$52 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 5/29. 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 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.

Recent round-trip flight deals from Caribbean Islands to New York

KAYAK's recommended round-trip deals from the most popular airlines that fly from Caribbean Islands to New York.
Discover the best prices for you by selecting your travel dates on KAYAK.
 Logo
8:12 pm - 9:07 amSJU-EWR
12h 55m1 stop
 Logo
10:00 pm - 2:01 amEWR-SJU
4h 01mnonstop
Do, Mai 29 - So, Jun 1
Spirit Airlines Logo
8:12 pm - 9:07 amSJU-EWR
12h 55m1 stop
Spirit Airlines Logo
5:15 am - 7:07 pmEWR-SJU
13h 52m1 stop
$149Spirit Airlines
Find Deal
Fr, Mai 16 - So, Jun 1
Delta Logo
7:00 am - 11:07 amSJU-JFK
4h 07mnonstop
Delta Logo
7:30 pm - 11:59 pmJFK-SJU
4h 29mnonstop
$206Delta
Find Deal
Mi, Jun 25 - Sa, Jul 12
JetBlue Logo
10:40 pm - 2:46 amSJU-EWR
4h 06mnonstop
JetBlue Logo
9:45 pm - 1:46 amEWR-SJU
4h 01mnonstop
$212JetBlue
Find Deal
Fr, Mai 16 - Sa, Mai 24
Delta Logo
1:13 pm - 5:21 pmSJU-JFK
4h 08mnonstop
Delta Logo
12:29 pm - 4:25 pmJFK-SJU
3h 56mnonstop
$216Delta
Find Deal
So, Sep 28 - Fr, Okt 24
United Airlines Logo
1:05 am - 5:14 amSJU-EWR
4h 09mnonstop
United Airlines Logo
7:55 am - 11:57 amEWR-SJU
4h 02mnonstop
$216United Airlines
Find Deal
Mi, Mai 14 - Mi, Mai 21
JetBlue Logo
3:15 am - 7:10 amSJU-JFK
3h 55mnonstop
JetBlue Logo
5:15 pm - 9:18 pmJFK-SJU
4h 03mnonstop
$221JetBlue
Find Deal
Mo, Okt 20 - Di, Okt 21
United Airlines Logo
1:05 am - 5:14 amSJU-EWR
4h 09mnonstop
United Airlines Logo
7:53 pm - 11:57 pmEWR-SJU
4h 04mnonstop
$221United Airlines
Find Deal
Fr, Mai 16 - Sa, Mai 24
American Airlines Logo
11:55 am - 12:28 amSJU-JFK
12h 33m1 stop
American Airlines Logo
6:00 pm - 11:15 amJFK-SJU
17h 15m1 stop
$225American Airlines
Find Deal
Fr, Okt 3 - Mo, Okt 6
American Airlines Logo
5:25 pm - 9:37 amSJU-JFK
16h 12m1 stop
American Airlines Logo
6:00 pm - 11:15 amJFK-SJU
17h 15m1 stop
$230American Airlines
Find Deal
Fr, Okt 3 - Mo, Okt 6
Useful Info

Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$52
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan Airport to Newark Liberty 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 
DexterFlew with Caribbean AirlinesPOS-JFKMar 2025
When flying from Port of Spain to New York travel with Caribbean Airlines. Best food, great hospitality, and intense focus on safety.
ChrisFlew with JetBlueSVD-JFKApr 2025
Airport is a little warm and there aren’t a lot of food/ shopping while waiting.
MurliFlew with United AirlinesMBJ-EWRJan 2025
Boarding in Montego Bay is an interesting experience
VictoriaFlew with JetBlueGCM-JFKFeb 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 AirlinesPOS-JFKAug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with DeltaSJU-JFKJun 2024
If you don't use business class don't expect to have your carry on over your seat if you fly Delta.
MaxineFlew with DeltaMBJ-JFKApr 2024
Enjoy the little things like getting on board first and access to free Wi-Fi, new movies and the food is very good in first class. Drinks are good too!
LionelFlew with DeltaSJU-JFKMay 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
ElinicFlew with United AirlinesSTI-EWRMay 2024
Complete all your documents prior getting to the airport
RicardoFlew with JetBlueSJU-JFKMar 2024
Get to the airport early. Plan your trip carefully.
JulieFlew with JetBluePLS-JFKApr 2024
Do not fly in or out on a Saturday. It is crazy. Going there our flight diverted to dr for four hours.
JeffreyFlew with United AirlinesGCM-EWRMar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
LenyrrFlew with JetBlueSJU-JFKDec 2023
I can say that the one with JetBlue was very good. No delays, all as described.
HervinFlew with Caribbean AirlinesPOS-JFKDec 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.
LionelFlew with United AirlinesSJU-EWRFeb 2024
Please stay alert for this late night flights. They are brutal

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.

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.
8.2
Caribbean AirlinesOverall score based on 151 reviews
6.8Entertainment
6.8Food
8.2Boarding
7.9Comfort
8.5Crew
Airline reviews

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.

6.0 GoodDonroy, Dec 2024JFK - SVD
Read more Caribbean Airlines reviews

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

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.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

third trip overseas with delta recently where the TV did not work- not acceptable for a 8 hour flight! your food really has declined crew great and I am loyal to delta

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

Everything was ok!! Just bags came up a little be late.

Tasty snacks. On-time departure and early arrival. Luggage arrived quickly at the carrousel. The only negative was a man behind us that was heavily inebriated. He was served 3 double drinks during the flight. There was no telling how much he had before the flight. He was so out of it that he spilled a drink and broke the heavy liquor glass on the floor. I don't believe he should have been served so much alcohol on a two-hour flight.

It was terrible, I sat next to a person with a cat, I'm allergic to animal dander, my discomfort was extreme

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

Multiple delays and not straight answer from the United team

I love United was disappointed we had a two hour delay, however the Pilot did say safety first.

I just got back from a trip with 3 flights each way. The flights were good and we were happy with out experience. There was one steward on our first flight that was harsh and grump with passengers. It did not leave a good impression. All of the other flight crews were great on the other five flights.

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

We were Polaris passengers and found the service poor. The food was ok but the flight attendants were not attentive and rushed the service.

Very punctual. Comfortable plane and great entertainment options. The staff was very nice.

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Average. Newark is a United Hub, yet a flight that is early somehow ends up getting late to the gate. Newark ATC needs help badly.

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Paid $35 and not able to access the internet at all.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

You ant watch TV if you don't have a device, the seats have more space, and the snacks are different.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Random carry-on baggage inspection before boarding for NO REASON. The crew kept talking loudly the entire time, making it impossible to rest. When I asked the crew for something, they said they would come back later but never did. It was an EXTREMELY UNPLEASANT and UNCOMFORTABLE flight.

Only thing that I liked it that I got to my destination safely, otherwise American Airlines stinks.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

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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.

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