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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 5 days
Punta Cana
Punta Cana1 stop$370
Santo Domingo
Santo Domingo1 stop$382
Montego Bay
Montego Bay1 stop$335
Oranjestad
Oranjestad1 stop$339
Nassau
Nassau1 stop$349
Kingston
Kingstonnonstop$481
Simpson Bay
Simpson Bay1 stop$284
Providenciales
Providenciales1 stop$401
Port of Spain
Port of Spainnonstop$466
Bridgetown
Bridgetown1 stop$486
George Town
George Townnonstop$385
Willemstad
Willemstad1 stop$535
Castries
Castries2 stops$623
Aguadilla
Aguadillanonstop$339
Puerto Plata
Puerto Platanonstop$534
St. John's
St. John'snonstop$476
Punta Cana
Punta Cana1 stop$370
Santo Domingo
Santo Domingo1 stop$382
Montego Bay
Montego Bay1 stop$335
Oranjestad
Oranjestad1 stop$339
Nassau
Nassau1 stop$349
Kingston
Kingstonnonstop$481
Simpson Bay
Simpson Bay1 stop$284
Providenciales
Providenciales1 stop$401
Port of Spain
Port of Spainnonstop$466
Bridgetown
Bridgetown1 stop$486
George Town
George Townnonstop$385
Willemstad
Willemstad1 stop$535
Castries
Castries2 stops$623
Aguadilla
Aguadillanonstop$339
Puerto Plata
Puerto Platanonstop$534
St. John's
St. John'snonstop$476

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?

The cheapest ticket to Caribbean Islands from New York John F Kennedy Intl Airport found in the last 5 days was to San Juan, at $266 round-trip. The most popular route is from New York John F Kennedy Intl Airport (JFK) to Santiago de los Caballeros (STI), and the cheapest round-trip airline ticket found on this route in the last 5 days was $408.

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

The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $311 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $384.

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

No, with an average price for the route of $683, 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?

The cheapest month for flights from New York John F Kennedy Intl Airport to Caribbean Islands is January, when tickets cost $438 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $654 and $634 respectively.

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

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 get a below average price on the flight from New York John F Kennedy Intl Airport to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

September
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 13% increase in price.

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 
NicoleFlew with Delta-Jun 2026
Terminal has great options for food. Lots of seating and charging stations. If checking luggage and already paid online just drop them at the curbside and continue to the check point.
Maria AlejandraFlew with Frontier-Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix

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.

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

 
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 231 reviews
8.0Boarding
6.8Food
8.3Crew
6.6Entertainment
7.8Comfort
Airline reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

6.0 GoodAnonymous, Mar 2026
Read more Caribbean Airlines reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

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

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 crew and Culture. However, my seat was too narrow and not too comfortable

When I booked my flight I choose a seat which was the window in the middle of the aircraft. My seating was change without notice and I was in the middle seat which cause me anxiety. Hated this whole flight experience

From the point of checking in I felt as if the agents and crew were like family and friends. The best customer service experience I ever had.

To be honest I did not like anything there because the flight was delay and poor customer service!

Very crowded and the economy seats were the smallest and with the least legroom I have ever experienced. Cabin staff were excellent although the food service was chaotic as they were being each person their food individually instead of from the wagon.

great! appreciated the last minute upgrade to Comfort+ exit row, as well

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

The wait in the tunnel to enter the plane was too long. The counter personnel, specially ''Israel'' was really not welcoming considering Delta Standards. Other than this everything was good overall.

Delta exceeded my expectations! I am beyond satisfied. Thank you!

Everything was very good or excellent, but the seats were extremely uncomfortable and painful.

We were delayed 2 hours because of a broken seat. Other than that it was a very nice flight.

an he late. super rude gate agent, to every person. spoke down at people.

One of the restrooms didn’t work. The ones that did never got replenished. Flight attendant just sitting there on their phone. No notification that the bathroom was broken so long lines. Apathetic crew.

Both of my flights to and from JFK experienced significant delays. Most notably, my first flight was delayed by six hours due to crew members being affected by delays on a previous flight. While I understand that disruptions can occur, Delta’s staffing and operational planning should include sufficient contingency measures to handle situations like this rather than placing the full burden of those delays on customers. Additionally, the $12 meal voucher offered as compensation was inadequate, particularly given the high cost of food and beverages at the airport. Considering the length of the delay and the substantial inconvenience caused, I believe more meaningful compensation would have been appropriate.

It is not a good experience with Copa Airlines: flight delay, luggage delay, etc.

We where skipped for this flight will not head to Panama until tonight..

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

At JFK the Security line was extremely long and few checkpoints open.

It was first time fling in copa airline. In general I am satisfied except bag size. I got a email from copa with 17-10-6 for carry on bag. In airport the check in show 22-14-10 . However that mistake means $100,00 in over cost.

The flight was 6 hours delayed due to equipment problems, I had to spend my night in the airport terminal in tight quarters. A bag of chips was all they offered, Then I missed my connecting flight and waited another 2 hours. All in all that trip took me almost one day.

Copa definitely offers better service and price than other airlines.

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

JFK is the worst airport and JetBlue is the worst airline

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

Our trip to Spain turned into a stressful ordeal with cockpit issues and FAA air traffic disruptions. Our American Airlines flight from Raleigh to JFK was delayed nearly four hours, causing us to miss our connections to Madrid and Jerez. We were left stranded in New York with children, even running out of diapers while trying to sort everything out. American refused to cover hotels or rental cars, leaving us to arrange and pay for them ourselves. The delays also disrupted our prepaid rental car reservations in Spain. It was a frustrating and expensive start to a family trip we had spent months planning.

Very cold on board it was like having 16hours sitting in a fridge

Old dirty plane but great lie flat seats in business class

A crew member's attitude towards a couple passengers who couldn't speak English was rude. Just because they didn't understand what the passenger said, they were not given any snack.

Great. Clean. Seats comfortable. Food was free. Had new release movies.

The boarding crew was very helpful with a little special problem I had. The inflight crew - so-so.

They kept us on the tarmac for 6 hours after already delaying our flight by 2 hours. No one had any answers. They sent our gate checked stroller to baggage claim instead of giving it back at the gate.

There was a big delay and I missed my connection flight

I don’t like the music section but I believe it was a cost decision. I changed my flight last minute due to work issues and had to sit way in the back. The seats were way closer together than I would have preferred.

Our particular exceptional experience was with Johnny at JFK at check in. He was the kindest, most accommodating agent I’ve ever encountered taking extra steps to help my husband and I with our extra baggage. I hope that he knows how much he positively affected our trip.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental