Massachusetts

$123+ Cheap flights from Caribbean Islands to Massachusetts

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Oct 22 — Oct 291
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Cheap flight deals from Caribbean Islands to Massachusetts

Keep the following information in mind while searching for Caribbean Islands to Massachusetts flight deals. Data was last updated September 22, 2025.

Round-trip from

$157
(eDestinos)

One-way from

$123
(Cheapflightsfares)
From Caribbean Islands to Massachusetts
One-way flight from Caribbean Islands to Massachusetts

Find flight deals from Caribbean Islands to Massachusetts

Cheapest flights from Caribbean Islands to Massachusetts
Explore the most affordable flight options available from Caribbean Islands to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.

This eDestinos deal was found by Cheapflights users on 9/19. 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 12/56:00 amSJU - BDL
Nonstop4h 08mFrontier
Sun 12/710:03 amBDL - SJU
Nonstop3h 56mFrontier
Deal found 9/19$157
This eDestinos deal was found by Cheapflights users on 9/20. 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.
Thu 10/211:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/20$161
This Frontier deal was found by Cheapflights users on 9/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amSJU - BDL
Nonstop4h 08mFrontier
Mon 12/810:03 amBDL - SJU
Nonstop3h 56mFrontier
Deal found 9/21$179
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 12/256:00 amSJU - BDL
Nonstop4h 08mFrontier
Sat 1/310:03 amBDL - SJU
Nonstop3h 56mFrontier
Deal found 9/20$199
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 10/3011:04 amMBJ - BDL
Nonstop3h 59mAvelo Airlines
Sun 11/27:00 amBDL - MBJ
Nonstop4h 11mAvelo Airlines
Deal found 9/19$204
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/215:00 pmSJU - BOS
1 stop7h 34mAmerican Airlines
Wed 10/226:00 amBOS - SJU
2 stops9h 54mAmerican Airlines
Deal found 9/20$205
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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.
Fri 10/311:59 amSJU - BOS
1 stop11h 58mSpirit Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/21$211
This Cheapflightsfares deal was found by Cheapflights users on 9/20. 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 10/3011:51 amSJU - BOS
1 stop12h 08mSpirit Airlines
Mon 11/32:15 pmBOS - SJU
1 stop11h 29mSpirit Airlines
Deal found 9/20$214
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Wed 10/11:06 pmSJU - BOS
1 stop19h 37mMultiple Airlines
Sat 10/42:18 pmBOS - SJU
1 stop19h 34mMultiple Airlines
Deal found 9/21$216
This Priceline deal was found by Cheapflights users on 9/21. 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 10/112:28 amSJU - BOS
1 stop8h 15mMultiple Airlines
Tue 10/72:15 pmBOS - SJU
1 stop11h 29mMultiple Airlines
Deal found 9/21$226
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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.
Wed 10/812:09 pmMBJ - BOS
1 stop10h 50mSpirit Airlines
Tue 10/146:16 amBOS - MBJ
1 stop5h 44mSpirit Airlines
Deal found 9/22$236
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Mon 12/86:00 amSJU - BDL
Nonstop4h 08mFrontier
Mon 12/1510:03 amBDL - SJU
Nonstop3h 56mFrontier
Deal found 9/20$236

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Massachusetts 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 September 22, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Massachusetts that are best for you.

Fly from

Caribbean Islands

Fly to

Massachusetts

Route

Depart

Return

Price

Montego BayHartford

MBJ - BDL

MBJBDL

Montego Bay Sangster Intl

Thu 12/25

11:41 am-3:36 pm

Nonstop3h 55m

Hartford Bradley Intl

Sun 1/4

6:30 am-10:41 am

Nonstop4h 11m

$204

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Wed 10/8

12:09 pm-11:59 pm

1 stop10h 50m

Boston Logan Intl

Tue 10/14

6:16 am-11:00 am

1 stop5h 44m

$236

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Fri 10/24

6:33 pm-10:29 pm

Nonstop3h 56m

Hartford Bradley Intl

Mon 10/27

4:15 pm-8:10 pm

Nonstop3h 55m

$254

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Wed 10/22

2:25 pm-10:29 pm

1 stop8h 04m

Hartford Bradley Intl

Fri 10/31

4:15 pm-8:10 pm

Nonstop3h 55m

$260

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Fri 10/24

6:00 am-10:29 pm

1 stop16h 29m

Hartford Bradley Intl

Sun 10/26

10:49 am-2:34 pm

Nonstop3h 45m

$261

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 10/16

8:22 pm-12:24 am

Nonstop4h 02m

Boston Logan Intl

Mon 10/20

12:00 pm-4:05 pm

Nonstop4h 05m

$262

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Mon 10/20

8:22 pm-12:24 am

Nonstop4h 02m

Boston Logan Intl

Mon 10/27

7:40 am-11:44 am

Nonstop4h 04m

$262

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 10/15

8:22 pm-12:24 am

Nonstop4h 02m

Boston Logan Intl

Mon 10/20

12:00 pm-4:05 pm

Nonstop4h 05m

$262

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 10/15

8:22 pm-12:24 am

Nonstop4h 02m

Boston Logan Intl

Sat 10/18

12:00 pm-4:05 pm

Nonstop4h 05m

$262

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 10/9

8:22 pm-12:24 am

Nonstop4h 02m

Boston Logan Intl

Tue 10/14

8:00 am-12:27 pm

Nonstop4h 27m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean Islands to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts

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

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Massachusetts (average of $218). Flying from Caribbean Islands to Massachusetts 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 MA?

Find hourly flight availability from Caribbean Islands to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Massachusetts as you normally would.

Weekly flight availability from Caribbean Islands to Massachusetts

Explore weekly flight availability from Caribbean Islands to Massachusetts. 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 September 22, 2025.

The most flights from zzEPX to USMA are scheduled on a Thursday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated September 22, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Caribbean Islands to Massachusetts have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
8.0
Very good
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
8.0
Very good

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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 Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Caribbean Islands to Massachusetts?

    Departing from Caribbean Islands to Massachusetts will take you 3h 55m. The distance from Caribbean Islands to Massachusetts is about 1647 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $132. JetBlue flights start at $140 while deals on Delta start at $141 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands to Massachusetts 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 Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Massachusetts (average of $218). Flying from Caribbean Islands to Massachusetts 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean Islands to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Caribbean Islands to Massachusetts

Discover the top 8 airlines that operate flights from Caribbean Islands to Massachusetts. 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 September 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$287FlexibilityNo cancel feeOn-time65%
DeltaCheapest$136Average$422FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$152Average$468FlexibilityNo cancel feeOn-time62%
ArajetCheapest$178Average$393FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$480FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$216Average$397FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$338Average$498FlexibilityNo cancel feeOn-time71%

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