips from Orlando to Brookline
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Frequently asked questions

Which airlines fly to Brookline?
With 20 airlines running services to Logan Intl. Airport (BOS), a major entrance point to Brookline, you have plenty of choice. Find a fabulous deal among these renowned international airlines that'll take you to this city:

  • JetBlue - 175 flights to Brookline per month
  • Delta - 158 flights to Brookline per month
  • Air Canada - 151 flights to Brookline per month

What is the best airport to fly to in Brookline?
Keep your eyes peeled for a rewarding flight deal to Logan Intl. Airport (BOS). It's the city's main airport and is situated roughly 6 miles northeast of the downtown area. Once you've touched down, it won't be long before you're soaking up the very best of Brookline.
How much is a flight to Brookline?
If you're searching for return flights, airfares fluctuated from $87 to $127 this last week. The most affordable price for one-way was $44, originating in Fort Lauderdale (FLL).
How to book the cheapest flight to Brookline?
Scoring cheap flights to Brookline is as easy as booking your ticket with Orbitz. But if you're eager to make sure you're nabbing the best flight deals around, here are a few tips to follow:

  • Depending on where you're departing from, select the 'Nearby airports' function (located under the departure and arrival options). In some cases, alternative departure points will have more competitive fares.
  • If your travel plans aren't written in stone, click on the 'Show flexible dates' link to browse flight deals for a range of departure dates. Go with any suitable cheaper fare that pops up.
  • You can also hit the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • The early bird catches the most rewarding savings, so book as soon as you've worked out your travel dates. The cheapest airfares sell like hotcakes and prices normally increase as the departure date nears.
  • Make even more savings on your vacation by combining your flights, hotels and car rental into an Orbitz package. Your bank account will thank you for it.
  • Flying during busier seasons can mean steep airfares. Try to plan your trip outside of popular periods, such as school breaks, Thanksgiving and Easter.

How long is a flight to Brookline?
The United States is big, so that depends on the city you're departing from. To make things simple, we've selected three of the major routes to Brookline and worked out their average flight times:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 44 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 34 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Logan Intl. Airport (BOS) - 1 hour and 17 minutes

What is the best time to book a flight to Brookline?
Book your tickets to Brookline in January. This is a fantastic month for bargain prices, followed by February and August. Find cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Brookline?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Brookline. If you want the most competitive airfares, search across those days and you just might find an excellent flight deal.
What is the cheapest day of the week to fly to Brookline?
According to Orbitz data from 2020, you should start your vacation on a Monday to score cheap flights to Brookline. Next most affordable day? Tuesday. Saturday will cost the most. So, think about leaving early in the week if you'd like to book a bargain fare without paying premium prices.
What is the cheapest month to fly to Brookline?
To book cheap flights to Brookline, you should depart in August. If getting a great deal on your plane ticket is your main concern, Orbitz data has found that this is generally an excellent month to travel. June is when fares are the most expensive.
Which airlines allow free cancellation?
Things change, and your ticket should be able to as well. That's why Orbitz makes it a breeze to search for fares with no change fees and free cancellation. Just enter your travel details and then click on "Filter by flexible change policies." Talk about peace of mind!
What do I need for the flight to Brookline?
Flying doesn't have to be a drag. In fact it can be fun with a little pre-planning! Make your flight a stress-free one with these useful hints:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued photo ID. If you're flying internationally, make sure your passport is valid and you've checked visa requirements.
  • Take some activities to keep you amused on your journey to Brookline. Books and devices like tablets and e-readers are ideal. Be sure to take a bottle of water with you too. Even on a short flight, it's important to keep hydrated.
  • Even if you're flying when it's 100 degrees outside, carry a hoodie or sweater on board with you. Cabins are notorious for getting a bit chilly!

How many direct flights are there to Brookline?
At present, there are 1,287 direct flights every month to Brookline. When it comes to airlines that will take you there, you have loads of options. JetBlue Airways, Delta Air Lines and American Airlines are some of the most popular. Cape Air, United Airlines and Southwest Airlines are other respected carriers that provide nonstop services.
How do I get cheap first-class/business deals to Brookline?
Smart travelers know how to find business or first-class airfares to Brookline that don't cost an arm and a leg. Follow in their footsteps with these useful hints:

  • Being flexible isn't confined to yoga. Leave some room to move around your travel dates so you can snap up more affordable airfares when a sale comes along.
  • Plenty of budget carriers nowadays have quality business or premium-class seating for a reasonable price.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare through your loyalty program.

How to get into Brookline from the airport?
Hop off the plane at Logan Intl. Airport (BOS) and then collect the keys from one of the Logan Intl. Airport (BOS) car rental providers on-site, Enterprise or Advantage Rent-A-Car. With your own set of wheels, getting to the heart of Brookline from BOS will be a cinch. Set your GPS and head 6 miles to the west. Alternatively, you could use public transportation or take a taxi into town and rent a car directly from the city center. Take a look at the deals available on our Brookline car rentals.
What is the best time to go to Brookline?
Anytime is a fantastic time to vacation in Brookline, but July, August and October are the most popular months. Like most places in the Northern Hemisphere, the summer begins June 20. If you'd like to spend most of your days in a lightweight top than a winter jacket, this time of the year would suit you perfectly. Expect average daily highs of 80 ºF and nighttime lows around 65 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.