Caribbean Islands

$117+ Cheap flights from John F Kennedy Intl, NY (JFK) to Caribbean Islands

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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Jun 15 — Jun 221
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Cheap flight deals from John F Kennedy Intl to Caribbean Islands

Cheapest flights from John F Kennedy Intl to Caribbean Islands
Explore the most affordable flight options available from John F Kennedy Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.

This lol.travel deal was found by Cheapflights users on 5/14. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:59 pm
JFK
-
SJU
Nonstop4h 01m
JetBlue
Wed 6/108:06 pm
SJU
-
JFK
Nonstop3h 59m
JetBlue
Deal found 5/14$271
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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.
Sun 6/1412:03 pm
JFK
-
SJU
Nonstop3h 57m
JetBlue
Wed 6/177:25 am
SJU
-
JFK
Nonstop4h 03m
JetBlue
Deal found 5/13$272
This Expedia deal was found by Cheapflights users on 5/16. 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.
Thu 5/287:20 pm
JFK
-
SJU
Nonstop4h 15m
Delta
Wed 6/177:05 am
SJU
-
JFK
Nonstop3h 56m
Delta
Deal found 5/16$275
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:35 am
JFK
-
SJU
1 stop17h 24m
American Airlines
Tue 8/187:14 pm
SJU
-
JFK
1 stop16h 16m
American Airlines
Deal found 5/13$276
This JetBlue deal was found by Cheapflights users on 5/13. 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.
Sun 6/1410:00 am
JFK
-
SJU
Nonstop4h 14m
JetBlue
Tue 6/237:50 pm
SJU
-
JFK
Nonstop4h 04m
JetBlue
Deal found 5/13$277
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:01 pm
JFK
-
SJU
1 stop6h 58m
American Airlines
Wed 8/196:00 am
SJU
-
JFK
1 stop7h 23m
American Airlines
Deal found 5/13$281
This Jetabroad deal was found by Cheapflights users on 5/15. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:40 pm
JFK
-
SJU
Nonstop4h 13m
JetBlue
Wed 6/108:06 pm
SJU
-
JFK
Nonstop3h 59m
JetBlue
Deal found 5/15$282
This Jetabroad deal was found by Cheapflights users on 5/12. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:50 pm
JFK
-
SJU
Nonstop4h 01m
JetBlue
Fri 6/53:28 am
SJU
-
JFK
Nonstop3h 59m
JetBlue
Deal found 5/12$283
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/283:30 pm
JFK
-
SJU
1 stop8h 29m
American Airlines
Wed 9/210:33 am
SJU
-
JFK
1 stop8h 48m
American Airlines
Deal found 5/14$286
This Cheapflightsfares deal was found by Cheapflights users on 5/15. 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 8/255:01 am
JFK
-
SJU
Nonstop3h 46m
JetBlue
Wed 9/21:30 pm
SJU
-
JFK
Nonstop3h 53m
JetBlue
Deal found 5/15$287
This Flysmarter deal was found by Cheapflights users on 5/16. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:30 pm
JFK
-
SJU
Nonstop4h 08m
JetBlue
Thu 6/43:30 am
SJU
-
JFK
Nonstop3h 59m
JetBlue
Deal found 5/16$288
This JetBlue deal was found by Cheapflights users on 5/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:30 am
JFK
-
MBJ
Nonstop3h 58m
JetBlue
Fri 6/1211:19 am
MBJ
-
JFK
Nonstop4h 04m
JetBlue
Deal found 5/12$318

Find flight deals from John F Kennedy Intl to Caribbean Islands

Keep the following information in mind while searching for John F Kennedy Intl to Caribbean Islands flight deals. Data was last updated May 16, 2026.

Round-trip from

$271
(lol.travel)

One-way from

$117
(SmartFares)

Popular in

April

Cheapest in

October

Average price

$345
From New York John F Kennedy Intl to Caribbean Islands
One-way flight from New York John F Kennedy Intl to Caribbean Islands
Highest demand for flights based on searches. 12% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from John F Kennedy Intl to Caribbean Islands 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 May 16, 2026.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/13

