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$71+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Feb 15 — Feb 221
Sat 2/15
Sat 2/22
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) 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 February 10, 2025.

Round-trip from

$105
(Cheapflightsfares)

One-way from

$71
(FlightHub)
From Caribbean Islands to Boston Logan Intl
Search Deals
One-way flight from Caribbean Islands to Boston Logan Intl
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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 February 10, 2025.

This FlightHub deal was found by Cheapflights users on 2/9. 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.
Wed 2/197:00 amSJU - BOS
Nonstop4h 18mFrontier
Wed 2/2611:18 amBOS - SJU
Nonstop3h 57mFrontier
Deal found 2/9$103
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 3/76:45 amSJU - BOS
Nonstop4h 22mMultiple Airlines
Tue 3/1110:43 amBOS - SJU
Nonstop4h 01mMultiple Airlines
Deal found 2/9$112
This eDestinos deal was found by Cheapflights users on 2/9. 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.
Thu 3/64:49 pmSJU - BOS
Nonstop4h 23mSpirit Airlines
Tue 3/1110:43 amBOS - SJU
Nonstop4h 01mSpirit Airlines
Deal found 2/9$113
This Booking.com deal was found by Cheapflights users on 2/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1911:38 amPUJ - BOS
1 stop21h 17mFrontier
Mon 3/2411:22 amBOS - PUJ
1 stop6h 15mFrontier
Deal found 2/9$212
This FlightHub deal was found by Cheapflights users on 2/9. 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.
Tue 3/1112:07 pmMBJ - BOS
1 stop20h 52mSpirit Airlines
Tue 3/185:29 pmBOS - MBJ
1 stop18h 33mSpirit Airlines
Deal found 2/9$247
This JetBlue deal was found by Cheapflights users on 2/10. 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
Tue 3/119:19 amBOS - SJU
Nonstop3h 59mJetBlue
Deal found 2/10$254
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/72:50 pmGCM - BOS
1 stop10h 00mUnited Airlines
Tue 3/114:30 pmBOS - GCM
1 stop21h 15mUnited Airlines
Deal found 2/10$281
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/132:20 pmSDQ - BOS
1 stop19h 58mFrontier
Thu 3/1312:54 pmBOS - SDQ
1 stop21h 50mFrontier
Deal found 2/10$284
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/272:20 pmSDQ - BOS
2 stops18h 47mMultiple Airlines
Tue 3/45:40 amBOS - SDQ
1 stop8h 46mMultiple Airlines
Deal found 2/10$290
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Mon 3/102:15 pmPUJ - BOS
1 stop10h 29mMultiple Airlines
Mon 3/178:35 pmBOS - PUJ
2 stops16h 04mMultiple Airlines
Deal found 2/10$293
This JetBlue deal was found by Cheapflights users on 2/9. 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 3/52:37 pmGCM - BOS
Nonstop4h 08mJetBlue
Mon 3/109:47 amBOS - GCM
Nonstop4h 29mJetBlue
Deal found 2/9$305
This Kissandfly.com deal was found by Cheapflights users on 2/9. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/171:25 pmGCM - BOS
2 stops20h 00mLufthansa
Mon 3/248:13 pmBOS - GCM
2 stops20h 12mLufthansa
Deal found 2/9$309

Find flights from Caribbean Islands to Boston within your budget

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 February 10, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 2/19

7:00 am-10:18 am

Nonstop4h 18m

Boston Logan Intl

Wed 2/26

11:18 am-4:15 pm

Nonstop3h 57m

$103

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 2/28

6:00 am-9:18 am

Nonstop4h 18m

Boston Logan Intl

Sun 3/2

6:00 am-5:01 pm

1 stop10h 01m

$111

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 3/6

4:49 pm-8:12 pm

Nonstop4h 23m

Boston Logan Intl

Tue 3/11

10:43 am-2:44 pm

Nonstop4h 01m

$113

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Wed 3/19

11:38 am-8:55 am

1 stop21h 17m

Boston Logan Intl

Mon 3/24

11:22 am-5:37 pm

1 stop6h 15m

$212

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Tue 3/11

12:07 pm-9:59 am

1 stop20h 52m

Boston Logan Intl

Tue 3/18

5:29 pm-11:02 am

1 stop18h 33m

$247

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 3/5

3:26 am-6:35 am

Nonstop4h 09m

Boston Logan Intl

Mon 3/10

7:30 pm-11:33 pm

Nonstop4h 03m

$254

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 3/7

2:50 pm-12:50 am

1 stop10h 00m

Boston Logan Intl

Tue 3/11

4:30 pm-12:45 pm

1 stop21h 15m

$281

Santo DomingoBoston

SDQ - BOS

SDQBOS

Santo Domingo Las Americas

Wed 5/21

8:00 am-10:13 am

1 stop26h 13m

Boston Logan Intl

Sun 6/8

10:11 am-1:50 pm

1 stop27h 39m

$287

Santo DomingoBoston

SDQ - BOS

SDQBOS

Santo Domingo Las Americas

Thu 2/27

2:20 pm-8:07 am

2 stops18h 47m

Boston Logan Intl

Tue 3/4

5:40 am-3:26 pm

1 stop8h 46m

$290

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Mon 3/10

2:15 pm-12:44 am

1 stop10h 29m

Boston Logan Intl

Mon 3/17

8:35 pm-12:39 pm

2 stops16h 04m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

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.

Travel insights for flights from Caribbean Islands to Boston

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

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 $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 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 February 10, 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 February 10, 2025.

The most flights from zzEPX to BOS are scheduled on a Monday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 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 February 10, 2025.
To help decide which airline to fly from Caribbean Islands to Boston, see what other customers have to say about Southwest, Delta and Alaska 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.
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Southwest
8.1
Very good
4,509 reviews
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Delta
8.0
Very good
8,348 reviews
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Alaska Airlines
8.0
Very good
9,690 reviews
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Copa Airlines
7.7
Good
1,563 reviews
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Aeromexico
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,509 reviews

Crew

8.7

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on 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 Spirit Airlines ($71), Frontier ($73), and JetBlue ($127).

  • 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 Frontier (84%), Qatar Airways (83%) and Aer Lingus (82%).

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

    Looking at all options, your cheapest flight can be booked for $74. While the most popular route (Santo Domingo Las Americas - Boston Logan Intl) can be booked for $262 on average our data indicates $754 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 $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 Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Warwick
Sturbridge
Marlborough
Waltham
Brockton
Cambridge
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 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 February 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$141FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$83Average$295FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$122Average$459FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$407FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$215Average$447FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$229Average$456FlexibilityNo cancel feeOn-time71%
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