Boston

$61+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Jan 26 — Feb 21
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Cheap flight deals from Caribbean to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$104
(Cheapflightsfares)

One-way from

$61
(Trip.com)

Good round-trip deal

$142 or less

Good one-way deal

$160 or less
From Caribbean to Boston Logan Intl
One-way flight from Caribbean to Boston Logan Intl
Price to beat on a round-trip flight from Caribbean to Boston Logan Intl.
Price to beat on a one-way flight from Caribbean to Boston Logan Intl.

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 January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/45:35 amSJU - BOS
Nonstop4h 28mFrontier
Wed 2/510:03 amBOS - SJU
Nonstop4h 04mFrontier
Deal found 1/20$104
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/74:47 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Wed 3/1210:43 amBOS - SJU
Nonstop3h 54mSpirit Airlines
Deal found 1/20$114
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/3010:09 pmSJU - BOS
1 stop13h 27mMultiple Airlines
Wed 2/510:03 amBOS - SJU
Nonstop4h 04mMultiple Airlines
Deal found 1/20$115
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Wed 2/262:29 pmPUJ - BOS
1 stop20h 49mFrontier
Mon 3/310:18 amBOS - PUJ
1 stop25h 56mFrontier
Deal found 1/19$211
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/263:56 amBQN - BOS
1 stop21h 48mFrontier
Tue 3/46:00 amBOS - BQN
1 stop20h 01mFrontier
Deal found 1/20$232
This FlightHub deal was found by Cheapflights users on 1/21. 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.
Fri 2/287:06 pmPOS - BOS
1 stop16h 12mFrontier
Wed 3/511:18 amBOS - POS
1 stop29h 23mFrontier
Deal found 1/21$233
This JetBlue deal was found by Cheapflights users on 1/20. 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.
Wed 3/53:26 amSJU - BOS
Nonstop4h 09mJetBlue
Mon 3/107:30 pmBOS - SJU
Nonstop4h 03mJetBlue
Deal found 1/20$244
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/132:48 pmMBJ - BOS
1 stop8h 59mSpirit Airlines
Wed 2/195:40 amBOS - MBJ
1 stop8h 03mSpirit Airlines
Deal found 1/20$246
This Mytrip deal was found by Cheapflights users on 1/21. 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.
Thu 2/207:43 pmSTI - BOS
2 stops13h 24mFrontier
Thu 2/2711:18 amBOS - STI
1 stop6h 05mFrontier
Deal found 1/21$248
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/45:30 amSJU - BOS
1 stop12h 14mAmerican Airlines
Sun 4/65:15 amBOS - SJU
1 stop15h 13mAmerican Airlines
Deal found 1/21$253
This eDestinos deal was found by Cheapflights users on 1/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/194:48 pmPUJ - BOS
1 stop7h 59mSpirit Airlines
Wed 2/265:40 amBOS - PUJ
1 stop9h 03mSpirit Airlines
Deal found 1/20$268
This Flightnetwork deal was found by Cheapflights users on 1/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/134:47 pmAUA - BOS
1 stop8h 00mSpirit Airlines
Wed 2/198:16 pmBOS - AUA
1 stop18h 24mSpirit Airlines
Deal found 1/20$269

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Tue 2/4

5:35 am-9:03 am

Nonstop4h 28m

Boston Logan Intl

Wed 2/5

10:03 am-3:07 pm

Nonstop4h 04m

$104

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 3/7

4:47 pm-7:54 pm

Nonstop4h 07m

Boston Logan Intl

Tue 3/11

10:43 am-2:37 pm

Nonstop3h 54m

$114

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 3/13

3:47 pm-7:54 pm

Nonstop4h 07m

Boston Logan Intl

Mon 3/17

10:11 am-12:15 am

1 stop14h 04m

$140

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Wed 2/26

2:29 pm-10:18 am

1 stop20h 49m

Boston Logan Intl

Mon 3/3

10:18 am-1:14 pm

1 stop25h 56m

$211

AguadillaBoston

BQN - BOS

BQNBOS

Aguadilla Borinquen

Wed 2/26

3:56 am-12:44 am

1 stop21h 48m

Boston Logan Intl

Tue 3/4

6:00 am-3:01 am

1 stop20h 01m

$232

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/28

7:06 pm-10:18 am

1 stop16h 12m

Boston Logan Intl

Wed 3/5

11:18 am-5:41 pm

1 stop29h 23m

$233

AguadillaBoston

BQN - BOS

BQNBOS

Aguadilla Borinquen

Wed 2/26

1:09 am-8:43 am

1 stop8h 34m

Boston Logan Intl

Tue 3/4

7:24 am-11:57 pm

2 stops15h 33m

$243

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 3/6

3:26 am-6:35 am

Nonstop4h 09m

Boston Logan Intl

Wed 3/12

7:30 pm-11:33 pm

Nonstop4h 03m

$244

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Thu 2/13

2:48 pm-11:47 pm

1 stop8h 59m

Boston Logan Intl

Wed 2/19

5:40 am-1:43 pm

1 stop8h 03m

$244

Santiago de los CaballerosBoston

STI - BOS

STIBOS

Santiago de los Caballeros

Thu 2/20

7:43 pm-8:07 am

2 stops13h 24m

Boston Logan Intl

Thu 2/27

11:18 am-6:23 pm

1 stop6h 05m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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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 January 21, 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 January 21, 2025.

The most flights from 0CB to BOS are scheduled on a Tuesday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 January 21, 2025.
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,662 reviews
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,858 reviews
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,984 reviews
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $61 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $62 and United Airlines from $104 one-way.

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

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

    The top 3 most reliable airlines when flying from Caribbean to Boston are Frontier (82%), Delta (82%) and KLM (78%).

  • What are the cheapest flights from Caribbean to Boston?

    On average you can expect to pay $227 for a flight from Caribbean to Boston. The cheapest flight overall is $83 while the most popular route, (San Juan Luis Munoz Marin Intl - Boston Logan Intl) is currently priced at $102.

  • 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
Sturbridge
Warwick
Marlborough
Waltham
Brockton
Cambridge
Watertown
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Boston

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

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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$67Average$139FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$83Average$295FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$119Average$457FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$394FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$204Average$522FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$215Average$445FlexibilityNo cancel feeOn-time69%
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