Boston

$108+ 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Jul 6 — Jul 131
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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 July 1, 2025.

Round-trip from

$174
(Cheapflightsfares)

One-way from

$108
(FlightHub)
From Caribbean Islands to Boston Logan Intl
One-way flight from Caribbean Islands to Boston Logan Intl

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 July 1, 2025.

This eDestinos deal was found by Cheapflights users on 6/29. 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 7/141:21 amSJU - BOS
1 stop7h 16mSpirit Airlines
Tue 8/263:37 pmBOS - SJU
1 stop8h 20mSpirit Airlines
Deal found 6/29$168
This Priceline deal was found by Cheapflights users on 6/29. 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.
Thu 8/149:30 pmSJU - BOS
1 stop11h 05mMultiple Airlines
Mon 8/186:05 amBOS - SJU
1 stop15h 43mMultiple Airlines
Deal found 6/29$231
This FlightHub deal was found by Cheapflights users on 6/30. 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.
Sat 7/2611:35 amMBJ - BOS
1 stop7h 18mSpirit Airlines
Sun 8/316:05 amBOS - MBJ
1 stop6h 09mSpirit Airlines
Deal found 6/30$252
This Expedia deal was found by Cheapflights users on 7/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/21:37 pmKIN - BOS
1 stop9h 11mSpirit Airlines
Fri 8/88:39 pmBOS - KIN
1 stop17h 03mSpirit Airlines
Deal found 7/1$308
This JetBlue deal was found by Cheapflights users on 6/28. 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 7/312:35 pmMBJ - BOS
Nonstop4h 15mJetBlue
Wed 8/610:03 amBOS - MBJ
Nonstop4h 27mJetBlue
Deal found 6/28$311
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/264:33 pmMBJ - BOS
2 stops20h 07mUnited Airlines
Sun 8/319:30 amBOS - MBJ
2 stops27h 13mUnited Airlines
Deal found 7/1$320
This Delta deal was found by Cheapflights users on 6/30. 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 8/1412:52 pmGCM - BOS
1 stop11h 28mDelta
Thu 8/215:35 amBOS - GCM
1 stop7h 02mDelta
Deal found 6/30$323
This Flightnetwork deal was found by Cheapflights users on 6/30. 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 7/173:45 pmAUA - BOS
1 stop8h 03mSpirit Airlines
Wed 7/238:39 pmBOS - AUA
1 stop18h 01mSpirit Airlines
Deal found 6/30$332
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/141:35 pmGCM - BOS
2 stops28h 43mUnited Airlines
Thu 8/213:15 pmBOS - GCM
2 stops46h 15mUnited Airlines
Deal found 6/30$333
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 7/313:25 pmPUJ - BOS
1 stop8h 23mSpirit Airlines
Tue 8/56:10 amBOS - PUJ
1 stop8h 20mSpirit Airlines
Deal found 6/30$335
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/72:10 pmGCM - BOS
2 stops16h 25mAmerican Airlines
Sun 8/108:00 pmBOS - GCM
2 stops16h 10mAmerican Airlines
Deal found 6/30$346
This Delta deal was found by Cheapflights users on 6/30. 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 11/132:03 pmPUJ - BOS
1 stop11h 57mDelta
Thu 11/275:25 amBOS - PUJ
1 stop7h 24mDelta
Deal found 6/30$353

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 July 1, 2025.
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

Mon 7/14

1:21 am-8:37 am

1 stop7h 16m

Boston Logan Intl

Tue 8/26

3:37 pm-11:57 pm

1 stop8h 20m

$168

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 8/14

9:30 pm-8:35 am

1 stop11h 05m

Boston Logan Intl

Mon 8/18

6:05 am-9:48 pm

1 stop15h 43m

$231

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Sat 7/26

11:35 am-7:53 pm

1 stop7h 18m

Boston Logan Intl

Sun 8/31

6:05 am-11:14 am

1 stop6h 09m

$252

KingstonBoston

KIN - BOS

KINBOS

Kingston Norman Manley

Sat 8/2

1:37 pm-11:48 pm

1 stop9h 11m

Boston Logan Intl

Fri 8/8

8:39 pm-12:42 pm

1 stop17h 03m

$308

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Thu 7/31

2:35 pm-7:50 pm

Nonstop4h 15m

Boston Logan Intl

Wed 8/6

10:03 am-1:30 pm

Nonstop4h 27m

$311

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Sat 7/26

4:33 pm-1:40 pm

2 stops20h 07m

Boston Logan Intl

Sun 8/31

9:30 am-11:43 am

2 stops27h 13m

$320

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 8/14

12:52 pm-1:20 am

1 stop11h 28m

Boston Logan Intl

Thu 8/21

5:35 am-11:37 am

1 stop7h 02m

$323

OranjestadBoston

AUA - BOS

AUABOS

Oranjestad Reina Beatrix

Thu 7/17

3:45 pm-11:48 pm

1 stop8h 03m

Boston Logan Intl

Wed 7/23

8:39 pm-2:40 pm

1 stop18h 01m

$332

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 8/14

1:35 pm-7:18 pm

2 stops28h 43m

Boston Logan Intl

Thu 8/21

3:15 pm-12:30 pm

2 stops46h 15m

$333

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Thu 7/31

3:25 pm-11:48 pm

1 stop8h 23m

Boston Logan Intl

Tue 8/5

6:10 am-2:30 pm

1 stop8h 20m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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.

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, 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 June is currently the most expensive (average of $306). 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 July 1, 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 July 1, 2025.

The most flights from zzEPX to BOS are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 July 1, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Copa 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.

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($108), Southwest ($127), and Frontier ($130).

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

  • 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 WestJet (100%), Delta (98%) and KLM (95%).

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

    Looking at all options, your cheapest flight can be booked for $105. While the most popular route (San Juan Luis Munoz Marin Intl - Boston Logan Intl) can be booked for $186 on average our data indicates $260 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Seabrook
Waltham
Framingham
Cranston
Randolph
Chestnut Hill
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln
Quincy

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean Islands to Boston

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

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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$251FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$86Average$319FlexibilityNo cancel feeOn-time65%
DeltaCheapest$132Average$422FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$132Average$481FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$207Average$384FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$319Average$494FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$349Average$501FlexibilityNo cancel feeOn-time71%

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