$62 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 2/25. 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, Feb 5 - Sat, Feb 7
Frontier Logo
7:10 am - 10:35 amSJU-EWR
4h 25mnonstop
Frontier Logo
11:30 am - 4:13 pmEWR-SJU
3h 43mnonstop
$110Frontier
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Thu, Jan 29 - Mon, Feb 2
Frontier Logo
7:10 am - 10:35 amSJU-EWR
4h 25mnonstop
Frontier Logo
11:30 am - 4:13 pmEWR-SJU
3h 43mnonstop
$111Frontier
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Fri, Nov 21 - Sun, Nov 23
JetBlue Logo
6:47 am - 10:00 amSJU-EWR
4h 13mnonstop
JetBlue Logo
10:10 pm - 3:06 amEWR-SJU
3h 56mnonstop
$135JetBlue
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Thu, Nov 20 - Sun, Nov 23
JetBlue Logo
6:50 am - 10:03 amSJU-EWR
4h 13mnonstop
JetBlue Logo
10:10 pm - 3:06 amEWR-SJU
3h 56mnonstop
$154JetBlue
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Thu, Jan 15 - Mon, Jan 19
American Airlines Logo
3:49 pm - 9:25 pmSJU-LGA
6h 36m1 stop
American Airlines Logo
7:40 am - 5:03 pmLGA-SJU
8h 23m1 stop
$185American Airlines
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Thu, Jan 15 - Wed, Jan 21
American Airlines Logo
3:49 pm - 9:25 pmSJU-LGA
6h 36m1 stop
American Airlines Logo
8:10 am - 6:22 pmLGA-SJU
9h 12m1 stop
$189American Airlines
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Wed, Nov 12 - Sat, Nov 15
United Airlines Logo
5:50 pm - 11:30 pmSJU-LGA
6h 40m1 stop
United Airlines Logo
9:55 am - 9:26 pmLGA-SJU
10h 31m1 stop
$225United Airlines
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Thu, Dec 25 - Sun, Jan 4
Delta Logo
3:23 pm - 6:40 pmPUJ-JFK
4h 17mnonstop
Delta Logo
8:52 am - 1:58 pmJFK-PUJ
4h 06mnonstop
$277Delta
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Thu, Dec 25 - Mon, Jan 12
Delta Logo
3:23 pm - 6:40 pmPUJ-JFK
4h 17mnonstop
Delta Logo
11:25 am - 4:21 pmJFK-PUJ
3h 56mnonstop
$278Delta
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Sun, Dec 21 - Thu, Jan 1
United Airlines Logo
7:30 pm - 10:47 pmPUJ-EWR
4h 17mnonstop
United Airlines Logo
10:17 am - 3:15 pmEWR-PUJ
3h 58mnonstop
$278United Airlines
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Everything you should know

Cheapest round-trip
$110
Typical prices: $108-$255
Frontier
Thu 2/5Sat 2/7
SJU - EWR • Non-stop
Cheapest non-stop
$110
Typical prices: $107-$248
Frontier
Thu 1/29Mon 2/2
SJU - EWR • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New York!
Useful Info

Good to know

Low seasonMarch
Cheapest flight$62
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 3% 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.
8.0
Caribbean AirlinesOverall score based on 193 reviews
7.8Comfort
6.7Entertainment
8.4Crew
8.1Boarding
6.8Food
Airline reviews

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.

10.0 ExcellentAnonymous, Oct 2025POS - MCO
Read more Caribbean Airlines reviews

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 flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

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.

Seats comfortable, service and food very mediocre, staff not very attentive, worse than many other our flights with Delta.

Overall good experience; however, there was one flight attendant who was rather rough compared to everyone else. Everything else was good: entertainment, food. Delta keeps on delivering! Thank you!

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Crew blocked exits to front of ship with galley carts. Also split five person family apart on international flight without fixing.

Delta made it easy, comfortable and timely. The crew was fantastic.

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.

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!

Flight left on time. Boarding was easy. Arrived to EWR 30 mins early. Luggage was deplaned in good time. Overall a very good experience.

The person I bought the ticket for didn’t make the flight.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Flight is clean and ontime. Crew is friendly. Snack can be better and the internet connection is poor

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

For both flights I requested a gluten free meal, they didn’t have one nor were there other options.

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.

Good service, friendly staff. Food was average for airlines and the seats were small.

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.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

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

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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.

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