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$95+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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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 April 25, 2025.

Round-trip from

$151
(Cheapflightsfares)

One-way from

$95
(Kiwi.com)
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 April 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 6/199:30 amSJU - BOS
Nonstop4h 07mSpirit Airlines
Sun 6/222:42 pmBOS - SJU
Nonstop3h 54mSpirit Airlines
Deal found 4/25$151
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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 5/86:30 amSJU - BOS
Nonstop4h 13mFrontier
Sun 5/1111:43 amBOS - SJU
Nonstop4h 01mFrontier
Deal found 4/24$194
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Thu 5/295:25 amSJU - BOS
2 stops8h 50mAmerican Airlines
Thu 5/294:19 pmBOS - SJU
1 stop6h 11mAmerican Airlines
Deal found 4/25$200
This Delta deal was found by Cheapflights users on 4/25. 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 9/101:27 pmSJU - BOS
Nonstop4h 12mDelta
Sun 9/148:10 amBOS - SJU
Nonstop4h 05mDelta
Deal found 4/25$214
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/86:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
Mon 5/126:10 amBOS - SJU
1 stop12h 57mMultiple Airlines
Deal found 4/24$219
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 5/2212:07 pmMBJ - BOS
1 stop10h 22mSpirit Airlines
Tue 5/276:10 amBOS - MBJ
1 stop5h 52mSpirit Airlines
Deal found 4/25$251
This JetBlue deal was found by Cheapflights users on 4/24. 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 5/298:00 amSJU - BOS
Nonstop4h 13mJetBlue
Mon 6/97:20 pmBOS - SJU
Nonstop4h 05mJetBlue
Deal found 4/24$263
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 5/141:34 pmKIN - BOS
1 stop8h 55mSpirit Airlines
Sun 5/186:10 amBOS - KIN
1 stop7h 19mSpirit Airlines
Deal found 4/25$273
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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.
Sat 5/242:41 pmSTT - BOS
1 stop9h 06mSpirit Airlines
Wed 5/285:45 amBOS - STT
1 stop7h 51mSpirit Airlines
Deal found 4/23$277
This eDestinos deal was found by Cheapflights users on 4/25. 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 5/153:22 pmPUJ - BOS
1 stop8h 07mSpirit Airlines
Tue 5/206:10 amBOS - PUJ
1 stop8h 07mSpirit Airlines
Deal found 4/25$299
This SmartFares deal was found by Cheapflights users on 4/24. 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.
Thu 5/223:45 pmAUA - BOS
1 stop7h 44mSpirit Airlines
Thu 5/296:10 amBOS - AUA
1 stop8h 30mSpirit Airlines
Deal found 4/24$304
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 6/1311:39 amSTT - BOS
1 stop10h 40mAmerican Airlines
Tue 6/246:00 amBOS - STT
2 stops10h 00mAmerican Airlines
Deal found 4/25$319

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 April 25, 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 6/19

9:30 am-1:37 pm

Nonstop4h 07m

Boston Logan Intl

Sun 6/22

2:42 pm-6:36 pm

Nonstop3h 54m

$151

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/8

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

Sun 5/11

11:43 am-3:44 pm

Nonstop4h 01m

$194

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/29

5:25 am-2:15 pm

2 stops8h 50m

Boston Logan Intl

Thu 5/29

4:19 pm-10:30 pm

1 stop6h 11m

$200

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/8

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

Mon 5/12

6:10 am-7:07 pm

1 stop12h 57m

$219

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Thu 5/22

12:07 pm-11:29 pm

1 stop10h 22m

Boston Logan Intl

Tue 5/27

6:10 am-11:02 am

1 stop5h 52m

$251

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/29

8:00 am-12:13 pm

Nonstop4h 13m

Boston Logan Intl

Mon 6/9

7:20 pm-11:25 pm

Nonstop4h 05m

$263

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 6/5

1:39 pm-5:57 pm

Nonstop4h 18m

Boston Logan Intl

Mon 6/9

8:14 am-12:22 pm

Nonstop4h 08m

$264

KingstonBoston

KIN - BOS

KINBOS

Kingston Norman Manley

Wed 5/14

1:34 pm-11:29 pm

1 stop8h 55m

Boston Logan Intl

Sun 5/18

6:10 am-12:29 pm

1 stop7h 19m

$273

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Sat 5/24

2:41 pm-11:47 pm

1 stop9h 06m

Boston Logan Intl

Wed 5/28

5:45 am-1:36 pm

1 stop7h 51m

$277

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Thu 5/15

3:22 pm-11:29 pm

1 stop8h 07m

Boston Logan Intl

Tue 5/20

6:10 am-2:17 pm

1 stop8h 07m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 60 results
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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 April 25, 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 April 25, 2025.

The most flights from zzEPX to BOS are scheduled on a Thursday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston 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 Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 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 April 25, 2025.
To help decide which airline to fly from Caribbean Islands to Boston, see what other customers have to say about Delta, Southwest and Copa Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
4,287 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
1,411 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
SWISS
7.5
Good
1,582 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
Aeromexico
7.5
Good
1,698 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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 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.

  • 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 ($95), Frontier ($96), and Delta ($142).

  • 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 Etihad Airways (88%), KLM (88%) and Qatar Airways (84%).

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

    Looking at all options, your cheapest flight can be booked for $88. While the most popular route (San Juan Luis Munoz Marin Intl - Boston Logan Intl) can be booked for $151 on average our data indicates $410 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 Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Marlborough
Warwick
Cambridge
Waltham
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea

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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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$329FlexibilityNo cancel feeOn-time65%
FrontierCheapest$69Average$248FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$129Average$482FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$408FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$397FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$317Average$469FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$335Average$506FlexibilityNo cancel feeOn-time71%

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