Caribbean Islands

$77+ Cheap flights from New York State 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Oct 19 — Oct 261
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Cheap flight deals from New York to Caribbean Islands

Keep the following information in mind while searching for New York to Caribbean Islands flight deals. Data was last updated September 19, 2025.

Round-trip from

$131
(Kiwi.com)

One-way from

$77
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$246
From New York to Caribbean Islands
One-way flight from New York to Caribbean Islands
Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from New York to Caribbean Islands

Cheapest flights from New York to Caribbean Islands
Explore the most affordable flight options available from New York to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sun 9/286:00 amJFK - SJU
Nonstop3h 56mFrontier
Sat 10/49:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/17$131
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:30 amJFK - SJU
Nonstop3h 54mFrontier
Tue 10/289:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/16$132
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:00 amJFK - SJU
Nonstop3h 56mFrontier
Sat 10/116:22 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/16$133
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:00 pmJFK - SJU
Nonstop3h 54mFrontier
Sat 11/19:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/16$134
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 10/1511:30 amJFK - SJU
Nonstop3h 54mFrontier
Wed 10/226:22 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/17$135
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sun 9/216:00 amJFK - SJU
Nonstop3h 56mFrontier
Thu 9/259:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/17$136
This Priceline deal was found by Cheapflights users on 9/17. 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.
Mon 9/226:00 amJFK - SJU
Nonstop3h 56mFrontier
Fri 9/269:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/17$137
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:00 amJFK - SJU
Nonstop3h 56mFrontier
Tue 9/309:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/16$138
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:00 amJFK - SJU
Nonstop3h 56mFrontier
Wed 9/249:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/18$139
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amJFK - SJU
2 stops11h 49mFrontier
Wed 12/109:30 pmSJU - JFK
Nonstop4h 15mFrontier
Deal found 9/16$140
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 10/410:00 pmEWR - SJU
Nonstop3h 58mFrontier
Mon 10/64:51 pmSJU - EWR
Nonstop4h 11mFrontier
Deal found 9/17$140
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:00 amJFK - SJU
Nonstop3h 56mFrontier
Tue 9/309:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/18$141

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York 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 September 19, 2025.
Use the filters below to find and compare flights from New York State to Caribbean Islands that are best for you.

Fly from

New York

Fly to

Caribbean Islands

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 11/8

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 11/19

7:35 pm-10:53 pm

Nonstop4h 18m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 10/26

6:00 am-9:49 am

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Sat 11/1

8:20 am-12:36 pm

Nonstop4h 16m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 10/14

7:55 am-12:00 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Tue 10/21

6:40 pm-10:50 pm

Nonstop4h 10m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 10/14

7:54 pm-11:57 pm

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Thu 10/16

6:40 pm-10:50 pm

Nonstop4h 10m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 10/27

7:55 am-11:49 am

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:05 am-5:24 am

Nonstop4h 19m

$196

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 10/26

6:00 am-12:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Fri 10/31

4:50 pm-11:30 pm

1 stop6h 40m

$205

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 11/8

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Mon 11/10

2:05 am-5:24 am

Nonstop4h 19m

$206

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 10/30

7:05 am-4:33 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:43 pm-12:59 am

1 stop7h 16m

$215

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 10/27

6:00 am-12:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:30 am-8:07 pm

2 stops12h 37m

$215

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/24

5:25 pm-9:24 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sun 9/28

11:45 am-3:41 pm

Nonstop3h 56m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 60 results
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Best time to book a flight from New York to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from New York 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 State to Caribbean Islands

What is the cheapest month to book a flight from State of New York to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from State of New York to Caribbean Islands (average of $254). Flying from State of New York to Caribbean Islands in June is currently the most expensive (average of $339). 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 NY to EPX?

Find hourly flight availability from New York 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 September 19, 2025.

When flying from State of New York to Caribbean Islands, 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 State of New York to Caribbean Islands

Explore weekly flight availability from New York 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 September 19, 2025.

The most flights from USNY to zzEPX are scheduled on a Thursday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

Related info for your journey

Find useful and relevant information for your journey from New York 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 State of New York to Caribbean Islands?

    For as low as $196, United Airlines can have you in Caribbean Islands from State of New York in 3h 49m. State of New York and Caribbean Islands are separated by a distance of 1611 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from State of New York to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $98. JetBlue flights start at $98 while deals on United Airlines start at $98 one-way.

  • Can I find deals for flights from New York to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on New York to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Caribbean Islands?

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

  • Can I find deals for business class flights from New York to Caribbean Islands?

    Yes. Cheapflights offers flight deals from New York 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 State of New York to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from State of New York to Caribbean Islands (average of $254). Flying from State of New York to Caribbean Islands in June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for New York to Caribbean Islands

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

Top 10 airlines flying from New York to Caribbean Islands

Discover the top 10 airlines that operate flights from New York 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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$322FlexibilityNo cancel feeOn-time62%
DeltaCheapest$120Average$496FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$133Average$536FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$451FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$155Average$578FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$157Average$482FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$179Average$606FlexibilityNo cancel feeOn-time69%
ArajetCheapest$198Average$449FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$243Average$737FlexibilityNo cancel feeOn-time63%
AviancaCheapest$274Average$443FlexibilityNo cancel feeOn-time71%

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