$44 Find Cheap Flights from New York to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Caribbean departing on 4/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Best Caribbean Flight Deals from New York

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$246
Santo Domingo
Santo Domingo1 stop$290
Montego Bay
Montego Bay1 stop$251
Oranjestad
Oranjestad1 stop$268
Nassau
Nassaunonstop$330
Kingston
Kingston1 stop$282
Simpson Bay
Simpson Bay1 stop$270
Providenciales
Providencialesnonstop$326
Bridgetown
Bridgetown1 stop$326
Port of Spain
Port of Spain1 stop$344
George Town
George Townnonstop$337
Willemstad
Willemstad2 stops$386
Castries
Castries2 stops$525
St. John's
St. John's1 stop$273
Puerto Plata
Puerto Plata1 stop$369
Aguadilla
Aguadillanonstop$218

Cheap Flight Deals from New York to Caribbean (NYC-0CB)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from New York to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from New York to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
4:00 pm - 8:26 amEWR-SJU
16h 26m1 stop
8:12 pm - 9:07 amSJU-EWR
12h 55m1 stop
$119Spirit Airlines
Find Deal
ter, abr 29 - sex, mai 9
4:00 pm - 8:26 amEWR-SJU
16h 26m1 stop
9:30 pm - 1:37 amSJU-EWR
4h 07mnonstop
ter, abr 29 - sáb, mai 3
11:30 am - 3:22 pmJFK-SJU
3h 52mnonstop
9:30 pm - 1:40 amSJU-JFK
4h 10mnonstop
$129Frontier
Find Deal
qua, abr 23 - qua, abr 23
11:30 am - 3:22 pmJFK-SJU
3h 52mnonstop
9:30 pm - 1:35 amSJU-JFK
4h 05mnonstop
$131Frontier
Find Deal
sáb, abr 26 - sex, mai 2
3:00 pm - 6:59 pmJFK-SJU
3h 59mnonstop
3:33 am - 7:30 amSJU-JFK
3h 57mnonstop
$171JetBlue
Find Deal
seg, mai 5 - seg, mai 5
9:50 pm - 1:55 amJFK-SJU
4h 05mnonstop
3:29 am - 7:29 amSJU-JFK
4h 00mnonstop
$175JetBlue
Find Deal
qui, abr 24 - qua, abr 30
7:30 pm - 11:48 pmJFK-SJU
4h 18mnonstop
6:35 am - 10:40 amSJU-JFK
4h 05mnonstop
$176Delta
Find Deal
sex, abr 25 - sex, mai 2
6:25 am - 8:28 pmJFK-SJU
14h 03m1 stop
5:30 am - 1:53 pmSJU-JFK
8h 23m2 stops
$190American Airlines
Find Deal
seg, abr 7 - ter, abr 8
1:00 pm - 8:28 pmLGA-SJU
7h 28m1 stop
5:30 am - 12:07 pmSJU-LGA
6h 37m1 stop
$195American Airlines
Find Deal
seg, abr 7 - qui, abr 10
5:55 am - 1:10 pmEWR-SJU
7h 15m1 stop
5:43 pm - 1:07 amSJU-EWR
7h 24m1 stop
$225Delta
Find Deal
ter, mai 6 - qui, mai 8

KAYAK's insights & trends for New York to Caribbean flights

Get data-powered insights and trends into flights from New York to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Caribbean flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New York to Caribbean.
The cheapest ticket to Caribbean from New York found in the last 72 hours was to San Juan, at $79 round-trip. The most popular route is from New York John F Kennedy Intl Airport (JFK) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $79.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from New York to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $237 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $325.

Can I save money by flying with a layover from New York to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of $772, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York to Caribbean is September, when tickets cost $193 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $400 and $352 respectively.

What’s the cheapest day of the week to fly from New York to Caribbean?

The average price of all round-trip flights from New York to Caribbean clicked on KAYAK for each day over the last 12 months.
For New York to Caribbean, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Caribbean back to New York, the best deals are generally found on Friday, with Sunday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from New York to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

September

High season

April

Cheapest flight

$44
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

Flights from New York to Caribbean: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from New York to Caribbean 
DonroyFlew with Caribbean AirlinesJFK-SVDDec 2024
I’ve always had good experiences with Caribbean Airlines. From the checking in to boarding, the staff is efficient and communicate clearly.
NicoleFlew with JetBlueJFK-SJUOct 2024
I like this airline because upon arrival in SJU it has it own terminal, which is very easy por picking up passangers.
Maria AlejandraFlew with FrontierJFK-SJUAug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
NicoleFlew with United AirlinesEWR-POPApr 2024
Customer service accommodated my family to be seated together prior the flight! Thank God
Verified travelerFlew with United AirlinesEWR-SDQApr 2024
Early check in online, get on time for the flight
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

FAQs - booking Caribbean flights

  • Which airport in New York has lounges?

    If you are flying to the Caribbean on a long-haul flight, consider flying from JFK, as the airport has lounges with various amenities to relax before your flight. JFK has airline lounges, including Delta Sky Club, British Airways Lounge, Emirates Lounge, and Lufthansa Senator Lounge, and pay-per-use lounges, including American Airlines Admirals Club, Alaska Lounge, and Air France Lounge. Enjoy complimentary food and beverages, showers, kid's areas, and premium services, including private suites and spa treatments before your flight departure.

  • Which Caribbean airport should I fly to from New York to visit Jamaica?

