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$91+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
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 January 14, 2026.

Round-trip from

$102
(Cheapflightsfares)

One-way from

$91
(Frontier)
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 January 14, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 2/310:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Tue 2/103:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/13$102
This eDestinos deal was found by Cheapflights users on 1/11. 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.
Fri 1/234:40 pm
SJU
-
BOS
1 stop8h 17m
Spirit Airlines
Mon 1/263:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/11$110
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 2/710:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Tue 2/105:34 am
BOS
-
SJU
1 stop9h 01m
Spirit Airlines
Deal found 1/13$116
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 2/243:30 pm
SJU
-
BOS
Nonstop4h 26m
Spirit Airlines
Tue 3/33:00 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/13$117
This Cheapflightsfares deal was found by Cheapflights users on 1/12. 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 1/3010:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Mon 2/23:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/12$119
This Cheapflightsfares deal was found by Cheapflights users on 1/12. 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 1/2210:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Sun 1/253:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/12$120
This Cheapflightsfares deal was found by Cheapflights users on 1/12. 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 1/234:40 pm
SJU
-
BOS
1 stop8h 17m
Spirit Airlines
Sun 1/253:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Deal found 1/12$121
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Sat 2/146:00 am
SJU
-
BOS
Nonstop4h 19m
Multiple Airlines
Sun 2/223:00 pm
BOS
-
SJU
Nonstop4h 06m
Multiple Airlines
Deal found 1/12$125
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 2/115:42 pm
STT
-
BOS
1 stop7h 15m
Spirit Airlines
Wed 2/185:27 am
BOS
-
STT
1 stop10h 07m
Spirit Airlines
Deal found 1/13$165
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 2/45:42 pm
STT
-
BOS
1 stop7h 15m
Spirit Airlines
Tue 2/175:27 am
BOS
-
STT
1 stop10h 07m
Spirit Airlines
Deal found 1/13$211
This JetBlue deal was found by Cheapflights users on 1/13. 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 3/111:01 pm
STT
-
BOS
1 stop5h 52m
JetBlue
Tue 3/179:45 am
BOS
-
STT
Nonstop4h 01m
JetBlue
Deal found 1/13$225
This Cheapflightsfares deal was found by Cheapflights users on 1/12. 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.
Mon 2/234:55 am
SDQ
-
BOS
Nonstop4h 05m
Spirit Airlines
Tue 3/311:10 pm
BOS
-
SDQ
Nonstop3h 50m
Spirit Airlines
Deal found 1/12$234

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 January 14, 2026.
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

Fri 2/27

6:00 am-9:19 am

Nonstop4h 19m

Boston Logan Intl

Mon 3/2

10:04 am-3:00 pm

Nonstop3h 56m

$136

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 1/29

4:40 pm-11:57 pm

1 stop8h 17m

Boston Logan Intl

Sun 2/1

3:18 pm-8:24 pm

Nonstop4h 06m

$139

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Sat 1/17

6:00 am-2:38 pm

1 stop9h 38m

Boston Logan Intl

Sun 1/25

3:18 pm-8:24 pm

Nonstop4h 06m

$191

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 1/23

6:10 am-9:20 am

Nonstop4h 10m

Boston Logan Intl

Mon 1/26

7:30 am-12:33 pm

Nonstop4h 03m

$203

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 2/5

4:22 pm-1:13 am

1 stop9h 51m

Boston Logan Intl

Sun 2/8

6:00 am-3:12 pm

1 stop8h 12m

$209

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 2/4

5:42 pm-11:57 pm

1 stop7h 15m

Boston Logan Intl

Tue 2/17

5:27 am-4:34 pm

1 stop10h 07m

$211

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 1/22

7:45 am-6:01 pm

1 stop11h 16m

Boston Logan Intl

Sun 1/25

6:00 am-3:40 pm

1 stop8h 40m

$212

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Mon 1/26

2:05 am-2:00 pm

2 stops12h 55m

Boston Logan Intl

Sat 1/31

2:27 pm-10:22 pm

1 stop6h 55m

$223

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 3/11

1:01 pm-6:53 pm

1 stop5h 52m

Boston Logan Intl

Tue 3/17

9:45 am-1:46 pm

Nonstop4h 01m

$225

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 1/23

2:25 pm-5:45 pm

Nonstop4h 20m

Boston Logan Intl

Mon 1/26

8:05 am-1:11 pm

Nonstop4h 06m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 60 results
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2
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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, February is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $56). Flying from Caribbean Islands to Boston in November is currently the most expensive (average of $141). 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 January 14, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 18% on flights from Caribbean Islands to Boston by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Caribbean Islands to Boston?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Boston. Price data was last updated on January 10, 2026.

Travelers seeking maximum savings on their Caribbean Islands to Boston flight should consider departing on Tuesday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 January 14, 2026.

The most flights from zzEPX to BOS are scheduled on a Tuesday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

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 14, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Caribbean Islands to Boston by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,040 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,156 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,118 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,884 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,309 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Caribbean Islands to Boston?

    Departing from Caribbean Islands to Boston will take you 4h 10m. The distance from Caribbean Islands to Boston is about 1678 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 ($55), Spirit Airlines ($68), and JetBlue ($101).

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

    The most popular flight routes from Caribbean Islands to Boston are Santo Domingo Las Americas - Boston Logan Intl, San Juan Luis Munoz Marin Intl - 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 KLM (92%), Etihad Airways (90%) and Japan Airlines (83%).

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

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (Santo Domingo Las Americas - Boston Logan Intl) can be booked for $257 on average, our data indicates $225 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, February is the cheapest month in which you can book a flight from Caribbean Islands to Boston (average of $56). Flying from Caribbean Islands to Boston in November is currently the most expensive (average of $141). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seekonk
Brockton
Warwick
Seabrook
Cranston
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Lowell
Smithfield
Peabody
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Londonderry
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Old Orchard Beach
Waltham
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Top 8 airlines flying from Caribbean Islands to Boston

Discover the top 8 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 January 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$86Average$278FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$274FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$425FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$170Average$415FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$187Average$529FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$192Average$233FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$208Average$474FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$324Average$500FlexibilityNo cancel feeOn-time71%

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