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Caribbean Islands

$64+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SJU
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap 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 February 22, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 2/2311:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Thu 2/267:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Deal found 2/19$159
This Orbitz deal was found by Cheapflights users on 2/19. 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.
Tue 3/39:04 am
EWR
-
SJU
Nonstop4h 00m
Spirit Airlines
Thu 3/55:45 pm
SJU
-
EWR
Nonstop4h 15m
Spirit Airlines
Deal found 2/19$160
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:00 pm
JFK
-
SJU
Nonstop3h 58m
Multiple Airlines
Wed 3/46:27 pm
SJU
-
JFK
1 stop7h 36m
Multiple Airlines
Deal found 2/18$161
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2311:30 am
EWR
-
SJU
Nonstop3h 55m
Multiple Airlines
Wed 3/46:27 pm
SJU
-
EWR
1 stop14h 38m
Multiple Airlines
Deal found 2/18$161
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/111:39 am
EWR
-
SJU
Nonstop4h 00m
Multiple Airlines
Wed 3/47:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Deal found 2/20$162
This CheapOair deal was found by Cheapflights users on 2/19. 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 2/2311:30 am
EWR
-
SJU
Nonstop3h 55m
Multiple Airlines
Fri 2/275:45 pm
SJU
-
EWR
Nonstop4h 15m
Multiple Airlines
Deal found 2/19$163
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:00 pm
JFK
-
SJU
Nonstop3h 58m
Multiple Airlines
Wed 3/46:27 pm
SJU
-
JFK
1 stop7h 36m
Multiple Airlines
Deal found 2/18$164
This Expedia deal was found by Cheapflights users on 2/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:04 am
EWR
-
SJU
Nonstop4h 00m
Spirit Airlines
Wed 3/46:27 pm
SJU
-
EWR
1 stop14h 38m
Spirit Airlines
Deal found 2/18$164
This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 3/211:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Thu 3/57:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Deal found 2/22$165
This Frontier deal was found by Cheapflights users on 2/21. 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.
Tue 3/31:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Thu 3/58:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 2/21$166
This Frontier deal was found by Cheapflights users on 2/21. 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.
Tue 3/311:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Thu 3/57:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Deal found 2/21$166
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Tue 3/103:08 am
SJU
-
JFK
1 stop9h 08m
Frontier
Deal found 2/18$167

Find 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 February 22, 2026.

Round-trip from

$162
(Frontier)

One-way from

$64
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$301
From New York to Caribbean Islands
Search Deals
One-way flight from New York to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 22, 2026.
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

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/13

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:15 am-11:18 am

Nonstop4h 03m

$267

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 5/6

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Wed 5/13

1:25 pm-5:39 pm

Nonstop4h 14m

$267

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/3

9:00 pm-1:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:01 am-9:13 am

Nonstop4h 12m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/15

12:05 pm-3:57 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Fri 3/27

7:00 am-11:11 am

Nonstop4h 11m

$267

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 4/25

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 4/30

6:45 pm-10:55 pm

Nonstop4h 10m

$267

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

Wed 5/13

7:00 am-11:06 am

Nonstop4h 06m

$267

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/1

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:35 pm-10:53 pm

Nonstop4h 18m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 3/21

7:53 pm-11:59 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Fri 3/27

7:00 am-11:11 am

Nonstop4h 11m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 4/25

12:29 pm-4:31 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Tue 4/28

7:15 am-11:18 am

Nonstop4h 03m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 4/18

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Wed 4/22

7:15 am-11:18 am

Nonstop4h 03m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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, February is the cheapest month in which you can book a flight from State of New York to Caribbean Islands (average of $59). Flying from State of New York to Caribbean Islands 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 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 February 22, 2026.

When flying from State of New York to Caribbean Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean Islands. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their State of New York to Caribbean Islands flight should consider departing on Saturday evenings 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 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 February 22, 2026.

The most flights from USNY to zzEPX are scheduled on a Saturday (50 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 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 $267, Delta can have you in Caribbean Islands from State of New York in 3h 59m. State of New York and Caribbean Islands are separated by a distance of 1611 mi. Generally, flights for this route are nonstop.

  • 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 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 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, February is the cheapest month in which you can book a flight from State of New York to Caribbean Islands (average of $59). Flying from State of New York to Caribbean Islands 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 Islands

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 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 February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$64Average$323FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$504FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$473FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$128Average$360FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$129Average$373FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$157Average$392FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$161Average$539FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$530FlexibilityNo cancel feeOn-time69%
AviancaCheapest$198Average$506FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$198Average$440FlexibilityNo cancel feeOn-time67%

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