$119 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 4/21. 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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1 adult, Economy, 0 bags

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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$333
Santo Domingo
Santo Domingononstop$347
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestadnonstop$324
Nassau
Nassau1 stop$356
Kingston
Kingstonnonstop$453
Simpson Bay
Simpson Bay1 stop$349
Providenciales
Providencialesnonstop$386
Port of Spain
Port of Spainnonstop$373
Bridgetown
Bridgetown2 stops$404
George Town
George Townnonstop$326
Willemstad
Willemstad2 stops$433
Castries
Castries2 stops$473
Puerto Plata
Puerto Platanonstop$460
St. John's
St. John'snonstop$410
Aguadilla
Aguadillanonstop$259
Punta Cana
Punta Cana1 stop$333
Santo Domingo
Santo Domingononstop$347
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestadnonstop$324
Nassau
Nassau1 stop$356
Kingston
Kingstonnonstop$453
Simpson Bay
Simpson Bay1 stop$349
Providenciales
Providencialesnonstop$386
Port of Spain
Port of Spainnonstop$373
Bridgetown
Bridgetown2 stops$404
George Town
George Townnonstop$326
Willemstad
Willemstad2 stops$433
Castries
Castries2 stops$473
Puerto Plata
Puerto Platanonstop$460
St. John's
St. John'snonstop$410
Aguadilla
Aguadillanonstop$259

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

Di, Apr 21 - Sa, Apr 25
JetBlue Logo
8:00 pm - 12:07 am
JFK
-
SJU
4h 07mnonstop
JetBlue Logo
6:25 am - 10:29 am
SJU
-
JFK
4h 04mnonstop
$284JetBlue
Mi, Apr 22 - Di, Apr 28
Frontier Logo
1:00 pm - 12:29 am
JFK
-
SJU
35h 29m
2 stops
Frontier Logo
1:59 am - 11:50 am
SJU
-
JFK
33h 51m
2 stops
$285Frontier
Fr, Apr 24 - Di, Apr 28
Delta Logo
7:38 pm - 11:59 pm
JFK
-
SJU
4h 21mnonstop
Delta Logo
7:15 am - 11:18 am
SJU
-
JFK
4h 03mnonstop
$297Delta
Di, Mai 5 - Do, Mai 14
Delta Logo
8:20 am - 11:27 am
JFK
-
MBJ
4h 07mnonstop
Delta Logo
12:51 pm - 5:55 pm
MBJ
-
JFK
4h 04mnonstop
$318Delta
Mo, Mai 25 - Mi, Jun 3
American Airlines Logo
7:30 am - 1:08 pm
JFK
-
MBJ
6h 38m
1 stop
American Airlines Logo
2:08 pm - 10:29 pm
MBJ
-
JFK
7h 21m
1 stop
$325American Airlines
Mo, Apr 13 - Mi, Apr 22
American Airlines Logo
7:00 am - 10:09 am
JFK
-
MBJ
4h 09mnonstop
American Airlines Logo
10:17 am - 8:23 pm
MBJ
-
JFK
9h 06m
1 stop
$328American Airlines
Do, Apr 23 - Mi, Apr 29
Caribbean Airlines Logo
7:00 am - 8:15 pm
JFK
-
POS
13h 15m
1 stop
Caribbean Airlines Logo
6:30 pm - 11:50 pm
POS
-
JFK
5h 20mnonstop
$375Caribbean Airlines
Fr, Apr 24 - So, Apr 26
Copa Airlines Logo
3:32 pm - 1:40 am
JFK
-
POS
10h 08m
1 stop
Copa Airlines Logo
3:44 am - 1:00 am
POS
-
JFK
21h 16m
1 stop
$378Copa Airlines
Mi, Jun 10 - Mo, Jun 15
Caribbean Airlines Logo
5:00 am - 12:55 pm
JFK
-
POS
7h 55m
1 stop
Caribbean Airlines Logo
11:40 pm - 5:00 am
POS
-
JFK
5h 20mnonstop
$379Caribbean Airlines
Do, Apr 30 - Mo, Mai 4
Copa Airlines Logo
1:30 am - 1:16 pm
JFK
-
POS
11h 46m
1 stop
Copa Airlines Logo
3:49 am - 1:50 pm
POS
-
JFK
10h 01m
1 stop
$384Copa Airlines
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 Montego Bay, at $215 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 $266.

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

The average price for all round-trip flights from New York John F Kennedy Intl Airport to Caribbean 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 is generally in the afternoon, when round-trip flights cost $280 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $338.

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.

No, with an average price for the route of $557, 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?

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 October, when tickets cost $218 (return) on average. On the other hand, the most expensive months are August and March, when the average cost of round-trip tickets is $388 and $364 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 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?

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 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$119
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 18% 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.

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 $171 one-way - $333 round-trip; Santiago de los Caballeros $234 one-way - $459 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.
7.9
Caribbean AirlinesOverall score based on 225 reviews
6.8Food
8.3Crew
8.0Boarding
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
JFK - POS
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.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

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 crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

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!

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.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

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?

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports