$54 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 8/14. 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Thu, Oct 23 - Sun, Oct 26
Frontier Logo
4:51 pm - 9:04 pmSJU-EWR
4h 13mnonstop
Frontier Logo
10:00 pm - 2:03 amEWR-SJU
4h 03mnonstop
$119Frontier
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Fri, Sep 19 - Mon, Sep 22
Frontier Logo
4:51 pm - 9:02 pmSJU-EWR
4h 11mnonstop
Frontier Logo
10:00 pm - 1:58 amEWR-SJU
3h 58mnonstop
$120Frontier
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Thu, Nov 6 - Mon, Nov 10
Delta Logo
6:43 pm - 12:59 amSJU-EWR
7h 16m1 stop
Delta Logo
2:30 pm - 11:17 pmEWR-SJU
7h 47m1 stop
$155Delta
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Fri, Sep 26 - Tue, Sep 30
Delta Logo
5:41 pm - 12:56 amSJU-EWR
7h 15m1 stop
Delta Logo
10:40 am - 10:00 pmEWR-SJU
11h 20m1 stop
$190Delta
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Thu, Oct 2 - Mon, Oct 6
JetBlue Logo
3:03 am - 7:00 amSJU-JFK
3h 57mnonstop
JetBlue Logo
12:45 pm - 4:42 pmJFK-SJU
3h 57mnonstop
$216JetBlue
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Wed, Sep 24 - Tue, Sep 30
American Airlines Logo
4:43 pm - 11:45 pmSJU-LGA
7h 02m1 stop
American Airlines Logo
6:00 am - 6:14 pmLGA-SJU
12h 14m1 stop
$230American Airlines
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Wed, Sep 24 - Tue, Sep 30
American Airlines Logo
1:37 pm - 11:45 pmSJU-LGA
10h 08m1 stop
American Airlines Logo
11:30 am - 6:14 pmLGA-SJU
6h 44m1 stop
$260American Airlines
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Thu, Sep 4 - Sat, Sep 13
JetBlue Logo
1:09 pm - 6:00 pmMBJ-JFK
3h 51mnonstop
JetBlue Logo
8:50 am - 11:54 amJFK-MBJ
4h 04mnonstop
$339JetBlue
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Thu, Oct 16 - Mon, Oct 20
Caribbean Airlines Logo
5:55 pm - 11:15 pmPOS-JFK
5h 20mnonstop
Caribbean Airlines Logo
5:00 am - 12:55 pmJFK-POS
7h 55m1 stop
$406Caribbean Airlines
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Wed, Sep 24 - Sun, Sep 28
Caribbean Airlines Logo
11:15 am - 5:30 amPOS-JFK
18h 15m1 stop
Caribbean Airlines Logo
7:30 am - 12:30 pmJFK-POS
5h 00mnonstop
$408Caribbean Airlines
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Useful Info

Good to know

Low seasonMarch
Cheapest flight$54
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 2% 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 
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.
LionelFlew with DeltaSJU-JFKMay 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United AirlinesGCM-EWRMar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United AirlinesSTI-EWRMay 2024
Complete all your documents prior getting to the airport
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.

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.
8.1
Caribbean AirlinesOverall score based on 166 reviews
6.8Food
7.9Comfort
8.1Boarding
6.7Entertainment
8.4Crew
Airline reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

4.0 OkaySheldon, Jul 2025MIA - POS
Read more Caribbean Airlines reviews

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

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 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.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

Our flight was canceled after several delays. No hotel vouchers offered, minimal help for resolution leave me ultimately to cancel and book on an other airline. Then waited to get bags for more than 3 hours This whole experience has been awful!!!

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

The way BCN airport handled boarding was a huge improvement over our trip to Spain from JFK. Instead of gate-mosquitos edging in before their zone was called, in BCN they had clearly marked lines for Zones 1-8 and people just lined up correctly. The flight itself was uneventful. The meal (curried chicken and rice) was one of the better meals we've had on Delta. Entertainment options were plentiful, power chargers were available in Main Cabin, and seats were decent. Flight staff were very friendly and positive throughout the 8 hour flight.

I like for how they process during check in. It was very smoothly.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Not good , late, and long. We came home so late and spent so much time flying around and taxiing

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Food was terrible. Crew was kind but skipped over my row for providing sandwiches and beverages.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

More racist flight attandants maybe because i sm an attracticted darkskin latino man but once again bad flight attamdants they ignored me the whole flight even the woman sitting next to me notice how rude they were towards me i really never want to fly united or american airlines they alawsys have the rudesslt and racist flight attandants

We loved the United lounge near our gate and a rep named Aimee who was GREAT

Cramped seat even in economy plus seat 10A. Over booked flight, no space for the bags

Awful. There was a minor problem with a fridge and they had us 2 hours in the runway before take off. The paper work alone took them half hour. There was no attemp to make up time up while in teansit and when we arrived, they had us another half hour in the plane because of traffic. I, and a bunch of people, lost their onnection flights for 5 to 10 minutes. Not even the attemp to wait given thar all delays, but the taxing, were United's fault. Then another 45 mins to get an agent and no flight alternatives for 2 days. Im am very disapointed with this "premium carrier".

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Flight was On time and landed 30 mins early considering we were flying into Newark. No complaints.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

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.

Pathetic check in experience once again. Not enough staff scheduled at bag drop or for special assistance at LHR. Really need to rethink the whole self check in procedure. The crew was good. A very decent selection of special meals in this leg as compared to the JFK-LHR leg.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

Whenever a passenger purchase a ticket his advantage number should automatically to his information. It's not everyone remember the number. You request for your number and American airline agent say they will email it....and they never email anything and you loose your mileage just because you don't remember your number. It should automatically go your information and associate with your email account at all times

The flight was two hours late to take off. The captain kept making announcements in English, but the volume on the speakers was low and we could not hear him. The flight attendant’s French translation was loud and clear, but we couldn’t understand French. The crew was nowhere to be found to relay what the captain was announcing. Very frustrating experience. American has to do better.

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.

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