$81 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 1/2. 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.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from New York to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$282
Santo Domingo
Santo Domingononstop$282
Montego Bay
Montego Baynonstop$335
Oranjestad
Oranjestad1 stop$297
Nassau
Nassaunonstop$327
Kingston
Kingston1 stop$359
Simpson Bay
Simpson Bay1 stop$254
Providenciales
Providencialesnonstop$300
Port of Spain
Port of Spainnonstop$290
Bridgetown
Bridgetownnonstop$337
George Town
George Town1 stop$253
Willemstad
Willemstad2 stops$294
Castries
Castries1 stop$458
St. John's
St. John's1 stop$319
Puerto Plata
Puerto Platanonstop$323
Aguadilla
Aguadilla1 stop$228
Punta Cana
Punta Cana1 stop$282
Santo Domingo
Santo Domingononstop$282
Montego Bay
Montego Baynonstop$335
Oranjestad
Oranjestad1 stop$297
Nassau
Nassaunonstop$327
Kingston
Kingston1 stop$359
Simpson Bay
Simpson Bay1 stop$254
Providenciales
Providencialesnonstop$300
Port of Spain
Port of Spainnonstop$290
Bridgetown
Bridgetownnonstop$337
George Town
George Town1 stop$253
Willemstad
Willemstad2 stops$294
Castries
Castries1 stop$458
St. John's
St. John's1 stop$319
Puerto Plata
Puerto Platanonstop$323
Aguadilla
Aguadilla1 stop$228

Book Cheap New York to Caribbean Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New York to Caribbean

Thu, Jan 1 - Mon, Feb 2
Frontier Logo
4:00 pm - 8:54 pm
JFK
-
SJU
3h 54mnonstop
Frontier Logo
8:15 am - 9:07 am
SJU
-
JFK
25h 52m1 stop
$150Frontier
Mon, Feb 2 - Tue, Feb 10
Frontier Logo
12:30 pm - 11:59 pm
LGA
-
SJU
10h 29m1 stop
Frontier Logo
4:11 pm - 11:05 pm
SJU
-
LGA
7h 54m1 stop
$150Frontier
Sun, Feb 8 - Fri, Feb 13
Frontier Logo
1:00 pm - 5:58 pm
JFK
-
SJU
3h 58mnonstop
Frontier Logo
8:40 am - 11:55 am
SJU
-
JFK
4h 15mnonstop
$152Frontier
Wed, Feb 4 - Tue, Feb 10
American Airlines Logo
6:20 am - 1:51 pm
LGA
-
PUJ
6h 31m1 stop
American Airlines Logo
6:07 pm - 7:53 am
PUJ
-
LGA
14h 46m2 stops
$282American Airlines
Mon, Feb 9 - Fri, Feb 13
JetBlue Logo
10:25 am - 3:24 pm
JFK
-
PUJ
3h 59mnonstop
JetBlue Logo
8:50 pm - 11:59 pm
PUJ
-
JFK
4h 09mnonstop
$283JetBlue
Thu, Jan 29 - Thu, Feb 5
American Airlines Logo
2:44 pm - 4:33 pm
JFK
-
PUJ
24h 49m1 stop
American Airlines Logo
6:02 pm - 12:55 am
PUJ
-
JFK
7h 53m1 stop
$284American Airlines
Sun, May 3 - Fri, May 15
Delta Logo
8:15 am - 12:18 pm
JFK
-
PUJ
4h 03mnonstop
Delta Logo
1:45 pm - 6:02 pm
PUJ
-
JFK
4h 17mnonstop
$287Delta
Mon, Feb 2 - Fri, Feb 6
United Airlines Logo
6:00 am - 12:59 pm
EWR
-
PUJ
5h 59m1 stop
United Airlines Logo
7:30 pm - 10:47 pm
PUJ
-
EWR
4h 17mnonstop
$288United Airlines
Mon, Feb 23 - Fri, Feb 27
Delta Logo
11:25 am - 4:21 pm
JFK
-
PUJ
3h 56mnonstop
Delta Logo
5:46 pm - 8:59 pm
PUJ
-
JFK
4h 13mnonstop
$295Delta
Sat, Jan 31 - Thu, Feb 5
JetBlue Logo
8:20 pm - 1:17 am
JFK
-
SDQ
3h 57mnonstop
JetBlue Logo
6:20 am - 9:19 am
SDQ
-
JFK
3h 59mnonstop
$319JetBlue
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from New York found in the last 72 hours was to San Juan, at $118 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 $127.

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 $522, 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 March, when tickets cost $203 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $365 and $354 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 Thursday is the most expensive. Flying from Caribbean back to New York, the best deals are generally found on Saturday, with Monday 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$81
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 26% 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 
Maria AlejandraFlew with Frontier
JFK
-
SJU
Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
Verified travelerFlew with United Airlines
EWR
-
SDQ
Apr 2024
Early check in online, get on time for the flight

FAQs - booking Caribbean flights

  • 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.

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

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $216 on average. Morning departures are around 2% more expensive 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 $322.

Reviews of the top 5 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.
7.9
DeltaOverall score based on 8008 reviews
8.5Crew
7.3Food
8.1Boarding
7.9Comfort
7.9Entertainment
Airline reviews

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

6.0 GoodMary Heather, Nov 2025
LGA - MKE
Read more Delta reviews

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

I truly love flying with Delta. They have always treated me with the upmost respect

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight was great. The gate location was way to far away!!!

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

Flight and crew were great. United didn't inform crew of immigration process which was disappointing!

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

Friendly and professional flight crew. Aside from departure delay after boarding, easy flight and smooth landing.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Food was poorly timed and not good.. Hand held snacks, really. I kept asking for water and never got any. Service was rushed for a 7-hour flight.

Boarding was organized. Old plane. Seat fairly comfortable. Business Class much too large so you don’t receive as much attention as you should considering what you pay for the seat.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

The food should improve! And The flight should leave on time and not make the traveler wait.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

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.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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.