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$68+ Cheap flights from Caribbean 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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
fev 27 — mar 61
qui 2/27
qui 3/6
1 adult, Economy
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Cheap flight deals from Caribbean to Boston

Keep the following information in mind while searching for Caribbean to Boston flight deals. Data was last updated fevereiro 22, 2025.

Round-trip from

$98
(Frontier)

One-way from

$68
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$215

Good round-trip deal

$142 or less

Good one-way deal

$139 or less
From Caribbean to Boston Logan Intl
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One-way flight from Caribbean to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($26 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 February 2025
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Price to beat on a round-trip flight from Caribbean to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Caribbean to Boston Logan Intl.
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Find flight deals from Caribbean to Boston

Cheapest flights from Caribbean to Boston
Explore the most affordable flight options available from Caribbean to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on fevereiro 22, 2025.

This Frontier deal was found by Cheapflights users on 2/21. 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.
sex 4/46:00 amSJU - BOS
Nonstop4h 16mFrontier
seg 4/711:16 amBOS - SJU
Nonstop3h 56mFrontier
Deal found 2/21$98
This Cheapflightsfares deal was found by Cheapflights users on 2/21. 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.
ter 3/1112:49 pmSJU - BOS
1 stop11h 10mSpirit Airlines
ter 3/1810:43 amBOS - SJU
Nonstop4h 01mSpirit Airlines
Deal found 2/21$110
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 5/156:30 amSJU - BOS
Nonstop4h 13mMultiple Airlines
seg 5/196:00 amBOS - SJU
1 stop18h 12mMultiple Airlines
Deal found 2/21$121
This Delta deal was found by Cheapflights users on 2/20. 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 4/41:30 pmSJU - BOS
Nonstop4h 13mDelta
dom 4/68:20 amBOS - SJU
Nonstop4h 00mDelta
Deal found 2/20$198
This Frontier deal was found by Cheapflights users on 2/21. 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 3/172:15 pmPUJ - BOS
1 stop10h 29mFrontier
seg 3/245:10 amBOS - PUJ
1 stop7h 50mFrontier
Deal found 2/21$213
This JetBlue deal was found by Cheapflights users on 2/20. 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.
qui 2/273:26 amSJU - BOS
Nonstop4h 09mJetBlue
dom 3/27:35 pmBOS - SJU
Nonstop4h 07mJetBlue
Deal found 2/20$246
This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 3/2712:07 pmMBJ - BOS
1 stop8h 45mSpirit Airlines
ter 4/82:10 pmBOS - MBJ
1 stop21h 45mSpirit Airlines
Deal found 2/22$247
This American Airlines deal was found by Cheapflights users on 2/20. 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.
sex 2/284:45 pmSJU - BOS
1 stop6h 59mAmerican Airlines
dom 3/210:05 amBOS - SJU
1 stop12h 49mAmerican Airlines
Deal found 2/20$252
This Mytrip deal was found by Cheapflights users on 2/22. 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.
sex 5/303:12 pmSDQ - BOS
1 stop17h 57mFrontier
dom 6/811:28 amBOS - SDQ
1 stop12h 31mFrontier
Deal found 2/22$261
This Mytrip deal was found by Cheapflights users on 2/21. 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.
qua 3/124:34 pmSDQ - BOS
1 stop17h 25mMultiple Airlines
qui 3/2712:54 pmBOS - SDQ
1 stop21h 50mMultiple Airlines
Deal found 2/21$265
This Cheapflightsfares deal was found by Cheapflights users on 2/21. 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.
qua 4/1612:39 pmPUJ - BOS
1 stop10h 18mMultiple Airlines
ter 5/611:43 amBOS - PUJ
1 stop5h 55mMultiple Airlines
Deal found 2/21$272
This FlightHub deal was found by Cheapflights users on 2/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 3/261:36 pmKIN - BOS
1 stop7h 16mSpirit Airlines
seg 4/711:14 amBOS - KIN
1 stop26h 14mSpirit Airlines
Deal found 2/21$278

Find flights from Caribbean to Boston within your budget

Customize your flight search to find flights from Caribbean 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 fevereiro 22, 2025.

