Cheap flights To Brookline (BOS) from $29

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Cheap Flights to Brookline from $29 One Way, $56 Round Trip

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

Sat, Feb 14 - Tue, Feb 24
MCO
Orlando Intl.
BOS
Logan Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Feb 14 from Orlando Intl. to Logan Intl., returning Tue, Feb 24, priced at $56 found 1 day ago
Thu, Feb 19 - Sat, Feb 21
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$56 Roundtrip, found 10 hours ago
$56
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Feb 21, priced at $56 found 10 hours ago
Sun, Feb 15 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$57 Roundtrip, found 6 hours ago
$57
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Raleigh - Durham Intl. to Logan Intl., returning Sun, Feb 22, priced at $57 found 6 hours ago
Sat, Feb 14 - Wed, Feb 25
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 2 days ago
$59
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Feb 14 from Orlando Intl. to Logan Intl., returning Wed, Feb 25, priced at $59 found 2 days ago
Sat, Feb 14 - Mon, Feb 23
MCO
Orlando Intl.
BOS
Logan Intl.
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Feb 14 from Orlando Intl. to Logan Intl., returning Mon, Feb 23, priced at $60 found 1 day ago
Sat, Feb 14 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$62 Roundtrip, found 6 hours ago
$62
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Raleigh - Durham Intl. to Logan Intl., returning Sun, Feb 22, priced at $62 found 6 hours ago
Sun, Feb 15 - Tue, Feb 24
MCO
Orlando Intl.
BOS
Logan Intl.
$65 Roundtrip, found 1 day ago
$65
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Orlando Intl. to Logan Intl., returning Tue, Feb 24, priced at $65 found 1 day ago
Thu, Mar 5 - Mon, Mar 9
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$66 Roundtrip, found 23 hours ago
$66
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Mar 5 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Mar 9, priced at $66 found 23 hours ago
Tue, Mar 10 - Wed, Mar 11
MCO
Orlando Intl.
BOS
Logan Intl.
$67 Roundtrip, found 1 day ago
$67
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Orlando Intl. to Logan Intl., returning Wed, Mar 11, priced at $67 found 1 day ago
Thu, Feb 12 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$69 Roundtrip, found 9 hours ago
$69
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Raleigh - Durham Intl. to Logan Intl., returning Sun, Feb 22, priced at $69 found 9 hours ago

Brookline Flight Information

Traveling To
Brookline
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$56
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.
Omni Parker House
4.5-star property

Omni Parker House

Mar 16 - Mar 18

2 night stay

Nashville (BNA) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $646, price is now $479 per person
$479
per person
found 1 day ago
The Charles Hotel
4.0-star property

The Charles Hotel

Mar 28 - Mar 31

3 night stay

Nashville (BNA) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,040, price is now $718 per person
$718
per person
found 1 day ago
The Langham, Boston
5.0-star property

The Langham, Boston

Mar 28 - Mar 31

3 night stay

Nashville (BNA) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,037, price is now $758 per person
$758
per person
found 1 day ago
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Brookline first class flight packages

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

The Whitney Hotel

9.6/10 Exceptional! (482 reviews)

Mar 21 - Mar 27

6 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $2,267, price is now $1,759 per person
$1,759
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

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,005 reviews)

Mar 21 - Mar 27

6 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,682, price is now $2,802 per person
$2,802
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! (181 reviews)

Mar 21 - Mar 27

6 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,516, price is now $2,712 per person
$2,712
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

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Brookline

Why search for low cost fares on your flights to Brookline when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Brookline

Orbitz offers massive discounts and substantial last-minute savings on your Brookline flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Brookline flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Brookline. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Brookline but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $56 to $69 this last week. The most affordable price for one-way was $29, 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.

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.