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$80+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$124
(Cheapflightsfares)

One-way from

$80
(Frontier)

Popular in

March

Cheapest in

September

Average price

$286

Good round-trip deal

$150 or less

Good one-way deal

$150 or less
From Caribbean to Boston Logan Intl
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One-way flight from Caribbean to Boston Logan Intl
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Caribbean to Boston Logan Intl.
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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 March 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 5/16:30 amSJU - BOS
Nonstop4h 13mFrontier
Sun 5/411:43 amBOS - SJU
Nonstop4h 01mFrontier
Deal found 3/27$124
This eDestinos deal was found by Cheapflights users on 3/26. 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.
Mon 4/219:30 pmSJU - BOS
1 stop12h 00mSpirit Airlines
Mon 4/287:52 pmBOS - SJU
Nonstop4h 00mSpirit Airlines
Deal found 3/26$126
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Fri 4/186:00 amSJU - BOS
Nonstop4h 16mMultiple Airlines
Sat 4/267:52 pmBOS - SJU
Nonstop4h 00mMultiple Airlines
Deal found 3/27$138
This JetBlue deal was found by Cheapflights users on 3/26. 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 5/88:00 amSJU - BOS
Nonstop4h 13mJetBlue
Thu 5/158:55 pmBOS - SJU
Nonstop4h 00mJetBlue
Deal found 3/26$176
This Delta deal was found by Cheapflights users on 3/25. 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.
Thu 5/221:39 pmSJU - BOS
Nonstop4h 18mDelta
Sat 5/318:20 amBOS - SJU
Nonstop4h 01mDelta
Deal found 3/25$177
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Wed 4/21:05 amSJU - BOS
1 stop7h 37mUnited Airlines
Sun 4/66:00 amBOS - SJU
1 stop7h 45mUnited Airlines
Deal found 3/27$187
This American Airlines deal was found by Cheapflights users on 3/25. 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
1 stop12h 07mAmerican Airlines
Wed 6/188:45 amBOS - SJU
1 stop15h 20mAmerican Airlines
Deal found 3/25$192
This Cheapflightsfares deal was found by Cheapflights users on 3/26. 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 5/1310:52 amSTT - BOS
1 stop12h 37mSpirit Airlines
Sat 5/176:10 amBOS - STT
1 stop7h 49mSpirit Airlines
Deal found 3/26$209
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Fri 4/112:10 pmSTT - BOS
1 stop8h 17mUnited Airlines
Tue 4/155:30 amBOS - STT
2 stops10h 13mUnited Airlines
Deal found 3/27$249
This Priceline deal was found by Cheapflights users on 3/26. 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.
Sat 5/103:45 pmAUA - BOS
1 stop7h 44mSpirit Airlines
Sat 5/176:10 amBOS - AUA
1 stop8h 30mSpirit Airlines
Deal found 3/26$266
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 3/27$274
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 5/105:00 pmNAS - BOS
1 stop30h 26mUnited Airlines
Sat 5/175:15 amBOS - NAS
1 stop8h 35mUnited Airlines
Deal found 3/26$286

Cheapflights Fare Finder

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 March 28, 2025.
Use the filters below to find and compare flights from Caribbean to Boston that are best for you.

Fly from

Caribbean

Fly to

Boston

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/1

6:30 am-10:43 am

Nonstop4h 13m

Boston Logan Intl

Sun 5/4

11:43 am-3:44 pm

Nonstop4h 01m

$124

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Mon 4/21

9:30 pm-9:30 am

1 stop12h 00m

Boston Logan Intl

Mon 4/28

7:52 pm-11:52 pm

Nonstop4h 00m

$126

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 4/18

6:00 am-10:16 am

Nonstop4h 16m

Boston Logan Intl

Sat 4/26

7:52 pm-11:52 pm

Nonstop4h 00m

$138

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/8

1:39 pm-5:57 pm

Nonstop4h 18m

Boston Logan Intl

Mon 5/12

8:20 am-12:21 pm

Nonstop4h 01m

$176

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 4/10

1:05 am-8:42 am

1 stop7h 37m

Boston Logan Intl

Mon 4/14

6:00 am-2:44 pm

1 stop8h 44m

$187

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 5/29

5:25 am-5:32 pm

1 stop12h 07m

Boston Logan Intl

Wed 6/18

8:45 am-12:05 am

1 stop15h 20m

$192

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Tue 5/13

10:52 am-11:29 pm

1 stop12h 37m

Boston Logan Intl

Sat 5/17

6:10 am-2:54 pm

1 stop8h 44m

$209

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Mon 4/21

2:30 am-6:37 am

Nonstop4h 07m

Boston Logan Intl

Tue 4/29

7:10 am-11:11 am

Nonstop4h 01m

$211

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 4/30

5:50 pm-11:44 am

1 stop17h 54m

Boston Logan Intl

Sun 5/4

6:59 am-4:59 pm

2 stops10h 00m

$249

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

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Boston

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 March 28, 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.

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 March 28, 2025.
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.5
Good
1,395 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $80 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $82 and Delta from $88 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 Etihad Airways (87%), Turkish Airlines (84%) and KLM (83%).

  • What are the cheapest flights from Caribbean to Boston?

    On average you can expect to pay $1,612 for a flight from Caribbean to Boston. The cheapest flight overall is $84 while the most popular route, (San Juan Luis Munoz Marin Intl - Boston Logan Intl) is currently priced at $140.

  • 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
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Boston

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 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$241FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$71Average$294FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$120Average$461FlexibilityNo cancel feeOn-time62%
DeltaCheapest$126Average$388FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$217Average$469FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$487FlexibilityNo cancel feeOn-time71%
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