Fly from

Caribbean

Fly to

Boston

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

sex 4/4

6:00 am-10:16 am

Nonstop4h 16m

Boston Logan Intl

seg 4/7

11:16 am-3:12 pm

Nonstop3h 56m

$98

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

ter 3/11

12:49 pm-11:59 pm

1 stop11h 10m

Boston Logan Intl

ter 3/18

10:43 am-2:44 pm

Nonstop4h 01m

$110

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

qui 5/15

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

seg 5/19

6:00 am-12:12 am

1 stop18h 12m

$121

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

sex 4/4

1:30 pm-5:43 pm

Nonstop4h 13m

Boston Logan Intl

dom 4/6

8:20 am-12:20 pm

Nonstop4h 00m

$198

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

seg 3/17

2:15 pm-12:44 am

1 stop10h 29m

Boston Logan Intl

seg 3/24

5:10 am-1:00 pm

1 stop7h 50m

$213

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

qui 3/27

12:07 pm-9:52 pm

1 stop8h 45m

Boston Logan Intl

seg 4/7

2:10 pm-11:02 am

1 stop21h 52m

$247

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

qui 3/13

12:55 am-5:00 am

Nonstop4h 05m

Boston Logan Intl

seg 3/17

1:53 pm-5:50 pm

Nonstop3h 57m

$254

Santo DomingoBoston

SDQ - BOS

SDQBOS

Santo Domingo Las Americas

sex 5/30

3:12 pm-9:09 am

1 stop17h 57m

Boston Logan Intl

dom 6/8

11:28 am-11:59 pm

1 stop12h 31m

$261

Santo DomingoBoston

SDQ - BOS

SDQBOS

Santo Domingo Las Americas

qua 3/12

4:34 pm-9:59 am

1 stop17h 25m

Boston Logan Intl

qui 3/27

12:54 pm-10:44 am

1 stop21h 50m

$265

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

qua 4/16

12:39 pm-10:57 pm

1 stop10h 18m

Boston Logan Intl

ter 5/6

11:43 am-5:38 pm

1 stop5h 55m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 60 results
1
2
3
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Best time to book a flight from Caribbean to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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.

Travel insights for flights from Caribbean to Boston

Get recent, data-driven insights about flights from Caribbean to Boston including ideal travel times, pricing trends, and more.

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

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

Find hourly flight availability from Caribbean 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 fevereiro 22, 2025.

When flying from Caribbean 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 to Boston

Explore weekly flight availability from Caribbean 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 fevereiro 22, 2025.

The most flights from 0CB to BOS are scheduled on a Thursday (26 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 fevereiro 22, 2025.
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,702 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,502 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,789 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Food

7.1

Overall

8.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Caribbean.

  • What are the cheapest airlines to fly from Caribbean to Boston one-way?

    One-way options have recently been found by users for as low as $68 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $69 and United Airlines from $104 one-way.

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

    When deciding which route to take from Caribbean to Boston consider San Juan Luis Munoz Marin Intl - Boston Logan Intl, Santo Domingo Las Americas - Boston Logan Intl or Santiago de los Caballeros - Boston Logan Intl as they are the most popular.

  • What are the most reliable airlines from Caribbean to Boston?

    The top 3 most reliable airlines when flying from Caribbean to Boston are Japan Airlines (83%), Frontier (83%) and Qatar Airways (82%).

  • What are the cheapest flights from Caribbean to Boston?

    On average you can expect to pay $744 for a flight from Caribbean to Boston. The cheapest flight overall is $67 while the most popular route, (San Juan Luis Munoz Marin Intl - Boston Logan Intl) is currently priced at $105.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Boston?

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

Book flights to Caribbean if you plan to visit one of these locations
Warwick
Marlborough
Brockton
Waltham
Cambridge
Sturbridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
Watertown
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

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Top 7 airlines flying from Caribbean to Boston

Discover the top 7 airlines that operate flights from Caribbean 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 fevereiro 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$140FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$80Average$294FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$118Average$457FlexibilityNo cancel feeOn-time62%
DeltaCheapest$127Average$411FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$215Average$467FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$456FlexibilityNo cancel feeOn-time71%
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