$128 Find Cheap Flights from Caribbean Islands to New York State - Compare and Save

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Cheap Flights from Caribbean Islands to New York

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
New Windsor
8h 45m2 stops
from $212per person
Rochester
6h 15m2 stops
from $214per person
Buffalo
4h 34mNonstop
from $216per person
New York
2h 54mNonstop
from $240per person
Newark
3h 06mNonstop
from $260per person
White Plains
4h 10mNonstop
from $346per person
Useful Info

Good to know

Low season

April

Cheapest flight

$128
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from San Juan Airport to New York John F Kennedy Airport

Flights from Caribbean Islands to New York: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean Islands to New York 
Verified travelerFlew with JetBlue-Jun 2026
Be patient island people are not in a hurry. Avoids hurricane season be sure your luggage is not overweight
JoelFlew with JetBlue-Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue-Mar 2026
Change policy, let the passengers know that boarding will be done by alfphabets from now on so other passengers do not skip because when they all jump at one time that delays flight departure.. Put cushion on the damn seats 4 hrs sitting is terrible on the buns & backs. Delta does that and it goes so smoothly.
Verified travelerFlew with American Airlines-May 2026
In JFK the bags are taken off the belt be you finish immigration. An announcement should be made to say location instead of wasting time at the baggage belt waiting.
Verified travelerFlew with Frontier-Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
VictoriaFlew with JetBlue-Feb 2025
Make sure to get passport checked by gate before lining up. They did not announce it and the boarding process was chaotic.
MichaelFlew with Caribbean Airlines-Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
LionelFlew with Delta-May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
HervinFlew with Caribbean Airlines-Dec 2023
Reduce size and amount of carry-on luggage, While in Trinidad please stay close to Gate, boarding may begin with any announcement, While you're in transit for less than 3hrs.and not leaving the transit area passengers are being rough up by customs and security.

FAQs for booking flights from Caribbean Islands to New York State

  • How does KAYAK find such low prices on flights from Caribbean Islands to New York State?

    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 Caribbean Islands to New York State.

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

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

    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 Caribbean Islands to New York State 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 Caribbean Islands to New York State?

    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 Caribbean Islands to New York State up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to New York State?

    Caribbean Islands and New York State are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (200 flights per week), Qatar Airways (177 flights per week), and United Airlines (119 flights per week).

  • How many airports are there in New York State?

    There are 19 airports in New York State. The busiest airport is New York John F Kennedy Airport (JFK), with 51% of all flights arriving there.

  • Which is the cheapest airport to fly into in New York State?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in New York State is Buffalo Airport (BUF), with an average flight price of $170.

  • What is the cheapest day to fly to New York State?

    Based on KAYAK data, the cheapest day to fly to New York State is Friday where round-trip tickets can be as cheap as $292. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $426 on average.

  • What is the cheapest time of day to fly to New York State?

    The cheapest time of day to fly to New York State is generally in the morning, when round-trip flights cost $290 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to New York State is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $494.

  • What is the cheapest flight to New York State?

    The cheapest ticket to New York State from Caribbean Islands found in the last 5 days was to Newark Airport, at $175 round-trip. The most popular route is Oranjestad (AUA) to Newark Airport (EWR) and the cheapest round-trip airline ticket found on this route in the last 5 days was $175.

  • What is the cheapest month to fly from Caribbean Islands to New York State?

    The cheapest month for flights from Caribbean Islands to New York State is December, when tickets cost $236 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $451 and $358 respectively.

  • How far in advance should I book a flight from Caribbean Islands to New York State?

    To get a below average price on the flight from Caribbean Islands to New York State, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

  • How many cities have direct flights to New York State?

    From Caribbean Islands, there are direct flights to New York State from 18 cities. The city with the most direct flights is San Juan, with 363 direct flights each week.

  • How many direct flights to New York State are there each day?

    There are around 140 direct flights from within Caribbean Islands to New York State every day. Most flights (52%) depart in the afternoon.

  • How many direct flights to New York State are there each week?

