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$75+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
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 2, 2026.

This Priceline deal was found by Cheapflights users on 12/30. 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 12/318:59 pmJFK - SJU
Nonstop4h 00mMultiple Airlines
Thu 1/157:15 amSJU - JFK
Nonstop4h 14mMultiple Airlines
Deal found 12/30$266
This United Airlines deal was found by Cheapflights users on 12/30. 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 12/317:37 pmEWR - SJU
Nonstop3h 59mUnited Airlines
Thu 1/158:35 amSJU - EWR
1 stop8h 41mUnited Airlines
Deal found 12/30$286
This United Airlines deal was found by Cheapflights users on 12/30. 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 12/312:20 pmLGA - SJU
2 stops14h 51mUnited Airlines
Thu 1/158:35 amSJU - LGA
1 stop8h 38mUnited Airlines
Deal found 12/30$295
This American Airlines deal was found by Cheapflights users on 12/31. 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.
Wed 12/3110:30 amJFK - PUJ
Nonstop3h 58mAmerican Airlines
Fri 2/612:54 pmPUJ - JFK
Nonstop4h 09mAmerican Airlines
Deal found 12/31$313
This Expedia deal was found by Cheapflights users on 12/30. 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 12/3110:00 pmEWR - SJU
Nonstop3h 59mMultiple Airlines
Wed 1/77:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/30$323
This Delta deal was found by Cheapflights users on 12/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:54 pmJFK - SJU
Nonstop4h 05mDelta
Tue 2/37:00 amSJU - JFK
Nonstop4h 07mDelta
Deal found 12/31$330
This Priceline deal was found by Cheapflights users on 12/31. 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 12/319:55 pmJFK - SJU
Nonstop4h 04mJetBlue
Fri 1/21:59 amSJU - JFK
Nonstop4h 02mJetBlue
Deal found 12/31$345
This Priceline deal was found by Cheapflights users on 12/31. 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 12/318:59 pmJFK - SJU
Nonstop4h 00mMultiple Airlines
Wed 1/79:19 pmSJU - JFK
1 stop15h 56mMultiple Airlines
Deal found 12/31$348
This Expedia deal was found by Cheapflights users on 12/31. 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 12/3110:00 pmEWR - SJU
Nonstop3h 59mMultiple Airlines
Sat 1/107:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 12/31$352
This JetBlue deal was found by Cheapflights users on 12/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:55 pmJFK - SJU
Nonstop4h 04mJetBlue
Tue 2/38:20 amSJU - JFK
1 stop9h 10mJetBlue
Deal found 12/31$357
This Expedia deal was found by Cheapflights users on 12/30. 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 12/3112:01 pmEWR - SJU
1 stop9h 04mSpirit Airlines
Wed 1/77:50 pmSJU - EWR
Nonstop4h 05mSpirit Airlines
Deal found 12/30$358
This JetBlue deal was found by Cheapflights users on 12/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:29 pmJFK - SDQ
Nonstop4h 03mJetBlue
Fri 1/303:20 pmSDQ - JFK
Nonstop4h 05mJetBlue
Deal found 12/31$373

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 2, 2026.

Round-trip from

$142
(Kiwi.com)

One-way from

$75
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$224

Good round-trip deal

$177 or less

Good one-way deal

$49 or less
From New York (NYC) to Caribbean
Search Deals
One-way flight from New York (NYC) to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 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 (NYC) to Caribbean.
Search Deals
Price to beat on a one-way flight from New York (NYC) 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 2, 2026.
Use the filters below to find and compare flights from New York to Caribbean that are best for you.

Fly from

New York

Fly to

Caribbean

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 1/31

10:15 am-9:26 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Thu 2/12

2:05 am-5:24 am

Nonstop4h 19m

$173

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 1/22

6:50 pm-11:50 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Mon 1/26

6:05 am-9:11 am

Nonstop4h 06m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 2/25

10:55 pm-3:51 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 2/28

11:59 pm-2:59 am

Nonstop4h 00m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 2/22

10:59 pm-3:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:59 pm-2:59 am

Nonstop4h 00m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 1/28

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 2/6

9:25 am-12:30 pm

Nonstop4h 05m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 1/26

5:05 am-9:58 am

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:20 pm-5:28 pm

Nonstop4h 08m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 1/24

10:15 am-9:26 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Wed 1/28

8:35 am-5:43 pm

1 stop10h 08m

$177

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 2/3

7:00 pm-11:59 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 2/6

9:25 am-12:30 pm

Nonstop4h 05m

$177

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/23

5:30 pm-10:32 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Tue 3/3

11:59 pm-2:59 am

Nonstop4h 00m

$177

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/23

6:59 pm-11:58 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:22 pm-9:30 pm

Nonstop4h 08m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

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 to Caribbean

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

Currently, March is the cheapest month in which you can book a flight from New York to Caribbean (average of $79). Flying from 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 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 January 2, 2026.

It’s typically best to fly out from New York to Caribbean in the evening. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.

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 December 27, 2025.

Travelers seeking maximum savings on their 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 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 2, 2026.

The most flights from NYC to 0CB are scheduled on a Thursday (72 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

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 January 2, 2026.
Read through reviews of airlines operating flights from New York to Caribbean, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,021 reviews
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
9,133 reviews
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,075 reviews
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,901 reviews
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Frontier
5.7
Fair
3,066 reviews
Delta
7.9
Good
8,021 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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 4h. United Airlines provides one of the quickest options available for as low as $176. 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 ($44), Spirit Airlines ($67), and American Airlines ($78).

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

    When deciding which route to take from New York to Caribbean consider New York John F Kennedy Intl - San Juan Luis Munoz Marin Intl, Newark - San Juan Luis Munoz Marin Intl or New York John F Kennedy Intl - Santo Domingo Las Americas as they are the most popular.

  • 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: Virgin Atlantic (78%), LATAM Airlines (78%), Delta (76%).

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

    On average you can expect to pay $713 for a flight from New York to Caribbean. The cheapest flight overall is $86 while the most popular route, (New York John F Kennedy Intl - San Juan Luis Munoz Marin Intl) is currently priced at $108.

  • 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, March is the cheapest month in which you can book a flight from New York to Caribbean (average of $79). Flying from 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

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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 January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$359FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$449FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$132Average$406FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$144Average$481FlexibilityNo cancel feeOn-time62%
ArajetCheapest$151Average$396FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$157Average$471FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$161Average$552FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$161Average$531FlexibilityNo cancel feeOn-time69%
AviancaCheapest$274Average$496FlexibilityNo cancel feeOn-time71%
Hahn AirCheapest$318Average$477FlexibilityNo cancel feeOn-timeN/A

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