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$75+ Cheap flights from Caribbean 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
abr 5 — abr 121
sáb 4/5
sáb 4/12
1 adult, Economy
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Cheap flight deals from Caribbean to Massachusetts

Keep the following information in mind while searching for Caribbean to Massachusetts flight deals. Data was last updated março 31, 2025.

Round-trip from

$137
(Cheapflightsfares)

One-way from

$75
(eDestinos)

Popular in

March

Cheapest in

September

Average price

$286

Good round-trip deal

$164 or less

Good one-way deal

$152 or less
From Caribbean to Massachusetts
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One-way flight from Caribbean to Massachusetts
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Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Caribbean to Massachusetts.
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Price to beat on a one-way flight from Caribbean to Massachusetts.
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Find flight deals from Caribbean to Massachusetts

Cheapest flights from Caribbean to Massachusetts
Explore the most affordable flight options available from Caribbean to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on março 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
sex 4/185:10 pmSJU - BOS
1 stop7h 35mSpirit Airlines
seg 4/287:52 pmBOS - SJU
Nonstop4h 00mSpirit Airlines
Deal found 3/30$137
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.
qui 4/34:41 pmSJU - BDL
Nonstop4h 06mFrontier
dom 4/139:47 pmBDL - SJU
Nonstop3h 50mFrontier
Deal found 3/31$160
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
qui 5/16:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
ter 5/67:52 pmBOS - SJU
Nonstop4h 00mMultiple Airlines
Deal found 3/30$162
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.
sex 5/911:55 amSJU - BDL
Nonstop4h 04mMultiple Airlines
seg 5/1212:27 pmBDL - SJU
1 stop6h 40mMultiple Airlines
Deal found 3/31$172
This OneTravel deal was found by Cheapflights users on 3/30. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/88:12 pmSJU - BDL
1 stop15h 10mSpirit Airlines
seg 5/1212:27 pmBDL - SJU
1 stop6h 40mSpirit Airlines
Deal found 3/30$184
This Frontier deal was found by Cheapflights users on 3/30. 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.
seg 4/76:00 amSJU - BOS
Nonstop4h 16mFrontier
sáb 4/1211:16 amBOS - SJU
Nonstop3h 56mFrontier
Deal found 3/30$189
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 5/1310:52 amSTT - BOS
1 stop27h 52mSpirit Airlines
sáb 5/176:10 amBOS - STT
1 stop8h 44mSpirit Airlines
Deal found 3/31$199
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.
qui 5/291:39 pmSJU - BOS
Nonstop4h 18mDelta
seg 6/98:14 amBOS - SJU
Nonstop4h 09mDelta
Deal found 3/31$244
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.
seg 4/73:00 pmSTT - BOS
1 stop10h 07mDelta
seg 4/145:40 amBOS - STT
1 stop8h 09mDelta
Deal found 3/31$249
This JetBlue deal was found by Cheapflights users on 3/30. 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.
sex 5/28:35 pmSJU - BDL
Nonstop3h 58mJetBlue
dom 5/49:15 pmBDL - SJU
Nonstop3h 44mJetBlue
Deal found 3/30$256
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.
sex 5/26:15 amSJU - BDL
1 stop11h 45mDelta
dom 5/45:30 amBDL - SJU
1 stop7h 40mDelta
Deal found 3/31$265
This American Airlines deal was found by Cheapflights users on 3/30. 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.
qui 5/15:30 amSJU - BDL
1 stop16h 54mAmerican Airlines
ter 5/66:16 amBDL - SJU
1 stop16h 14mAmerican Airlines
Deal found 3/30$271

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean 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 março 31, 2025.
Use the filters below to find and compare flights from Caribbean to Massachusetts that are best for you.

Fly from

Caribbean

Fly to

Massachusetts

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

sex 4/18

5:10 pm-12:45 am

1 stop7h 35m

Boston Logan Intl

seg 4/28

7:52 pm-11:52 pm

Nonstop4h 00m

$137

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

qui 5/1

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

seg 5/5

7:52 pm-11:52 pm

Nonstop4h 00m

$162

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

sex 5/9

11:55 am-3:59 pm

Nonstop4h 04m

Hartford Bradley Intl

seg 5/12

12:27 pm-7:07 pm

1 stop6h 40m

$172

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

qui 5/8

8:12 pm-11:22 am

1 stop15h 10m

Hartford Bradley Intl

seg 5/12

12:27 pm-7:07 pm

1 stop6h 40m

$184

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

sáb 4/12

4:41 pm-8:47 pm

Nonstop4h 06m

Hartford Bradley Intl

ter 4/15

4:21 pm-8:11 pm

Nonstop3h 50m

$190

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

sex 4/11

6:00 am-10:16 am

Nonstop4h 16m

Boston Logan Intl

seg 4/14

11:16 am-3:12 pm

Nonstop3h 56m

$196

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

ter 5/13

10:52 am-2:44 pm

1 stop27h 52m

Boston Logan Intl

sáb 5/17

6:10 am-2:54 pm

1 stop8h 44m

$199

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

qui 5/29

1:39 pm-5:57 pm

Nonstop4h 18m

Boston Logan Intl

seg 6/9

8:14 am-12:23 pm

Nonstop4h 09m

$244

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

qua 4/30

5:50 pm-10:23 am

1 stop16h 33m

Boston Logan Intl

dom 5/4

6:59 am-4:59 pm

2 stops10h 00m

$249

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

sex 5/2

8:35 pm-12:33 am

Nonstop3h 58m

Hartford Bradley Intl

dom 5/4

9:15 pm-12:59 am

Nonstop3h 44m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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

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

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

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

Find hourly flight availability from Caribbean 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 março 31, 2025.

When flying from Caribbean to Massachusetts, 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 to Massachusetts

Explore weekly flight availability from Caribbean 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 março 31, 2025.

The most flights from 0CB to USMA are scheduled on a Monday (22 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 on average).

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 março 31, 2025.
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Alaska Airlines
8.0
Very good
9,818 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Southwest
8.0
Very good
4,275 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Copa Airlines
7.6
Good
1,400 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
LATAM Airlines
7.5
Good
1,754 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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 to Massachusetts one-way?

    $75 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $85 and $127, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Massachusetts?

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

Discover the top 7 airlines that operate flights from Caribbean 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 março 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$241FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$71Average$294FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$120Average$479FlexibilityNo cancel feeOn-time62%
DeltaCheapest$126Average$386FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$219Average$458FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$330Average$512FlexibilityNo cancel feeOn-time71%
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