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Caribbean

$62+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This eDestinos deal was found by Cheapflights users on 1/26. 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.
Sat 2/71:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Wed 2/118:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/26$144
This Frontier deal was found by Cheapflights users on 1/26. 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 2/96:10 am
JFK
-
SJU
1 stop8h 02m
Frontier
Thu 2/128:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/26$145
This Super.com deal was found by Cheapflights users on 1/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:29 am
JFK
-
SJU
Nonstop3h 57m
Frontier
Sun 5/31:21 am
SJU
-
JFK
Nonstop4h 09m
Frontier
Deal found 1/25$146
This Frontier deal was found by Cheapflights users on 1/25. 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.
Sat 2/71:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Tue 2/108:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/25$147
This Frontier deal was found by Cheapflights users on 1/25. 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.
Sat 5/26:29 am
JFK
-
SJU
Nonstop3h 57m
Frontier
Fri 5/81:21 am
SJU
-
JFK
Nonstop4h 09m
Frontier
Deal found 1/25$148
This Frontier deal was found by Cheapflights users on 1/25. 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.
Sat 4/188:36 pm
LGA
-
SJU
Nonstop4h 02m
Frontier
Sat 5/24:00 pm
SJU
-
LGA
Nonstop4h 07m
Frontier
Deal found 1/25$148
This Kissandfly.com deal was found by Cheapflights users on 1/24. 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 2/21:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Wed 2/114:06 pm
SJU
-
JFK
1 stop9h 57m
Frontier
Deal found 1/24$149
This Expedia deal was found by Cheapflights users on 1/25. 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.
Sun 2/811:30 am
EWR
-
SJU
Nonstop3h 55m
Multiple Airlines
Tue 2/106:00 am
SJU
-
EWR
1 stop8h 03m
Multiple Airlines
Deal found 1/25$149
This Frontier deal was found by Cheapflights users on 1/25. 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.
Thu 2/511:23 am
JFK
-
SJU
1 stop11h 36m
Frontier
Thu 2/128:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/25$150
This CheapOair deal was found by Cheapflights users on 1/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:30 am
LGA
-
SJU
1 stop16h 03m
Spirit Airlines
Thu 2/124:36 pm
SJU
-
LGA
1 stop8h 12m
Spirit Airlines
Deal found 1/25$150
This Expedia deal was found by Cheapflights users on 1/25. 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.
Tue 2/1011:05 am
EWR
-
SJU
1 stop11h 28m
Spirit Airlines
Fri 2/134:31 pm
SJU
-
EWR
1 stop8h 27m
Spirit Airlines
Deal found 1/25$150
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/31:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Sat 2/78:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/26$151

Find 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 January 27, 2026.

Round-trip from

$144
(Super.com)

One-way from

$62
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$242

Good round-trip deal

$162 or less

Good one-way deal

$115 or less
From New York to Caribbean
Search Deals
One-way flight from New York to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from New York to Caribbean.
Search Deals
Price to beat on a one-way flight from New York to Caribbean.
Search Deals

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 January 27, 2026.
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

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 2/16

8:30 am-1:31 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Tue 2/24

5:45 am-9:01 am

Nonstop4h 16m

$197

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 2/25

6:55 pm-11:56 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:00 am-11:11 am

Nonstop4h 11m

$217

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 6/3

9:45 pm-1:59 am

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Mon 6/8

3:30 am-7:29 am

Nonstop3h 59m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 4/24

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Sat 5/2

7:15 am-11:18 am

Nonstop4h 03m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 5/8

12:30 pm-4:23 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Sat 5/16

5:40 pm-10:04 pm

Nonstop4h 24m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 6/11

8:45 pm-12:59 am

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Thu 6/18

6:00 am-9:59 am

Nonstop3h 59m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 5/26

8:00 am-11:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Thu 5/28

5:40 pm-10:04 pm

Nonstop4h 24m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/15

10:29 pm-2:27 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Mon 3/23

3:26 am-7:34 am

Nonstop4h 08m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/8

10:59 pm-2:54 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Thu 3/12

6:01 am-10:09 am

Nonstop4h 08m

$237

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 4/22

9:00 pm-12:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Thu 4/30

4:50 pm-9:00 pm

Nonstop4h 10m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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, February is the cheapest month in which you can book a flight from State of New York to Caribbean (average of $59). Flying from State of New York to Caribbean in August is currently the most expensive (average of $138). 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 January 27, 2026.

It’s optimal to fly from State of New York to Caribbean in the evening. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from State of New York to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their State of New York to Caribbean flight should consider departing on Tuesday 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 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 January 27, 2026.

The most flights from USNY to 0CB are scheduled on a Monday (43 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (19 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 4h 01m. JetBlue provides one of the quickest options available for as low as $197. There are 1611 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 Frontier, which is currently one of the cheapest options available, starting at $44. Spirit Airlines flights start at $64 while deals on United Airlines start at $69 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, February is the cheapest month in which you can book a flight from State of New York to Caribbean (average of $59). Flying from State of New York to Caribbean in August is currently the most expensive (average of $138). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$323FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$520FlexibilityNo cancel feeOn-time62%
DeltaCheapest$94Average$487FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$125Average$419FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$127Average$376FlexibilityNo cancel feeOn-time65%
ArajetCheapest$128Average$364FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$161Average$558FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$551FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$197Average$522FlexibilityNo cancel feeOn-time67%
AviancaCheapest$198Average$496FlexibilityNo cancel feeOn-time71%

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