Cheap flights To Brookline (BOS) from $41

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Cheap Flights to Brookline from $41 One Way, $81 Round Trip

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

Wed, Jun 4 - Wed, Jun 4
MCO
Orlando Intl.
BOS
Logan Intl.
$81 Roundtrip, found 4 hours ago
$81
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Orlando Intl. to Logan Intl., returning Wed, Jun 4, priced at $81 found 4 hours ago
Wed, May 21 - Wed, May 28
MCO
Orlando Intl.
BOS
Logan Intl.
$88 Roundtrip, found 9 hours ago
$88
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Orlando Intl. to Logan Intl., returning Wed, May 28, priced at $88 found 9 hours ago
Sat, May 24 - Tue, May 27
MCO
Orlando Intl.
BOS
Logan Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 24 from Orlando Intl. to Logan Intl., returning Tue, May 27, priced at $90 just found
Fri, May 30 - Tue, Jun 3
MCO
Orlando Intl.
BOS
Logan Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 30 from Orlando Intl. to Logan Intl., returning Tue, Jun 3, priced at $91 just found
Wed, May 21 - Wed, May 28
MCO
Orlando Intl.
BOS
Logan Intl.
$94 Roundtrip, found 9 hours ago
$94
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Orlando Intl. to Logan Intl., returning Wed, May 28, priced at $94 found 9 hours ago
Mon, Jun 2 - Wed, Jun 4
MCO
Orlando Intl.
BOS
Logan Intl.
$96 Roundtrip, found 15 hours ago
$96
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Mon, Jun 2 from Orlando Intl. to Logan Intl., returning Wed, Jun 4, priced at $96 found 15 hours ago
Fri, May 30 - Tue, Jun 3
MCO
Orlando Intl.
BOS
Logan Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 30 from Orlando Intl. to Logan Intl., returning Tue, Jun 3, priced at $98 just found
Sat, May 24 - Mon, May 26
MCO
Orlando Intl.
BOS
Logan Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 24 from Orlando Intl. to Logan Intl., returning Mon, May 26, priced at $100 just found
Wed, Jun 4 - Fri, Jun 6
MCO
Orlando Intl.
BOS
Logan Intl.
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Orlando Intl. to Logan Intl., returning Fri, Jun 6, priced at $102 found 4 hours ago
Sat, Sep 20 - Sat, Sep 27
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Sep 20 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 27, priced at $102 found 6 hours ago

Brookline Flight Information

Traveling To
Brookline
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, Frontier Airlines
Flight Price
$81
Earliest Departing Flight
Latest Departing Flight

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Brookline economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Motor Inn
2.0-star property

Hampton Motor Inn

Jun 26 - Jun 27

1 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
per person
found 9 hours ago
Anchorage Inns And Suites
2.5-star property

Anchorage Inns And Suites

Jun 26 - Jun 27

1 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
per person
found 9 hours ago
Even Hotels Manchester Airport by IHG
3.5-star property

Even Hotels Manchester Airport by IHG

Jun 26 - Jun 27

1 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
per person
found 9 hours ago
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Brookline premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston
4.0-star property

The Dagny Boston

9.4/10 Exceptional! (5,574 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
per person
found 1 day ago
Really nice restaurant on-site. All staff were helpful and friendly.

Reviewed on Apr 28, 2025

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,004 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
High end, beautiful hotel.

Reviewed on Dec 3, 2024

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (384 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

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Brookline

Traveling to Brookline and need a cheap flight? Orbitz has great deals on flights to Brookline right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Brookline Quickly and Hassle-Free

There are many Internet sites that promise cheap Brookline flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Brookline, book your lodging, and look up key attractions in Brookline. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Brookline or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Brookline flights. When you need us, we’re here for you!

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 $81 to $102 this last week. The most affordable price for one-way was $41, originating in Orlando (MCO).
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.

Nearby

Flights To

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.