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$54 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 11/13. 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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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.
In the last 7 days travelers have searched 42,622,617 times on KAYAK, and here is why:

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Best Caribbean Islands Flight Deals

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

Punta Cana
Punta Cana1 stop$213
Montego Bay
Montego Baynonstop$304
Santo Domingo
Santo Domingo1 stop$226
Oranjestad
Oranjestadnonstop$291
Nassau
Nassaunonstop$276
Kingston
Kingstonnonstop$381
Simpson Bay
Simpson Bay2 stops$314
Providenciales
Providencialesnonstop$320
Bridgetown
Bridgetown1 stop$207
Port of Spain
Port of Spain1 stop$243
George Town
George Townnonstop$305
Willemstad
Willemstadnonstop$340
Castries
Castries1 stop$483
Aguadilla
Aguadilla1 stop$192
St. John's
St. John'snonstop$325
Puerto Plata
Puerto Platanonstop$346

Good to know

Low season

September

High season

December

Cheapest flight

$54
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 24% 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 to Caribbean Islands from New York John F Kennedy Airport 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 to Caribbean Islands with an airline and back to New York John F Kennedy Airport 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 to Caribbean Islands from New York John F Kennedy Airport 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 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 $106 one-way - $171 round-trip

Flights from John F Kennedy Intl to Caribbean Islands: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from John F Kennedy Intl to Caribbean Islands 
Maria AlejandraFlew with FrontierJFK-SJUAug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

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.
8.0
Caribbean AirlinesOverall score based on 160 reviews
7.7Comfort
6.6Food
8.1Boarding
6.6Entertainment
8.3Crew
Airline reviews

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

10.0 ExcellentLilawtie, Sep 2024POS - YYZ
Read more Caribbean Airlines reviews

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

7 hour delay for mechanical reasons Handled badly by crew and delta personnel

Food was not the best. Too many items had sauce pm them with a lot of spices The seat was not comfortable especially when you lay down

Flight was canceled so it was not a great experience. Boarded, then deboarded. Delayed, boarded a new plane then deboarded the 2nd plane and flight was canceled. Then booked a fight to Rome and took a train to Venice the next day. Lost an entire day +

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Seat back monitors and outlets were dead and not working.

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

Service was good for such a short flight. Small plane but smooth flight.

I like that they served a mail, I’m not sure about the in-flight entertainment. I didn’t really check. staff helped me with my luggage. Smooth boarding smooth takeoff smooth flight

Copa definitely offers better service and price than other airlines.

Food was not good, no options for vegetarian or gluten free

This airline doesn’t five and dime you for everything. I do think that a checked bag should be included in every fare.

The personnel at the counter was very helpful. Everything ran on time.

The seats had plenty of leg room and the staff were very nice.

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

Left my bags in origin city on a business class ticket , spent about 2-3 days in the same clothes plus the flight .

the planes are not modern there are no phone chargers

As usual, the flight with normal legroom was not very comfortable, but the second flight was much better because we had paid for extra legroom. It was very nice to check our bags without an extra fee.

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.

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

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

It was really good. The boarding was good and smooth. They even checked our carry ons if you wanted to without any charge.

Flight was delayed , waited in the tarmac for 3 hours and then came back and was cancelled

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

I arrived to LaGuardia Airport 50 minutes prior to my 6am flight but was told that I was too late and would have to flight standby to Dallas in order reach my final destination of Jackson, MS. Hundreds of people were in my situation but the agents chalked this up to being normal for any day. Had my been able to board my original flight I would have arrived at my destination by 10:30am. I didn’t arrive until 7:30pm which included a 30 minute wait on the tarmac. Strangely my luggage arrived at my final destination at 12:30pm of the same travel day. This was by far the worst travel experience I’ve ever had.

The food was horrible compared to other airlines, there was no space for the overhead bins for carry-on luggage, and the seats were very uncomfortable.

I got food poisoning - lasted 4 days after starting medications - someone should check with food delivery.

They were not helpful in letting my baby and I rebook a flight early in the day when it was clear we were going to miss my connection (we did). The seats are much smaller than I remember. I did not get the option to board early with my toddler. I was flying solo with her and that would have been a big help.

On an overnight flight people behind me kept lively and loud conversation, which meant I couldn’t sleep. Food was really lousy, im sorry to say.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

The offered WiFi on AA isn't worth wasting time or effort on. If you manage to connect it's incredibly slow.