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Tue 7/21

1:10 pm-5:19 pm

Nonstop4h 09m

$347

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/14

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Sat 7/18

5:50 pm-10:04 pm

Nonstop4h 14m

$347

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/25

12:29 pm-4:25 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 8/8

7:30 am-11:25 am

Nonstop3h 55m

$347

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/4

7:25 pm-11:43 pm

Nonstop4h 18m

San Juan Luis Munoz Marin Intl

Sat 7/11

7:20 am-11:19 am

Nonstop3h 59m

$347

New YorkOranjestad

JFK - AUA

JFKAUA

New York John F Kennedy Intl

Sun 6/14

7:32 am-12:14 pm

Nonstop4h 42m

Oranjestad Reina Beatrix

Tue 6/23

1:35 pm-6:27 pm

Nonstop4h 52m

$357

New YorkNassau

JFK - NAS

JFKNAS

New York John F Kennedy Intl

Tue 5/19

9:30 am-12:51 pm

Nonstop3h 21m

Nassau Intl

Tue 6/9

2:49 pm-6:02 pm

Nonstop3h 13m

$363
Quickest round-trip

New YorkNassau

JFK - NAS

JFKNAS

New York John F Kennedy Intl

Sun 5/24

8:30 am-11:46 am

Nonstop3h 16m

Nassau Intl

Sat 5/30

1:21 pm-4:30 pm

Nonstop3h 09m

$363

New YorkMontego Bay

JFK - MBJ

JFKMBJ

New York John F Kennedy Intl

Sat 5/30

6:30 am-9:28 am

Nonstop3h 58m

Montego Bay Sangster Intl

Fri 6/5

10:43 am-3:45 pm

Nonstop4h 02m

$378

New YorkMontego Bay

JFK - MBJ

JFKMBJ

New York John F Kennedy Intl

Wed 6/10

8:20 am-11:34 am

Nonstop4h 14m

Montego Bay Sangster Intl

Sat 6/13

12:59 pm-6:00 pm

Nonstop4h 01m

$378

New YorkMontego Bay

JFK - MBJ

JFKMBJ

New York John F Kennedy Intl

Wed 6/10

8:20 am-11:34 am

Nonstop4h 14m

Montego Bay Sangster Intl

Wed 6/17

12:59 pm-6:00 pm

Nonstop4h 01m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from John F Kennedy Intl to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from John F Kennedy Intl 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 New York John F Kennedy Intl Airport to Caribbean Islands

How far ahead should I book a flight from New York John F Kennedy Intl Airport to Caribbean Islands?

Booking 32 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York John F Kennedy Intl Airport to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from New York John F Kennedy Intl Airport to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Caribbean Islands (average of $380). Flying from New York John F Kennedy Intl Airport to Caribbean Islands in December is currently the most expensive (average of $638). 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 JFK to EPX?

Find hourly flight availability from John F Kennedy Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 16, 2026.

It’s typically best to fly out from New York John F Kennedy Intl Airport to Caribbean Islands in the evening. Doing so could potentially save you 16% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from New York John F Kennedy Intl Airport to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from John F Kennedy Intl to Caribbean Islands. Price data was last updated on May 9, 2026.

Travelers seeking maximum savings on their New York John F Kennedy Intl Airport to Caribbean Islands flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York John F Kennedy Intl Airport to Caribbean Islands

Explore weekly flight availability from John F Kennedy Intl to Caribbean Islands. 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 May 16, 2026.

The most flights from JFK to zzEPX are scheduled on a Friday (35 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated May 16, 2026.
Read through reviews of airlines operating flights from New York John F Kennedy Intl Airport to Caribbean Islands, such as Caribbean Airlines,Delta, andJetBlue. 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.

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Overall

7.9

Boarding

8.0

Crew

8.3

Comfort

7.8

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from John F Kennedy Intl to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from New York John F Kennedy Intl Airport to Caribbean Islands?

    Airlines like Delta, JetBlue, and Copa Airlines fly from New York John F Kennedy Intl Airport to Caribbean Islands in about 4h 24m. The time it takes to get you to your destination can typically vary by up to 11h 35m. The distance between New York John F Kennedy Intl Airport and Caribbean Islands is about 1601 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from New York John F Kennedy Intl Airport to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from New York John F Kennedy Intl Airport to Caribbean Islands are Frontier ($59), American Airlines ($78), and JetBlue ($79).

  • What are the most popular routes from New York John F Kennedy Intl Airport to Caribbean Islands?

  • What are the most reliable airlines from New York John F Kennedy Intl Airport to Caribbean Islands?

    Consider EL AL (91%), Air Europa (90%) or KLM (90%) when booking your flight. These represent the most reliable airlines when flying from New York John F Kennedy Intl Airport to Caribbean Islands.

  • What are the cheapest flights from New York John F Kennedy Intl Airport to Caribbean Islands?

    Looking for the cheapest flight from New York John F Kennedy Intl Airport to Caribbean Islands? While on average our users pay $665, our data indicates the cheapest price to be $127. The most popular route (New York John F Kennedy Intl - Santiago de los Caballeros), is priced around $388.

  • Can I find deals for flights from John F Kennedy Intl to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on John F Kennedy Intl to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from John F Kennedy Intl to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from John F Kennedy Intl to Caribbean Islands.

  • Can I find deals for business class flights from John F Kennedy Intl to Caribbean Islands?

    Yes. Cheapflights offers flight deals from John F Kennedy Intl to Caribbean Islands 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 New York John F Kennedy Intl Airport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Caribbean Islands (average of $380). Flying from New York John F Kennedy Intl Airport to Caribbean Islands in December is currently the most expensive (average of $638). 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

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Alternative routes for John F Kennedy Intl to Caribbean Islands

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

Top 10 airlines flying from John F Kennedy Intl to Caribbean Islands

Discover the top 10 airlines that operate flights from John F Kennedy Intl to Caribbean Islands. 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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$97Average$372FlexibilityNo cancel feeOn-time62%
ArajetCheapest$128Average$357FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$144Average$454FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$148Average$476FlexibilityNo cancel feeOn-time62%
DeltaCheapest$152Average$503FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$165Average$455FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$169Average$361FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$198Average$461FlexibilityNo cancel feeOn-time67%
Caribbean AirlinesCheapest$228Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$542FlexibilityNo cancel feeOn-time71%

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