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Massachusetts

$79+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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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 April 2, 2025.

Round-trip from

$144
(Cheapflightsfares)

One-way from

$79
(Cheapflightsfares)
From Caribbean Islands to Massachusetts
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One-way flight from Caribbean Islands to Massachusetts
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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 April 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 4/235:10 pmSJU - BOS
1 stop7h 35mSpirit Airlines
Sun 4/277:52 pmBOS - SJU
Nonstop4h 00mSpirit Airlines
Deal found 4/1$144
This eDestinos deal was found by Cheapflights users on 4/1. 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 4/104:41 pmSJU - BDL
Nonstop4h 06mFrontier
Sun 4/139:47 pmBDL - SJU
Nonstop3h 50mFrontier
Deal found 4/1$147
This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/226:20 amSJU - BOS
Nonstop4h 16mMultiple Airlines
Tue 4/297:52 pmBOS - SJU
Nonstop4h 00mMultiple Airlines
Deal found 4/1$158
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 5/911:55 amSJU - BDL
Nonstop4h 04mMultiple Airlines
Mon 5/1212:27 pmBDL - SJU
1 stop6h 40mMultiple Airlines
Deal found 3/31$172
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sat 4/196:00 amSJU - BOS
Nonstop4h 16mFrontier
Tue 4/2211:36 amBOS - SJU
Nonstop3h 56mFrontier
Deal found 3/31$180
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 5/1410:52 amSTT - BOS
1 stop12h 37mSpirit Airlines
Sat 5/174:49 pmBOS - STT
1 stop17h 08mSpirit Airlines
Deal found 4/1$195
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/88:12 pmSJU - BDL
1 stop15h 10mSpirit Airlines
Sun 5/1112:27 pmBDL - SJU
2 stops23h 04mSpirit Airlines
Deal found 4/1$196
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/71:39 pmSJU - BOS
Nonstop4h 18mDelta
Tue 5/138:20 amBOS - SJU
Nonstop4h 01mDelta
Deal found 3/31$244
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Wed 4/305:50 pmSTT - BOS
1 stop16h 33mAmerican Airlines
Sun 5/48:00 amBOS - STT
1 stop7h 26mAmerican Airlines
Deal found 4/1$249
This JetBlue deal was found by Cheapflights users on 4/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/147:15 pmSJU - BOS
Nonstop4h 10mJetBlue
Sun 5/188:55 pmBOS - SJU
Nonstop4h 00mJetBlue
Deal found 4/2$254
This JetBlue deal was found by Cheapflights users on 4/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/228:35 pmSJU - BDL
Nonstop3h 56mJetBlue
Tue 5/273:55 pmBDL - SJU
Nonstop3h 58mJetBlue
Deal found 4/1$256
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 5/912:07 pmMBJ - BOS
1 stop10h 22mSpirit Airlines
Sun 5/116:10 amBOS - MBJ
1 stop5h 52mSpirit Airlines
Deal found 4/1$261

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 April 2, 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

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 4/23

5:10 pm-12:45 am

1 stop7h 35m

Boston Logan Intl

Sun 4/27

7:52 pm-11:52 pm

Nonstop4h 00m

$144

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Tue 4/22

6:20 am-10:36 am

Nonstop4h 16m

Boston Logan Intl

Tue 4/29

7:52 pm-11:52 pm

Nonstop4h 00m

$158

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Fri 5/9

11:55 am-3:59 pm

Nonstop4h 04m

Hartford Bradley Intl

Mon 5/12

4:59 pm-8:53 pm

Nonstop3h 54m

$160

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Fri 5/9

11:55 am-3:59 pm

Nonstop4h 04m

Hartford Bradley Intl

Mon 5/12

12:27 pm-7:07 pm

1 stop6h 40m

$172

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Sat 4/19

6:00 am-10:16 am

Nonstop4h 16m

Boston Logan Intl

Tue 4/22

11:36 am-3:32 pm

Nonstop3h 56m

$180

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Thu 5/8

8:12 pm-11:22 am

1 stop15h 10m

Hartford Bradley Intl

Sun 5/11

12:27 pm-11:31 am

2 stops23h 04m

$190

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 5/14

10:52 am-11:29 pm

1 stop12h 37m

Boston Logan Intl

Sat 5/17

4:49 pm-9:57 am

1 stop17h 08m

$195

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 5/7

1:39 pm-5:57 pm

Nonstop4h 18m

Boston Logan Intl

Tue 5/13

8:20 am-12:21 pm

Nonstop4h 01m

$244

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 4/30

5:50 pm-10:23 am

1 stop16h 33m

Boston Logan Intl

Sun 5/4

8:00 am-3:26 pm

1 stop7h 26m

$249

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 5/14

7:15 pm-11:25 pm

Nonstop4h 10m

Boston Logan Intl

Sun 5/18

8:55 pm-12:55 am

Nonstop4h 00m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 April 2, 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.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 April 2, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Caribbean Islands to Massachusetts 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.
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Copa Airlines
7.6
Good
1,400 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Aeromexico
7.5
Good
1,700 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • 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 $79. Spirit Airlines flights start at $90 while deals on American Airlines start at $127 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

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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.
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Top 7 airlines flying from Caribbean Islands to Massachusetts

Discover the top 7 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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$69Average$248FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$71Average$292FlexibilityNo cancel feeOn-time65%
DeltaCheapest$122Average$395FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$123Average$480FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$219Average$462FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$332Average$512FlexibilityNo cancel feeOn-time71%

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