    Jamaica's primary airport is Sangster International Airport (MBJ) in Montego Bay. The airport has several direct flights to and from major cities, including New York. The airport connects to various parts of Jamaica through public transportation options, including public buses, shuttle buses, and route taxis, making visiting your preferred destination within Jamaica easy.

  • Which Caribbean airport is ideal for business travelers?

    When flying to the Caribbean for business purposes, consider flying into Luis SJU. The airport provides modern business facilities, including conference rooms, meeting rooms, and workstations with charging stations. The airport is also in San Juan, a significant business and financial hub in the Caribbean, and is close to the city center and convenient for accessing business-related facilities.

  • Which Caribbean airport is well-connected to bus and ferry systems?

    Luis Muñoz Marín International Airport (SJU) is connected to various parts of San Juan and other towns on the island by bus. After your flight from New York, you can take a bus from the airport's ground transportation area to your desired destination within the island. You can also use ferries to connect to nearby islands, including Culebra and Vieques from Puerto Rico.

  • How does KAYAK find such low prices on flights from New York to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from New York to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from New York to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • New York City has three primary airports, New York Airport (JFK), LaGuardia (LGA), and Newark Liberty Airport (EWR), located in Newark but serves the New York metropolitan area. The main airport in the city, however, is JFK, with extensive flight options and connectivity to Caribbean destinations.
  • If you are flying into the Caribbean for the beaches, consider flying into Princess Juliana International Airport (SXM) in St. Maarten, as the airport is close to Maho Beach and Orient Bay Beach. The airport is also on a dual-nationality island, making it suitable for experiencing Netherlands and French cultures.
  • Luis Muñoz Marín International Airport (SJU) is a major hub for several airlines, including Air Sunshine, Seaborne Airlines, Cape Air, and Wiggins Airways, and a focus city for JetBlue and Silver Airways. Flying into SJU from New York offers numerous flight options and is ideal for comparing flight fares suited to your budget.
  • When flying from New York to the Caribbean, SJU in San Juan has the most significant number of direct routes from New York by Delta Air Lines, Spirit Airlines, United Airlines, and JetBlue and is well-connected to other Caribbean destinations with a range of flight options.
  • If you have special needs, consider flying to Europe from JFK, as the airport provides wheelchair assistance services, accessible restrooms and parking, visual and audible information, telecommunication devices for people who are hard of hearing, special assistance lounges, and service animal relief areas. It is equipped with elevators and escalators to access different levels of the airport.
See more tips

Top 4 airlines serving from New York to Caribbean

Need help choosing which airline to fly with from New York to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7895 reviews
7.9Entertainment
8.5Crew
8.0Comfort
8.2Boarding
7.3Food
Airline reviews

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

2.0 MediocreCharles, Mar 2025LGA - YYZ
Read more Delta reviews

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Typical flying experience in the US. Nothing particularly good or bad.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Excellent, professional, actually on time which is rare for late flights. Decent food. I love the new neck pillows! Nice, simple upgrade from the old ones I wasn't sure where to put. I wish they would allow more time for rest. It's a red eye 7 hour flight and meal service was about 3 hours.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

Maybe add a seat trade app for flyers that didn’t get seats together

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Boarding is very confusing. They have Line 1 and Line 2 and many many Boarding groups. Everyone lines up under those two lines long before they call zones. If you have a higher zone 2 like I did due to a Premium Plus ticket, it’s very awkward having to ask each person which zone they have. Extremely chaotic process. On board the flight attendants had no charisma whatsoever, even to us paying extra for an upgraded cabin. I asked for a chamomile tea after dinner (as no coffee or tea was even offered) and the FÃ said they didn’t have even though listed on the drink menu. Also, the mid flight service was entirely skipped which was a soup and sandwich combo. Supposedly had a variety of snacks mid flight too but those never materialized either. A few times I walked Back there, not a single flight attendant acknowledged me as they were all deep into their iPhones. I simply Wanted a glass of water since ZERO water runs were made on this 9hr 30 min flight.

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Why is it that United flights from Newark are constantly delayed? Newark is a United hub!!!!!

horrible website for checking in- no option just to write the passport number; ludicrous

Everything good until we waited for jet bridge at SFO. Then pilot gets on speaker & said it won’t reach plane- too short, need to go to different gate. Then 5 min later, adjusted plane/jetbridge & all ok?!?

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

Som delays but overall we almost made it on the original time.

The flight was excellent. The crew was welcoming and attentive.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

I got bumped due to weight restrictions even tho there were empty seats on my flight. I got put on an other flight with a stopover. My flight that originally was going to take 5-6 hours ever up being 14+ hours and my luggage arrived to my destination without me because I was made to check in my luggage on my original flight when I was deemed ok to board only to be asked to deplane. Worst flight experience.

Flight cancelled. Added a day and a half to my travel. American Airlines DID put me in a hotel for two nights, but have not given any money back for any of this! I spent money on an apartment at my destination that I basically wasted because I could not arrive.

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

AA had a nationwide tech glitch today and after two connections snd hours of delay, I arrived 7 hours late to my destination

The plane was very warm and the crew turned on the lights for the entire snack service.

There were several issues with this flight. I have flown quite often internationally and I was surprised by the lack of presence of attendants other than meal and drink times. The food was not best but I feel that is the norm. We also had to get off the plane once in London via stairs and bus to the terminal. Anyone who had another flight had to then get another bus to another terminal. This causes me to miss my flight and have to rebook.

Everything you need to know for your flight to Caribbean

Cabin class types available on flights to New York

Cabin classes available on flights to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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