HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$96+ Cheap flights from Caribbean Islands to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean Islands to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Caribbean Islands to Boston

Keep the following information in mind while searching for Caribbean Islands to Boston flight deals. Data was last updated August 18, 2025.

Round-trip from

$176
(Cheapflightsfares)

One-way from

$96
(Cheapflightsfares)
From Caribbean Islands to Boston Logan Intl
Search Deals
One-way flight from Caribbean Islands to Boston Logan Intl
Search Deals

Find flight deals from Caribbean Islands to Boston

Cheapest flights from Caribbean Islands to Boston
Explore the most affordable flight options available from Caribbean Islands to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Tue 9/1612:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Deal found 8/16$176
This eDestinos deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1211:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Mon 9/152:53 pmBOS - SJU
1 stop10h 01mSpirit Airlines
Deal found 8/17$194
This FlightHub deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Mon 9/222:53 pmBOS - SJU
1 stop10h 01mSpirit Airlines
Deal found 8/18$198
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/112:38 pmSJU - BOS
1 stop8h 09mSpirit Airlines
Wed 9/1712:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Deal found 8/17$200
This Priceline deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1012:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Tue 9/1612:20 pmBOS - SJU
1 stop8h 36mMultiple Airlines
Deal found 8/17$202
This Gotogate deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1012:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Wed 9/1712:20 pmBOS - SJU
1 stop8h 36mMultiple Airlines
Deal found 8/17$203
This SmartFares deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1211:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Sun 9/146:49 pmBOS - SJU
1 stop16h 15mSpirit Airlines
Deal found 8/18$208
This Cheapflightsfares deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:38 pmSJU - BOS
1 stop8h 09mSpirit Airlines
Sun 9/215:50 amBOS - SJU
1 stop7h 53mSpirit Airlines
Deal found 8/17$212
This Cheapflightsfares deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/232:49 amSJU - BOS
1 stop10h 55mSpirit Airlines
Tue 10/2812:31 pmBOS - SJU
1 stop13h 13mSpirit Airlines
Deal found 8/18$213
This Cheapflightsfares deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:38 pmSJU - BOS
1 stop8h 09mSpirit Airlines
Wed 9/2412:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Deal found 8/17$214
This Cheapflightsfares deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/132:49 amSJU - BOS
1 stop10h 55mSpirit Airlines
Sat 10/1812:31 pmBOS - SJU
1 stop13h 13mSpirit Airlines
Deal found 8/18$215
This FlightHub deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1312:10 pmMBJ - BOS
2 stops10h 00mSpirit Airlines
Tue 9/166:10 amBOS - MBJ
1 stop5h 55mSpirit Airlines
Deal found 8/16$240

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Boston that are best for you.

Fly from

Caribbean Islands

Fly to

Boston

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 9/11

6:44 am-1:48 pm

1 stop7h 04m

Boston Logan Intl

Sun 9/14

5:50 am-1:43 pm

1 stop7h 53m

$194

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 9/12

11:59 am-11:57 pm

1 stop11h 58m

Boston Logan Intl

Mon 9/15

2:53 pm-12:54 am

1 stop10h 01m

$194

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 9/11

11:59 am-11:57 pm

1 stop11h 58m

Boston Logan Intl

Tue 9/16

12:20 pm-8:56 pm

1 stop8h 36m

$200

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 9/10

12:28 am-8:43 am

1 stop8h 15m

Boston Logan Intl

Wed 9/17

12:20 pm-8:56 pm

1 stop8h 36m

$203

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 10/23

2:49 am-1:44 pm

1 stop10h 55m

Boston Logan Intl

Tue 10/28

12:31 pm-1:44 am

1 stop13h 13m

$213

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 11/13

10:57 am-10:08 pm

1 stop12h 11m

Boston Logan Intl

Mon 11/17

6:00 am-4:23 pm

1 stop9h 23m

$214

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 11/14

12:10 pm-10:08 pm

1 stop10h 58m

Boston Logan Intl

Mon 11/17

6:15 am-7:21 pm

1 stop12h 06m

$214

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 9/18

2:38 pm-10:47 pm

1 stop8h 09m

Boston Logan Intl

Mon 9/22

2:53 pm-12:54 am

1 stop10h 01m

$214

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Tue 10/7

2:49 am-1:44 pm

1 stop10h 55m

Boston Logan Intl

Mon 10/20

2:53 pm-1:44 am

1 stop10h 51m

$215

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Sat 9/13

12:10 pm-11:10 pm

2 stops10h 00m

Boston Logan Intl

Tue 9/16

6:10 am-11:05 am

1 stop5h 55m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Caribbean Islands to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Boston

What is the cheapest month to book a flight from Caribbean Islands to Boston?

