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$92+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
may. 5 — may. 121
lun. 5/5
lun. 5/12
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 abril 30, 2025.

Round-trip from

$171
(Cheapflightsfares)

One-way from

$92
(FlightHub)
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 abril 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
jue. 6/199:30 amSJU - BOS
Nonstop4h 07mSpirit Airlines
dom. 6/222:42 pmBOS - SJU
Nonstop3h 54mSpirit Airlines
Deal found 4/29$171
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
jue. 7/175:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
lun. 7/219:15 amBDL - SJU
1 stop7h 31mSpirit Airlines
Deal found 4/29$184
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
jue. 5/156:30 amSJU - BOS
Nonstop4h 13mFrontier
dom. 5/1811:43 amBOS - SJU
Nonstop4h 01mFrontier
Deal found 4/29$194
This eDestinos deal was found by Cheapflights users on 4/29. 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.
mar. 5/1311:55 amSJU - BDL
Nonstop4h 04mFrontier
lun. 5/2611:38 amBDL - SJU
Nonstop3h 54mFrontier
Deal found 4/29$197
This CheapOair deal was found by Cheapflights users on 4/29. 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.
jue. 7/177:05 amSJU - BDL
Nonstop4h 00mMultiple Airlines
lun. 7/289:15 amBDL - SJU
1 stop7h 31mMultiple Airlines
Deal found 4/29$207
This Mytrip deal was found by Cheapflights users on 4/29. 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.
mié. 6/412:07 pmMBJ - BOS
1 stop10h 22mSpirit Airlines
mié. 6/116:10 amBOS - MBJ
1 stop5h 52mSpirit Airlines
Deal found 4/29$220
This CheapOair deal was found by Cheapflights users on 4/29. 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.
jue. 5/156:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
dom. 5/189:46 amBOS - SJU
1 stop10h 16mMultiple Airlines
Deal found 4/29$221
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 9/253:55 pmSJU - BOS
1 stop8h 40mAmerican Airlines
dom. 9/285:58 amBOS - SJU
1 stop8h 47mAmerican Airlines
Deal found 4/29$223
This Delta deal was found by Cheapflights users on 4/29. 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.
mié. 9/101:27 pmSJU - BOS
Nonstop4h 12mDelta
dom. 9/148:10 amBOS - SJU
Nonstop4h 05mDelta
Deal found 4/29$224
This JetBlue deal was found by Cheapflights users on 4/29. 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.
jue. 5/298:35 pmSJU - BDL
Nonstop3h 56mJetBlue
jue. 6/58:03 pmBDL - SJU
Nonstop3h 53mJetBlue
Deal found 4/29$258
This American Airlines deal was found by Cheapflights users on 4/29. 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.
vie. 5/166:10 amSJU - BDL
1 stop17h 03mAmerican Airlines
lun. 5/266:16 amBDL - SJU
1 stop6h 29mAmerican Airlines
Deal found 4/29$265
This JetBlue deal was found by Cheapflights users on 4/29. 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.
jue. 9/187:30 amSJU - BOS
1 stop8h 36mJetBlue
lun. 9/2212:00 pmBOS - SJU
Nonstop4h 00mJetBlue
Deal found 4/29$268

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 abril 30, 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

jue. 6/19

9:30 am-1:37 pm

Nonstop4h 07m

Boston Logan Intl

dom. 6/22

2:42 pm-6:36 pm

Nonstop3h 54m

$171

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

jue. 7/17

5:41 pm-8:10 am

1 stop14h 29m

Hartford Bradley Intl

lun. 7/21

9:15 am-4:46 pm

1 stop7h 31m

$184

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

jue. 5/15

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

dom. 5/18

11:43 am-3:44 pm

Nonstop4h 01m

$194

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

mar. 5/13

11:55 am-3:59 pm

Nonstop4h 04m

Hartford Bradley Intl

lun. 5/26

11:38 am-3:32 pm

Nonstop3h 54m

$197

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

jue. 7/17

7:05 am-11:05 am

Nonstop4h 00m

Hartford Bradley Intl

lun. 7/28

9:15 am-4:46 pm

1 stop7h 31m

$207

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

mié. 6/4

12:07 pm-11:29 pm

1 stop10h 22m

Boston Logan Intl

mié. 6/11

6:10 am-11:02 am

1 stop5h 52m

$220

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

jue. 5/15

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

dom. 5/18

9:46 am-8:02 pm

1 stop10h 16m

$221

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

jue. 9/25

3:55 pm-12:35 am

1 stop8h 40m

Boston Logan Intl

dom. 9/28

5:58 am-2:45 pm

1 stop8h 47m

$223

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

mié. 9/10

1:27 pm-5:39 pm

Nonstop4h 12m

Boston Logan Intl

dom. 9/14

8:10 am-12:15 pm

Nonstop4h 05m

$224

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

jue. 5/29

8:35 pm-12:31 am

Nonstop3h 56m

Hartford Bradley Intl

jue. 6/5

8:03 pm-11:56 pm

Nonstop3h 53m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 abril 30, 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 abril 30, 2025.

The most flights from zzEPX to USMA are scheduled on a Tuesday (22 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 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 abril 30, 2025.
Get a feel of what it's like to fly with Delta, Alaska Airlines and Southwest 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.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
9,968 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
4,295 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
7.5
Good
1,411 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
1,767 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $92. Frontier flights start at $96 while deals on JetBlue start at $138 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 abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$64Average$329FlexibilityNo cancel feeOn-time65%
FrontierCheapest$69Average$247FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$132Average$483FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$433FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$397FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$317Average$471FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$337Average$507FlexibilityNo cancel feeOn-time71%

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