$89 Find Cheap Flights from New York John F Kennedy Airport 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 John F Kennedy Intl to Caribbean departing on 9/9. 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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Cheap Flights from John F Kennedy Intl to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$296
Santo Domingo
Santo Domingo1 stop$331
Montego Bay
Montego Bay1 stop$326
Oranjestad
Oranjestadnonstop$279
Nassau
Nassaunonstop$299
Simpson Bay
Simpson Baynonstop$321
Kingston
Kingston2 stops$350
Providenciales
Providenciales1 stop$334
Port of Spain
Port of Spain1 stop$367
Bridgetown
Bridgetown2 stops$386
George Town
George Townnonstop$302
Willemstad
Willemstad2 stops$395
Castries
Castries2 stops$426
St. John's
St. John'snonstop$334
Puerto Plata
Puerto Plata1 stop$339
Aguadilla
Aguadillanonstop$239
Punta Cana
Punta Cana1 stop$296
Santo Domingo
Santo Domingo1 stop$331
Montego Bay
Montego Bay1 stop$326
Oranjestad
Oranjestadnonstop$279
Nassau
Nassaunonstop$299
Simpson Bay
Simpson Baynonstop$321
Kingston
Kingston2 stops$350
Providenciales
Providenciales1 stop$334
Port of Spain
Port of Spain1 stop$367
Bridgetown
Bridgetown2 stops$386
George Town
George Townnonstop$302
Willemstad
Willemstad2 stops$395
Castries
Castries2 stops$426
St. John's
St. John'snonstop$334
Puerto Plata
Puerto Plata1 stop$339
Aguadilla
Aguadillanonstop$239

Book Cheap John F Kennedy Intl 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 John F Kennedy Intl 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 John F Kennedy Intl to Caribbean

Sun, Nov 9 - Wed, Nov 12
Frontier Logo
1:00 pm - 5:54 pmJFK-SJU
3h 54mnonstop
Frontier Logo
9:00 am - 12:03 pmSJU-JFK
4h 03mnonstop
$151Frontier
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Tue, Sep 9 - Fri, Sep 12
Frontier Logo
6:00 am - 9:56 amJFK-SJU
3h 56mnonstop
Frontier Logo
9:26 pm - 1:25 amSJU-JFK
3h 59mnonstop
$152Frontier
Find Deal
Fri, Sep 26 - Sat, Oct 4
JetBlue Logo
11:00 am - 2:56 pmJFK-SJU
3h 56mnonstop
JetBlue Logo
3:03 am - 7:00 amSJU-JFK
3h 57mnonstop
$153JetBlue
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Thu, Sep 25 - Wed, Oct 1
JetBlue Logo
5:25 pm - 9:24 pmJFK-SJU
3h 59mnonstop
JetBlue Logo
6:05 pm - 10:02 pmSJU-JFK
3h 57mnonstop
$155JetBlue
Find Deal
Mon, Sep 15 - Sat, Sep 20
Delta Logo
12:25 pm - 4:20 pmJFK-SJU
3h 55mnonstop
Delta Logo
6:00 pm - 10:10 pmSJU-JFK
4h 10mnonstop
$181Delta
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Mon, Oct 6 - Thu, Oct 9
Delta Logo
8:00 am - 12:40 pmJFK-AUA
4h 40mnonstop
Delta Logo
1:55 pm - 7:00 pmAUA-JFK
5h 05mnonstop
$281Delta
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Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
7:20 pm - 1:59 pmJFK-AUA
17h 39m1 stop
American Airlines Logo
5:55 pm - 12:53 amAUA-JFK
7h 58m1 stop
$295American Airlines
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Wed, Oct 29 - Thu, Nov 13
American Airlines Logo
6:30 am - 3:29 pmJFK-PUJ
8h 59m1 stop
American Airlines Logo
12:55 pm - 10:18 pmPUJ-JFK
10h 23m1 stop
$296American Airlines
Find Deal
Tue, Oct 14 - Thu, Oct 16
Caribbean Airlines Logo
5:00 am - 10:00 amJFK-KIN
30h 00m2 stops
Caribbean Airlines Logo
7:15 am - 12:00 pmKIN-JFK
3h 45mnonstop
$350Caribbean Airlines
Find Deal
Tue, Oct 14 - Thu, Oct 16
Caribbean Airlines Logo
4:15 pm - 10:00 amJFK-KIN
18h 45m1 stop
Caribbean Airlines Logo
7:15 am - 12:00 pmKIN-JFK
3h 45mnonstop
$351Caribbean Airlines
Find Deal
Booking Insights

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

Get data-powered insights and trends into flights from John F Kennedy Intl to Caribbean 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 flight route?

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

The cheapest ticket to Caribbean from New York John F Kennedy Intl Airport found in the last 72 hours was to San Juan, at $153 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 $153.

Can I save money by flying with a layover from New York John F Kennedy Intl Airport 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 3 stops layover the cheapest option at $889 on average.

What is the cheapest month to fly from New York John F Kennedy Intl Airport 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 John F Kennedy Intl Airport 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 John F Kennedy Intl Airport to Caribbean is March, when tickets cost $196 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $364 and $352 respectively.

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

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

When flying from New York John F Kennedy Airport to Caribbean, you should consider leaving on a Tuesday 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 Mondays.

How far in advance should I book a flight from New York John F Kennedy Intl Airport 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 John F Kennedy Intl Airport 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 John F Kennedy Intl Airport to Caribbean, 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$89
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from New York John F Kennedy Airport to San Juan Airport

FAQs - booking Caribbean flights

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

  • 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?

    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 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?

    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 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?

    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 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 $190 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. 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 $329.

Top tips for finding cheap flights to Caribbean

  • 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 $143 one-way - $231 round-trip; Santiago de los Caballeros $177 one-way - $391 round-trip

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

 
Need help choosing which airline to fly with from John F Kennedy Intl 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.
8.1
Caribbean AirlinesOverall score based on 175 reviews
6.7Entertainment
8.1Boarding
6.8Food
7.9Comfort
8.4Crew
Airline reviews

Excellent experience this was my first time booking with Kayak.

10.0 ExcellentStephanie, Aug 2025BGI - POS
Read more Caribbean Airlines reviews

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

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

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

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

Overall, aside from the baggage issue, it was as good as one expects.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

Our bag was lost so that made unnecessary chaos On our trip

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.

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.

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.

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

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

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