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $218). Flying from Caribbean Islands to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to BOS?

Find hourly flight availability from Caribbean Islands to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

When flying from Caribbean Islands to Boston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Caribbean Islands to Boston

Explore weekly flight availability from Caribbean Islands to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 18, 2025.

The most flights from zzEPX to BOS are scheduled on a Saturday (32 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (15 on average).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated August 18, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Caribbean Islands to Boston by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,925 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
JetBlue
7.2
Good
2,915 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Spirit Airlines
6.3
Okay
8,038 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Caribbean Islands?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to Boston.

  • How long is the flight from Caribbean Islands to Boston?

    Departing from Caribbean Islands to Boston will take you 5h 05m. The distance from Caribbean Islands to Boston is about 2063 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Caribbean Islands to Boston one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Boston are Spirit Airlines ($96), Delta ($198), and JetBlue ($198).

  • What are the most popular routes from Caribbean Islands to Boston?

    The most popular flight routes from Caribbean Islands to Boston are San Juan Luis Munoz Marin Intl - Boston Logan Intl, Santo Domingo Las Americas - Boston Logan Intl and Santiago de los Caballeros - Boston Logan Intl.

  • What are the most reliable airlines from Caribbean Islands to Boston?

    The top 3 most reliable airlines when flying from Caribbean Islands to Boston are KLM (93%), Delta (90%) and Etihad Airways (88%).

  • What are the cheapest flights from Caribbean Islands to Boston?

    Looking at all options, your cheapest flight can be booked for $115. While the most popular route (San Juan Luis Munoz Marin Intl - Boston Logan Intl) can be booked for $194 on average our data indicates $249 when flying from Caribbean Islands to Boston.

  • Can I find deals for flights from Caribbean Islands to Boston that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Boston.

  • Can I find deals for business class flights from Caribbean Islands to Boston?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to Boston?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $218). Flying from Caribbean Islands to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Hampton Beach
Waltham
Seabrook
Lowell
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Swansea
Saugus
Burlington
Braintree

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean Islands to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to Boston flights
Los Angeles to Boston flights
Baltimore to Boston flights
O'Hare Intl to Boston flights
Reagan-National to Boston flights
San Francisco to Boston flights
Atlanta to Boston flights
Dulles Intl to Boston flights
Tampa to Boston flights
Denver to Boston flights
Seattle to Boston flights
Newark to Boston flights
LaGuardia to Boston flights
Hobby to Boston flights
Philadelphia to Boston flights
John F Kennedy Intl to Boston flights
Fort Lauderdale to Boston flights
Austin to Boston flights
George Bush Intcntl to Boston flights
Raleigh to Boston flights
Sky Harbor Intl to Boston flights
Cleveland to Boston flights
Portland to Boston flights
Cincinnati to Boston flights
Orlando to Boston flights
Salt Lake City to Boston flights
Minneapolis to Boston flights
Miami to Boston flights
San Diego to Boston flights
Columbus to Boston flights
Pittsburgh to Boston flights
Love Field to Boston flights
Kansas City to Boston flights
Detroit to Boston flights
Charlotte to Boston flights
Indianapolis to Boston flights
Nashville to Boston flights
Orlando to Hartford flights
Jacksonville to Boston flights
West Palm Beach to Boston flights
Ontario to Boston flights
Denver to Hartford flights
Santa Ana to Boston flights
Rochester to Boston flights
Tampa to Hartford flights
Orlando to Albany flights
St. Louis to Boston flights
Milwaukee to Boston flights
Burbank to Boston flights
Midway to Boston flights

Top 7 airlines flying from Caribbean Islands to Boston

Discover the top 7 airlines that operate flights from Caribbean Islands to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$253FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$294FlexibilityNo cancel feeOn-time65%
DeltaCheapest$131Average$409FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$134Average$459FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$207Average$384FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$218Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$338Average$489FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.