$129 Find Cheap Flights from Caribbean Islands to New York

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New York departing on 8/12. 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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Flight Deals

Cheap Flights from Caribbean Islands to New York

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to New York 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 Caribbean Islands to New York

Wed, Jul 8 - Mon, Jul 13
JetBlue Logo
6:00 am - 9:59 am
SJU
-
EWR
3h 59mnonstop
JetBlue Logo
9:55 pm - 1:59 am
EWR
-
SJU
4h 04mnonstop
$226JetBlue
Fri, Aug 21 - Mon, Aug 24
JetBlue Logo
6:00 am - 9:59 am
SJU
-
EWR
3h 59mnonstop
JetBlue Logo
11:51 am - 3:48 pm
EWR
-
SJU
3h 57mnonstop
$229JetBlue
Fri, Jul 3 - Mon, Jul 20
JetBlue Logo
7:40 pm - 11:43 pm
SJU
-
EWR
4h 03mnonstop
JetBlue Logo
9:55 pm - 1:59 am
EWR
-
SJU
4h 04mnonstop
$235JetBlue
Fri, Jun 19 - Thu, Jul 9
JetBlue Logo
7:40 pm - 11:43 pm
SJU
-
EWR
4h 03mnonstop
JetBlue Logo
9:55 pm - 1:59 am
EWR
-
SJU
4h 04mnonstop
$238JetBlue
Wed, Sep 23 - Wed, Oct 7
Arajet Logo
7:10 pm - 11:30 pm
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:00 pm - 4:30 pm
EWR
-
SDQ
4h 30mnonstop
$273Arajet
Wed, Aug 5 - Tue, Aug 18
American Airlines Logo
5:45 am - 9:00 pm
SJU
-
JFK
15h 15m
1 stop
American Airlines Logo
7:30 am - 4:11 pm
JFK
-
SJU
8h 41m
1 stop
$276American Airlines
Wed, Sep 2 - Fri, Sep 4
American Airlines Logo
3:28 pm - 11:43 pm
SJU
-
LGA
8h 15m
1 stop
American Airlines Logo
9:20 am - 4:11 pm
LGA
-
SJU
6h 51m
1 stop
$281American Airlines
Tue, Aug 18 - Sun, Aug 23
Delta Logo
5:50 pm - 10:04 pm
SJU
-
JFK
4h 14mnonstop
Delta Logo
7:28 pm - 11:52 pm
JFK
-
SJU
4h 24mnonstop
$282Delta
Thu, Oct 8 - Wed, Oct 14
Arajet Logo
6:10 am - 10:30 am
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:59 am - 5:29 am
EWR
-
SDQ
4h 30mnonstop
$282Arajet
Tue, Aug 25 - Sun, Aug 30
United Airlines Logo
7:00 am - 7:25 pm
SJU
-
LGA
12h 25m
1 stop
United Airlines Logo
6:00 am - 12:54 pm
LGA
-
SJU
6h 54m
1 stop
$296United Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$129
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 4% 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 
JoelFlew with JetBlue
STI
-
JFK
Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue
SJU
-
JFK
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
MBJ
-
JFK
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
SJU
-
JFK
Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
VictoriaFlew with JetBlue
GCM
-
JFK
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
POS
-
JFK
Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
LionelFlew with Delta
SJU
-
JFK
May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United Airlines
GCM
-
EWR
Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines
STI
-
EWR
May 2024
Complete all your documents prior getting to the airport
HervinFlew with Caribbean Airlines
POS
-
JFK
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

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

    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.

  • 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?

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

    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 New York with an airline and back to Caribbean Islands 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?

    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 New York from 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 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
DeltaOverall score based on 8400 reviews
7.2Food
7.8Comfort
7.8Entertainment
8.5Crew
8.1Boarding
Airline reviews

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

10.0 ExcellentNicole, Jun 2026
SJU - JFK
Read more Delta reviews

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Great crew, flight on time, luggage pick up a breeze

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Flight was delayed. Then eventually cancelled. The female staff that was announcing overhead was unprofessional. She was telling everyone that the company is not going to give any money for taxi, hotel etc. then eventually the flight was cancelled.

Seats were comfortable, 8 hours. One flight attendant was not appropriate in his verbal response: "Please, DON'T touch me.", after being tapped near his elbow after being made unaware he skipped serving me & had passed further down the aisle.

Very easy to use and convenient, you can perform any action within the same portal

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

Landed without a gate ready. Plane is extremely old and dirty.

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

Referencing ANA'S service to Japan and the return on UA, the pillow was awful, the crew was not very attentive, and the food was bizarre and tasted okay. Whoever's idea it was to make vegetable tempera in a steam capsule should probably revisit that. Since it was the vegetarian option, it was my only choice.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Broken tray table. Erratic service. Premium economy is more economy than premium- other airlines treat PE much better. No lounge access.

Our flight from Nice to Newark ran an hour late, and the food was mediocre, but it was fine. The problem was that we were scheduled to have a 4.5-hour layover in Newark, but then our flight to RDU was almost four hours late, finally departing at almost 11:30 p.m. We understand that flight delays were caused by weather problems in the East. However, there were at least two times, when were told that we would begin boarding in just a few minutes, only to have the flight delayed another 1.0-1.5 hours. This meant that we would leave a restaurant or the United Club, go to the gate, only to learn that there would be another major delay. Poor planning and/or communication.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

It was a really seamless flight and the entertainment selection was excellent.

Business class would have been better , poor quality blanket , services

Flights were on time actually early service was good and crew cheerful

The middles seats on the 777 airplane are very small. I am only five feet tall and my knees were touching the seat in front of me and the is no leg room if you have a person item under the seat. The food was horrible, spicy sauces, tasteless bread, and wilted/brown lettuce. Keep it simple. The staff was mediocre., one minute loud and chastising, and the other friendly. We liked how clear and easy to understand the entry process in to the US was.

Our flight from JFK to Madrid was delayed. We had to go from one side of the Madrid airport (Terminal 4s to the far end of terminal 4 - Gate K98) to our gate in less than 30 minutes. Put passport control and security/baggage check and that’s very hard unless you’re Usain Bolt. I called Iberia Airlines and the telephone customer service told me that I was going to have to pay to re-book. Luckily the help desk in the airport (who was dealing with dozens of people from the same JFK-Madrid flight) did not charge us extra to reschedule to a flight 8 hours later. They also gave us a voucher for breakfast and lunch. Glad the actual person at the airport had some actual sense.

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

The flight was delayed for more than 3 hours the flight attendant was so angry, it was my first flight with JetBlue but i don’t think I flight with them again.

Since we started at syr the service, crews, and flights were just excellent

Jet blue is always good - the one weird thing was that they started boarding about 20-30 minutes before the official boarding time on the app. Just something to be aware of!

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

It was good. I’m very disappointed that they don’t give commentary ear pods for the movie. I forgot mine at home

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

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.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

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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Everything you need to know for your flight to New York

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.