Book cheap flights from New York to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from New York to Caribbean Islands found on KAYAK in the last 72 hours.
11/9Sat
1 stopFrontier
7h 59mJFK-SJU
11/16Sat
nonstopFrontier
4h 12mSJU-JFK
$115
11/9Sat
nonstopFrontier
3h 54mJFK-SJU
11/16Sat
nonstopFrontier
4h 12mSJU-JFK
$116
11/8Fri
nonstopJetBlue
3h 58mJFK-SJU
11/13Wed
1 stopJetBlue
6h 40mSJU-JFK
$231
10/29Tue
2 stopsAmerican Airlines
8h 45mJFK-SJU
11/1Fri
2 stopsAmerican Airlines
9h 07mSJU-JFK
$236
11/18Mon
1 stopJetBlue
6h 51mJFK-SJU
11/23Sat
nonstopJetBlue
4h 04mSJU-JFK
$240
10/26Sat
1 stopAmerican Airlines
7h 37mJFK-NAS
10/29Tue
1 stopAmerican Airlines
7h 36mNAS-JFK
$303
12/31Tue
nonstopDelta
3h 26mJFK-NAS
1/9Thu
nonstopDelta
3h 08mNAS-JFK
$308
10/22Tue
nonstopDelta
3h 10mJFK-NAS
10/29Tue
nonstopDelta
3h 09mNAS-JFK
$309
11/6Wed
1 stopCaribbean Airlines
7h 00mJFK-POS
11/13Wed
1 stopCaribbean Airlines
11h 30mPOS-JFK
$374
11/5Tue
nonstopCaribbean Airlines
5h 00mJFK-POS
11/6Wed
1 stopCaribbean Airlines
20h 45mPOS-JFK
$380

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Caribbean Islands found on KAYAK in the last 72 hours.
11/13Wed
nonstopFrontier
3h 54mJFK-SJU
$54
10/29Tue
1 stopFrontier
7h 04mJFK-SJU
$57
10/21Mon
1 stopAmerican Airlines
7h 36mJFK-NAS
$98
1/9Thu
nonstopJetBlue
3h 08mJFK-NAS
$99
11/19Tue
nonstopJetBlue
3h 00mJFK-NAS
$100
10/29Tue
nonstopDelta
3h 10mJFK-NAS
$104
11/12Tue
2 stopsAmerican Airlines
11h 23mJFK-NAS
$108
11/30Sat
nonstopDelta
4h 07mJFK-MBJ
$126
11/8Fri
nonstopCaribbean Airlines
3h 50mJFK-KIN
$150
11/12Tue
nonstopCaribbean Airlines
3h 50mJFK-KIN
$159

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Last minute flights from John F Kennedy Intl to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from New York to Caribbean Islands that are departing in the next 10 days.
10/15Tue
nonstopFrontier
3h 54mJFK-SJU
10/30Wed
nonstopFrontier
4h 04mSJU-JFK
$164
10/15Tue
nonstopFrontier
3h 54mJFK-SJU
10/30Wed
multi-stopFrontier
26h 03mSJU-JFK
$197
10/13Sun
nonstopJetBlue
3h 52mJFK-STI
10/28Mon
nonstopJetBlue
3h 47mSTI-JFK
$301
10/15Tue
multi-stopAmerican Airlines
7h 36mJFK-NAS
10/16Wed
multi-stopAmerican Airlines
5h 36mNAS-JFK
$303
10/14Mon
nonstopJetBlue
3h 57mJFK-STI
11/13Wed
nonstopJetBlue
3h 49mSTI-JFK
$305
10/15Tue
nonstopDelta
3h 10mJFK-NAS
10/16Wed
nonstopDelta
3h 09mNAS-JFK
$309
10/14Mon
multi-stopAmerican Airlines
16h 31mJFK-AUA
10/16Wed
multi-stopAmerican Airlines
16h 13mAUA-JFK
$348
10/14Mon
nonstopDelta
3h 54mJFK-STI
10/19Sat
nonstopDelta
3h 52mSTI-JFK
$350
10/11Fri
nonstopCaribbean Airlines
5h 00mJFK-POS
10/16Wed
multi-stopCaribbean Airlines
14h 00mPOS-JFK
$433
10/14Mon
multi-stopCaribbean Airlines
7h 55mJFK-POS
10/18Fri
multi-stopCaribbean Airlines
8h 20mPOS-JFK
$438

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports