Boston

$97+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
may. 6 — may. 131
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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 mayo 1, 2025.

Round-trip from

$176
(Mytrip)

One-way from

$97
(Cheapflightsfares)
From Caribbean Islands to Boston Logan Intl
One-way flight from Caribbean Islands to Boston Logan Intl

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 mayo 1, 2025.

This Mytrip deal was found by Cheapflights users on 5/1. 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.
mié. 5/281:59 amSJU - BOS
1 stop7h 10mSpirit Airlines
lun. 6/27:47 pmBOS - SJU
1 stop25h 30mSpirit Airlines
Deal found 5/1$176
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 Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/186:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
lun. 5/266:10 amBOS - SJU
1 stop12h 57mMultiple Airlines
Deal found 4/30$221
This American Airlines deal was found by Cheapflights users on 4/30. 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.
jue. 9/253:55 pmSJU - BOS
1 stop8h 40mAmerican Airlines
mar. 9/307:43 amBOS - SJU
1 stop7h 04mAmerican Airlines
Deal found 4/30$223
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/251:27 pmSJU - BOS
Nonstop4h 12mDelta
mar. 9/308:10 amBOS - SJU
Nonstop4h 05mDelta
Deal found 4/30$224
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/101:05 amSJU - BOS
2 stops9h 30mUnited Airlines
dom. 9/146:00 amBOS - SJU
1 stop7h 45mUnited Airlines
Deal found 4/30$233
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
jue. 5/86:30 amSJU - BOS
Nonstop4h 13mFrontier
dom. 5/1111:43 amBOS - SJU
Nonstop4h 01mFrontier
Deal found 4/30$255
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
vie. 5/302:41 pmSTT - BOS
1 stop9h 06mSpirit Airlines
mar. 6/35:45 amBOS - STT
1 stop7h 51mSpirit Airlines
Deal found 4/30$257
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/211:34 pmKIN - BOS
1 stop8h 55mSpirit Airlines
mié. 5/286:10 amBOS - KIN
1 stop7h 19mSpirit Airlines
Deal found 4/30$282
This JetBlue deal was found by Cheapflights users on 4/30. 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.
mié. 9/243:15 amSJU - BOS
1 stop8h 27mJetBlue
mar. 9/3012:00 pmBOS - SJU
Nonstop4h 00mJetBlue
Deal found 4/30$289
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.
mié. 5/143:40 pmSTT - BOS
1 stop8h 39mAmerican Airlines
dom. 5/187:50 pmBOS - STT
1 stop16h 54mAmerican Airlines
Deal found 4/29$291
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
sáb. 5/2412:42 pmPUJ - BOS
1 stop11h 05mSpirit Airlines
dom. 6/16:10 amBOS - PUJ
1 stop8h 07mSpirit Airlines
Deal found 4/30$294

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 mayo 1, 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

mié. 5/28

1:59 am-9:09 am

1 stop7h 10m

Boston Logan Intl

lun. 6/2

7:47 pm-9:17 pm

1 stop25h 30m

$176

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

jue. 5/29

5:25 am-2:15 pm

2 stops8h 50m

Boston Logan Intl

jue. 5/29

4:19 pm-10:30 pm

1 stop6h 11m

$210

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

dom. 5/18

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

lun. 5/26

6:10 am-7:07 pm

1 stop12h 57m

$221

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

jue. 9/25

1:27 pm-5:39 pm

Nonstop4h 12m

Boston Logan Intl

mar. 9/30

8:10 am-12:15 pm

Nonstop4h 05m

$224

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

mié. 9/10

1:05 am-10:35 am

2 stops9h 30m

Boston Logan Intl

dom. 9/14

6:00 am-1:45 pm

1 stop7h 45m

$233

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

vie. 5/30

2:41 pm-11:47 pm

1 stop9h 06m

Boston Logan Intl

mar. 6/3

5:45 am-1:36 pm

1 stop7h 51m

$257

KingstonBoston

KIN - BOS

KINBOS

Kingston Norman Manley

mié. 5/21

1:34 pm-11:29 pm

1 stop8h 55m

Boston Logan Intl

mié. 5/28

6:10 am-12:29 pm

1 stop7h 19m

$282

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

mié. 9/24

3:15 am-11:42 am

1 stop8h 27m

Boston Logan Intl

mar. 9/30

12:00 pm-4:00 pm

Nonstop4h 00m

$289

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

mié. 5/14

3:40 pm-12:19 am

1 stop8h 39m

Boston Logan Intl

dom. 5/18

7:50 pm-12:44 pm

1 stop16h 54m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 $310). 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 mayo 1, 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 mayo 1, 2025.

The most flights from zzEPX to BOS are scheduled on a Wednesday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 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 mayo 1, 2025.
To help decide which airline to fly from Caribbean Islands to Boston, see what other customers have to say about Southwest, Delta and LATAM 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.

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
8.0
Very good

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 Frontier ($97), Spirit Airlines ($99), and American Airlines ($158).

  • What are the most popular routes from Caribbean Islands to Boston?

  • 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 $94. While the most popular route (Santo Domingo Las Americas - Boston Logan Intl) can be booked for $324 on average our data indicates $233 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 $310). 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
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea
Seabrook

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean Islands to Boston

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

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 mayo 1, 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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