$105 Find Cheap Flights from New York John F Kennedy Airport to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from John F Kennedy Intl to Caribbean Islands departing on 4/7. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands.
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Cheap Flights from John F Kennedy Intl to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cananonstop$325
Santo Domingo
Santo Domingononstop$369
Montego Bay
Montego Baynonstop$293
Oranjestad
Oranjestad1 stop$333
Nassau
Nassau2 stops$354
Kingston
Kingston2 stops$422
Simpson Bay
Simpson Baynonstop$363
Providenciales
Providenciales1 stop$391
Port of Spain
Port of Spain2 stops$363
Bridgetown
Bridgetown2 stops$354
George Town
George Town1 stop$313
Willemstad
Willemstad1 stop$352
Castries
Castries1 stop$455
Puerto Plata
Puerto Plata1 stop$417
St. John's
St. John'snonstop$352
Aguadilla
Aguadillanonstop$287
Punta Cana
Punta Cananonstop$325
Santo Domingo
Santo Domingononstop$369
Montego Bay
Montego Baynonstop$293
Oranjestad
Oranjestad1 stop$333
Nassau
Nassau2 stops$354
Kingston
Kingston2 stops$422
Simpson Bay
Simpson Baynonstop$363
Providenciales
Providenciales1 stop$391
Port of Spain
Port of Spain2 stops$363
Bridgetown
Bridgetown2 stops$354
George Town
George Town1 stop$313
Willemstad
Willemstad1 stop$352
Castries
Castries1 stop$455
Puerto Plata
Puerto Plata1 stop$417
St. John's
St. John'snonstop$352
Aguadilla
Aguadillanonstop$287

Book Cheap John F Kennedy Intl to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from John F Kennedy Intl to Caribbean Islands 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 John F Kennedy Intl to Caribbean Islands

Tue, Mar 31 - Mon, Apr 6
Frontier Logo
11:00 am - 12:57 am
JFK
-
SJU
13h 57m
1 stop
Frontier Logo
3:16 am - 10:00 am
SJU
-
JFK
6h 44m
1 stop
$210Frontier
Tue, Mar 31 - Mon, Apr 6
Frontier Logo
11:00 am - 12:57 am
JFK
-
SJU
13h 57m
1 stop
Frontier Logo
3:16 am - 10:00 am
SJU
-
JFK
6h 44m
1 stop
$211Frontier
Tue, Mar 31 - Mon, Apr 6
Frontier Logo
11:00 am - 12:57 am
JFK
-
SJU
13h 57m
1 stop
Frontier Logo
3:16 am - 11:59 am
SJU
-
JFK
8h 43m
1 stop
$212Frontier
Fri, Jun 12 - Sat, Jun 13
JetBlue Logo
9:35 am - 12:40 pm
JFK
-
MBJ
4h 05mnonstop
JetBlue Logo
10:45 am - 3:37 pm
MBJ
-
JFK
3h 52mnonstop
$293JetBlue
Sat, Apr 25 - Fri, May 1
JetBlue Logo
11:29 am - 2:29 pm
JFK
-
MBJ
4h 00mnonstop
JetBlue Logo
3:35 pm - 8:30 pm
MBJ
-
JFK
3h 55mnonstop
$308JetBlue
Mon, Apr 27 - Wed, May 6
American Airlines Logo
6:30 am - 11:24 am
JFK
-
MBJ
5h 54m
1 stop
American Airlines Logo
11:16 am - 4:15 pm
MBJ
-
JFK
3h 59mnonstop
$316American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
7:58 am - 1:25 pm
JFK
-
MBJ
6h 27m
1 stop
American Airlines Logo
11:16 am - 4:15 pm
MBJ
-
JFK
3h 59mnonstop
$320American Airlines
Mon, May 11 - Wed, May 13
Delta Logo
6:00 am - 2:10 pm
JFK
-
PLS
8h 10m
1 stop
Delta Logo
2:05 pm - 1:06 am
PLS
-
JFK
11h 01m
1 stop
$395Delta
Sat, May 2 - Sat, May 9
Caribbean Airlines Logo
1:10 am - 12:00 pm
JFK
-
KIN
11h 50m
2 stops
Caribbean Airlines Logo
7:15 am - 12:00 pm
KIN
-
JFK
3h 45mnonstop
$422Caribbean Airlines
Sat, Apr 18 - Fri, Apr 24
Caribbean Airlines Logo
7:30 am - 12:00 pm
JFK
-
KIN
29h 30m
3 stops
Caribbean Airlines Logo
4:50 pm - 11:55 pm
KIN
-
JFK
30h 05m
2 stops
$423Caribbean Airlines
Booking Insights

KAYAK's insights & trends for John F Kennedy Intl to Caribbean Islands flights

Get data-powered insights and trends into flights from John F Kennedy Intl to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York John F Kennedy Intl Airport to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from New York John F Kennedy Intl Airport found in the last 72 hours was to Oranjestad, at $176 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 $189.

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

The average price for all round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands 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 Islands is generally in the afternoon, when round-trip flights cost $272 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $331.

Can I save money by flying with a layover from New York John F Kennedy Intl Airport to Caribbean Islands?

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 $591, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York John F Kennedy Intl Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands, 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 John F Kennedy Intl Airport to Caribbean Islands is October, when tickets cost $218 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $388 and $360 respectively.

What’s the cheapest day of the week to fly from New York John F Kennedy Airport to Caribbean Islands?

The average price of all round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

When flying from New York John F Kennedy Airport to Caribbean Islands, you should consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to New York John F Kennedy Airport, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

How far in advance should I book a flight from New York John F Kennedy Intl Airport to Caribbean Islands?

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 John F Kennedy Intl Airport to Caribbean Islands, 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 John F Kennedy Intl Airport to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from New York John F Kennedy Airport to San Juan Airport

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from New York John F Kennedy Airport to Caribbean Islands?

    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 John F Kennedy Airport to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York John F Kennedy Airport to Caribbean Islands 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 John F Kennedy Airport to Caribbean Islands?

    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 John F Kennedy Airport to Caribbean Islands 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 John F Kennedy Airport to Caribbean Islands?

    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 John F Kennedy Airport to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from New York John F Kennedy Airport to the following destinations at these prices or less: San Juan $163 one-way - $290 round-trip; Santiago de los Caballeros $207 one-way - $412 round-trip

Reviews of the top 5 airlines serving from John F Kennedy Intl to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from New York to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from John F Kennedy Intl to Caribbean Islands? 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
Caribbean AirlinesOverall score based on 218 reviews
6.6Entertainment
6.7Food
7.9Boarding
8.3Crew
7.7Comfort
Airline reviews

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

2.0 MediocreRohan, Mar 2026
GEO - JFK
Read more Caribbean Airlines reviews

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

It was good. The leg room was not great in Row 1.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

The flight was comfortable and uneventful, which is what I desire

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

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

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

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.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

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

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports