Caribbean

$121+ Cheap flights from New York, NY (NYC) 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Jul 13 — Jul 201
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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 June 13, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
Sat 7/189:55 pm
EWR
-
SJU
Nonstop4h 04m
JetBlue
Tue 7/216:00 am
SJU
-
EWR
Nonstop3h 59m
JetBlue
Deal found 6/11$262
This Faresmojo deal was found by Cheapflights users on 6/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:55 pm
EWR
-
SJU
Nonstop4h 04m
JetBlue
Tue 7/147:25 pm
SJU
-
EWR
Nonstop4h 03m
JetBlue
Deal found 6/8$264
This Faresmojo deal was found by Cheapflights users on 6/9. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1210:25 pm
EWR
-
SJU
Nonstop4h 03m
JetBlue
Thu 7/169:30 pm
SJU
-
EWR
Nonstop4h 02m
JetBlue
Deal found 6/9$265
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:00 am
EWR
-
SJU
Nonstop3h 57m
United Airlines
Tue 9/11:00 am
SJU
-
EWR
Nonstop4h 04m
United Airlines
Deal found 6/8$267
This Faresmojo deal was found by Cheapflights users on 6/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:38 pm
EWR
-
SJU
1 stop17h 26m
JetBlue
Mon 9/287:45 pm
SJU
-
EWR
Nonstop4h 06m
JetBlue
Deal found 6/8$269
This Faresmojo deal was found by Cheapflights users on 6/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:10 pm
EWR
-
SJU
Nonstop4h 07m
JetBlue
Tue 8/186:50 am
SJU
-
EWR
1 stop7h 43m
JetBlue
Deal found 6/8$270
This Faresmojo deal was found by Cheapflights users on 6/9. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:55 pm
EWR
-
SJU
Nonstop4h 04m
JetBlue
Mon 8/106:00 am
SJU
-
EWR
Nonstop3h 59m
JetBlue
Deal found 6/9$271
This Faresmojo deal was found by Cheapflights users on 6/9. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:00 pm
JFK
-
SJU
1 stop6h 16m
JetBlue
Sun 6/285:01 am
SJU
-
JFK
Nonstop3h 53m
JetBlue
Deal found 6/9$273
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:57 am
JFK
-
SJU
1 stop12h 02m
American Airlines
Tue 8/255:10 pm
SJU
-
JFK
1 stop16h 04m
American Airlines
Deal found 6/10$276
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:05 am
LGA
-
SJU
2 stops12h 33m
United Airlines
Tue 8/187:00 am
SJU
-
LGA
1 stop9h 45m
United Airlines
Deal found 6/8$276
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:32 pm
JFK
-
SJU
1 stop15h 11m
American Airlines
Tue 8/255:10 pm
SJU
-
JFK
1 stop16h 04m
American Airlines
Deal found 6/9$277
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:45 pm
EWR
-
SJU
Nonstop4h 05m
United Airlines
Fri 7/241:00 am
SJU
-
EWR
Nonstop4h 10m
United Airlines
Deal found 6/11$277

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 June 13, 2026.

Round-trip from

$262
(Cheapflightsfares)

One-way from

$121
(Faresmojo)

Popular in

May

Cheapest in

October

Average price

$347

Good round-trip deal

$282 or less

Good one-way deal

$130 or less
From New York (NYC) to Caribbean
One-way flight from New York (NYC) to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from New York (NYC) to Caribbean.
Price to beat on a one-way flight from New York (NYC) to Caribbean.

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 June 13, 2026.
Use the filters below to find and compare flights from New York to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 7/4

5:25 pm-5:29 am

2 stops12h 04m

San Juan Luis Munoz Marin Intl

Wed 7/8

4:55 pm-11:30 pm

1 stop6h 35m

$296

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 7/4

7:45 pm-5:29 am

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Wed 7/8

1:00 am-5:10 am

Nonstop4h 10m

$307

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 8/16

12:40 pm-4:33 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 9/16

7:00 am-11:04 am

Nonstop4h 04m

$322

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/17

12:40 pm-4:33 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Thu 8/20

1:19 pm-5:30 pm

Nonstop4h 11m

$322

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/13

6:29 pm-10:45 pm

Nonstop4h 16m

San Juan Luis Munoz Marin Intl

Wed 7/22

8:10 pm-12:07 am

Nonstop3h 57m

$331

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 10/13

8:00 am-11:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sun 10/18

7:00 am-11:02 am

Nonstop4h 02m

$337

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/27

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Thu 7/30

5:50 pm-10:04 pm

Nonstop4h 14m

$337

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/21

7:29 pm-11:53 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Mon 7/27

7:35 am-11:30 am

Nonstop3h 55m

$337

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 9/19

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:00 am-9:50 pm

2 stops14h 50m

$346

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Fri 9/18

6:00 am-12:54 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:00 am-9:25 pm

2 stops14h 25m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 to Caribbean

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

Currently, September is the cheapest month in which you can book a flight from New York to Caribbean (average of $377). Flying from New York to Caribbean in December is currently the most expensive (average of $592). 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 NYC 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 June 13, 2026.

It’s typically best to fly out from New York to Caribbean in the evening. Doing so could potentially save you 31% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from 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 June 13, 2026.

The most flights from NYC to 0CB are scheduled on a Saturday (55 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (38 on average).

How far ahead should I book a flight from New York to Caribbean?

The best time to book flights from New York to Caribbean is 29 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from 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 June 8, 2026.

Travelers seeking maximum savings on their New York to Caribbean flight should consider departing on Friday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 13, 2026.
Read through reviews of airlines operating flights from New York to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

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 New York to Caribbean?

    A quick flight from New York to Caribbean can take about 3h 53m. United Airlines provides one of the quickest options available for as low as $322. There are 1601 mi between New York and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from New York to Caribbean are Frontier ($49), American Airlines ($78), and JetBlue ($79).

  • What are the most popular routes from New York to Caribbean?

  • What are the most reliable airlines from New York to Caribbean?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from New York to Caribbean on time: Japan Airlines (93%), British Airways (90%), EL AL (88%).

  • What are the cheapest flights from New York to Caribbean?

    On average you can expect to pay $622 for a flight from New York to Caribbean. The cheapest flight overall is $145 while the most popular route, (New York John F Kennedy Intl - Santiago de los Caballeros) is currently priced at $377.

  • 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 New York to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from New York to Caribbean (average of $377). Flying from New York to Caribbean in December is currently the most expensive (average of $592). 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.

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 June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$94Average$362FlexibilityNo cancel feeOn-time62%
ArajetCheapest$99Average$346FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$101Average$507FlexibilityNo cancel feeOn-time62%
AviancaCheapest$144Average$468FlexibilityNo cancel feeOn-time71%
DeltaCheapest$149Average$515FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$161Average$530FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$165Average$456FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$187Average$505FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$198Average$445FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$229Average$437FlexibilityNo cancel feeOn-timeN/A

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