    Each week there are around 974 direct flights from within Caribbean Islands to New York State. The most common day for departures is Sunday, with 15% of flights taking off on this day.

  • How long is the flight to New York State?

    An average nonstop flight from Caribbean Islands to New York State takes 6h 11m, covering a distance of 1700 miles. The shortest route is Nassau (NAS) to New York John F Kennedy Intl Airport (JFK) with an average flight time of 2h 53m.

  • How many long-haul flights are there to New York State each week?

    Each week, there are 370 medium-haul flights (3-6 hour flight duration) and 604 short-haul flights (up to 3 hour flight duration) to New York State. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in New York State?

    Based on KAYAK flight searches, the most popular destination is New York (98% of total searches to New York State). The next most popular destination is White Plains (2%).

Reviews of the top 5 airlines serving from Caribbean Islands to New York

 
Need help choosing which airline to fly with from Caribbean Islands to New York? 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
7.8Comfort
6.6Entertainment
6.8Food
8.3Crew
Airline reviews

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

4.0 OkayAnonymous, Mar 2026
Read more Caribbean Airlines reviews

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.

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.

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.

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.

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

The Wifi was not working. No screens and it was a very ancient plane

For some reason, there was very little volume on the cabin announcements. You could not hear what the pilot or crew were saying.

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

I don't know why the crew decided to board 15 minutes early without informing anyone not at the gate. Why would you have the app send a notification that we're boarding on time, instead board early, and then rush me to the gate. Then have me check my carry-on when I specifically packed my bag as to not do so.

No headphones, forced to sit in another seat that I did not book, had to check my carry on when I boarded the plane I saw backpacks and other non carry on items stuffed in the carry on holder! Horrible experience Wi-Fi did not work either

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

Our flight from Detroit to LaGuardia on Thursday 8/20 was delayed from 555 to 910 due to storms and a ground stop at LGA. It’s never fun to be stuck at the airport but I thought the desk crew and captain handled it well and kept us informed. I especially liked how they referred to us as their “LaGuardia family.” I am a loyal delta customer and this is one of the reasons why.

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Although I know the Airlines cannot control the situation when there’s a ground stoppage, it would’ve been nicer if we would have had more up-to-date information clarity around the delays. Additionally, I think the delays also took a toll on the Cabin crew, particularly the lead flight attendant in first class. She was not very friendly when we boarded the plane for many of the passengers. Number one she refused to hang a garment bag in the front closet for a first class passenger, she was unwilling to dispose of an empty bottle in the trash as I was boarding (despite drinking a bottle of water herself and needing to disregard), and she was very combative with a passenger, who needed to access something from his bag that was Gate checked. Frankly, it was really unfortunate as I’ve never seen a flight attendant behave that way directly to the passengers, particularly when none of us had done anything wrong.

the flight got cancelled - few hours before the departure time - no time to change

The meal tray was not usable it was completely uneven

It was a short flight so there were no entertainments nor super comfortable which is OKAY, just the review system doesnt allow for N/A which is why okay was put, but overall good! No delays and nice crew

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Old plane. Nowhere as compared to non US airlines like JAL.

Not good always. Even our trip to japan was disaster with the American airlines delays and cancellatios. Now unfortunately we needed to book again with them last min. Was okay but as usual not comfortable seating.

Susan the flight attendant was great. She greeted me with a smile and showed great hospitality.

Horrible! We departed out of terminal 5, not only was the sign for flights and gate information were so badly organized that it took 2 minutes for all of the flight info load for the correct airline. One would think BA would have new and well managed jet ways, but no you had to take a bus to the plane. It took for every and detailed departure by 40 mins. I’ve had better class of service from Indian Airlines. BA needs to work on upscaling to meet the Industry norms. I can see regional airlines using this loading method but not on an international flight.

Good flight, regional jet so old and seats could use an upgrade

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Overall good, but it would be better more movies and tv shows options

Boarding was horrendous! Took absolutely forever… and the delay from the broken coffee pot was really kind of ridiculous

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

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