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Caribbean

$83+ Cheap flights from New York State to Caribbean

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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from New York to Caribbean

Keep the following information in mind while searching for New York to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$133
(SmartFares)

One-way from

$83
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$235

Good round-trip deal

$216 or less

Good one-way deal

$115 or less
From New York to Caribbean
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One-way flight from New York to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from New York to Caribbean.
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Price to beat on a one-way flight from New York to Caribbean.
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Find flight deals from New York to Caribbean

Cheapest flights from New York to Caribbean
Explore the most affordable flight options available from New York to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This SmartFares deal was found by Cheapflights users on 9/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 amJFK - SJU
Nonstop3h 56mFrontier
Mon 9/229:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/10$133
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/156:00 amJFK - SJU
Nonstop3h 56mFrontier
Thu 9/189:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/10$134
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:00 amJFK - SJU
Nonstop3h 56mFrontier
Sat 9/279:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/11$138
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:00 amJFK - SJU
Nonstop3h 56mFrontier
Tue 9/239:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/11$139
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:00 amJFK - SJU
Nonstop3h 56mFrontier
Tue 9/239:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/11$141
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/312:00 pmJFK - SJU
Nonstop3h 54mFrontier
Tue 11/49:00 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/10$142
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:00 amJFK - SJU
Nonstop3h 56mFrontier
Mon 9/229:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/9$143
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.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
Tue 9/239:26 pmSJU - JFK
Nonstop3h 59mFrontier
Deal found 9/9$146
This Orbitz deal was found by Cheapflights users on 9/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/278:25 pmEWR - SJU
1 stop17h 18mMultiple Airlines
Sat 10/44:51 pmSJU - EWR
Nonstop4h 11mMultiple Airlines
Deal found 9/11$147
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/811:30 amJFK - SJU
Nonstop3h 54mFrontier
Sun 10/126:22 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/10$148
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/2511:30 amJFK - SJU
Nonstop3h 54mFrontier
Mon 10/276:22 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/10$149
This Frontier deal was found by Cheapflights users on 9/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/811:30 amJFK - SJU
Nonstop3h 54mFrontier
Thu 10/166:22 amSJU - JFK
Nonstop4h 03mFrontier
Deal found 9/11$150

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Caribbean 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 11, 2025.
Use the filters below to find and compare flights from New York State to Caribbean that are best for you.

Fly from

New York

Fly to

Caribbean

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 10/3

8:40 pm-12:47 am

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Sat 10/4

3:03 am-7:00 am

Nonstop3h 57m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 10/14

12:45 pm-4:42 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Sat 10/18

3:03 am-7:00 am

Nonstop3h 57m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 10/3

12:45 pm-4:43 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Sun 10/5

3:03 am-7:00 am

Nonstop3h 57m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 9/30

11:00 am-2:56 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 10/3

3:03 am-7:00 am

Nonstop3h 57m

$210

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 11/18

1:05 pm-10:22 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Thu 11/20

7:35 pm-10:53 pm

Nonstop4h 18m

$211

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 10/28

1:05 pm-9:22 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:05 am-5:24 am

Nonstop4h 19m

$211

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 11/4

1:05 pm-10:22 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Thu 11/6

2:20 pm-5:41 pm

Nonstop4h 21m

$211

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 9/30

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Thu 10/2

4:55 pm-11:43 pm

1 stop6h 48m

$215

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/24

8:40 am-12:42 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Sun 9/28

11:45 am-3:41 pm

Nonstop3h 56m

$216

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 11/20

11:00 am-3:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sun 11/23

3:50 pm-7:06 pm

Nonstop4h 16m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from State of New York to Caribbean (average of $254). Flying from State of New York to Caribbean 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 CB?

Find hourly flight availability from New York to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from State of New York to Caribbean, 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

Explore weekly flight availability from New York to Caribbean. 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 11, 2025.

The most flights from USNY to 0CB are scheduled on a Thursday (39 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

Related info for your journey

Find useful and relevant information for your journey from New York to Caribbean. 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?

    A quick flight from State of New York to Caribbean can take about 3h 59m. JetBlue provides one of the quickest options available for as low as $316. There are 1553 mi between State of New York and Caribbean. 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 State of New York to Caribbean one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $85. Delta flights start at $98 while deals on United Airlines start at $103 one-way.

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

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

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

    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.

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

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

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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from New York to Caribbean

Discover the top 10 airlines that operate flights from New York to Caribbean. 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$315FlexibilityNo cancel feeOn-time62%
DeltaCheapest$119Average$497FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$133Average$533FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$441FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$155Average$577FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$157Average$491FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$179Average$611FlexibilityNo cancel feeOn-time69%
ArajetCheapest$199Average$427FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$244Average$738FlexibilityNo cancel feeOn-time63%
AviancaCheapest$274Average$448FlexibilityNo cancel feeOn-time71%

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