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

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to New York

 
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, Jan 21 - Fri, Jan 22
American Airlines Logo
6:51 pm - 12:58 amSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
7h 07m1 stop Miami
American Airlines Logo
10:18 am - 11:37 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
12h 19m1 stop Chicago O'Hare Intl
$240American Airlines
Tue, Oct 27 - Wed, Oct 28
American Airlines Logo
4:29 pm - 9:43 amSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
17h 14m1 stop Miami
American Airlines Logo
7:10 pm - 2:03 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
18h 53m1 stop Chicago O'Hare Intl
$246American Airlines
Wed, Oct 7 - Tue, Oct 20
Frontier Logo
6:30 am - 8:59 pmSJU  San Juan Luis Munoz Marin Intl-LGA New York LaGuardia
14h 29m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
4:59 pm - 4:26 pmLGA  New York LaGuardia-SJU San Juan Luis Munoz Marin Intl
23h 27m2 stops Atlanta Hartsfield-Jackson Philadelphia
$253Frontier
Mon, Dec 7 - Sun, Jan 24
Arajet Logo
6:10 am - 9:30 amSDQ  Santo Domingo Las Americas-EWR Newark
4h 20mnonstop
Arajet Logo
5:30 am - 10:56 amEWR  Newark-SDQ Santo Domingo Las Americas
4h 26mnonstop
$260Arajet
Tue, Feb 2 - Tue, Feb 9
Arajet Logo
8:10 pm - 11:30 pmPUJ  Punta Cana-EWR Newark
4h 20mnonstop
Arajet Logo
5:30 am - 10:49 amEWR  Newark-PUJ Punta Cana
4h 19mnonstop
$260Arajet
Mon, Oct 26 - Wed, Oct 28
Frontier Logo
7:44 pm - 12:03 amSJU  San Juan Luis Munoz Marin Intl-EWR Newark
28h 19m1 stop Orlando
Frontier Logo
6:00 am - 1:50 amEWR  Newark-SJU San Juan Luis Munoz Marin Intl
19h 50m1 stop Orlando
$261Frontier
Wed, Oct 21 - Mon, Oct 26
JetBlue Logo
6:10 am - 12:54 pmSJU  San Juan Luis Munoz Marin Intl-EWR Newark
6h 44m1 stop Fort Lauderdale
JetBlue Logo
6:00 am - 1:04 pmEWR  Newark-SJU San Juan Luis Munoz Marin Intl
7h 04m1 stop Fort Lauderdale
$266JetBlue
Fri, Oct 30 - Mon, Nov 9
Multiple Airlines Logo
3:59 pm - 10:05 amSJU  San Juan Luis Munoz Marin Intl-EWR Newark
42h 06m2 stops Atlanta Hartsfield-Jackson Cincinnati Cinci./N. Kentucky
Multiple Airlines Logo
11:35 am - 12:59 amEWR  Newark-SJU San Juan Luis Munoz Marin Intl
12h 24m1 stop Atlanta Hartsfield-Jackson
$266Multiple Airlines
Fri, Oct 16 - Mon, Oct 19
JetBlue Logo
6:20 am - 2:16 pmSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
7h 56m1 stop Boston Logan Intl
JetBlue Logo
6:00 am - 1:27 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
7h 27m1 stop Fort Lauderdale
$270JetBlue
Mon, Feb 1 - Mon, Feb 8
Multiple Airlines Logo
8:10 pm - 11:30 pmPUJ  Punta Cana-EWR Newark
4h 20mnonstop
Multiple Airlines Logo
11:00 am - 8:30 pmEWR  Newark-PUJ Punta Cana
8h 30m1 stop Santo Domingo Las Americas
$271Multiple Airlines
Useful Info

Good to know

Low season

March

Cheapest flight

$128
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 7% 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
JeffreyFlew with United Airlines-Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines-May 2024
Complete all your documents prior getting to the airport
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

  • 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.
7.8
DeltaOverall score based on 8570 reviews
8.1Boarding
7.8Comfort
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

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

8.0 ExcellentKeith, Sep 2026
Read more Delta reviews

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

WiFi was slow as compared to trip down. Maybe because it was a night flight and more people were using it?

Excellent except for the 2 screaming kids who wouldn’t stop crying and screaming for the entire flight but what are you going to do? The flight was early- good experience

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

Boarding was a complete mess. The whole system went down. People got wrong seat for the first half an hour.

First time flying business class. Very comfortable for our long flight to Europe.

Flight was late to take off Plane broke down Had to move everyone to another plane Told we weren’t going to LGA but Newark Also told we would be taken to NY But United lied and we ended up at Newark at 2 in the morning Horrible experience. And the experience of trying to get compensation from United is just as bad. They could not care less about their passengers Never again!

There was no room in overhead bin to place our luggage despite we had tree seats. It means a lot of people had more than 1 carry on bags. When I asked a crew member to help she said that it was not her responsibility.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Wheelchair assistance was not complete. The person left me at the departure gate without informing the groundstaff of my requirements. I had to walk to the departure counter to ask for help to reach the plane door. The crew informed me that in future they were not allowed to help passengers like me, senior citizen and Wheelchair passenger with placing their carry on bags in the overhead compartments!

Very bumpy flight & the crew was not happy to be there

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.

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

Food horrible, even because there was no food the personal was rude and show off and the landing and take off ,was an adventure.

Old plane. Dirty. Not many things worked. Service was poor.

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

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.

JetBlue cancelled the flight. We had to rebook on another airline.

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

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

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

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

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

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Mount Laurel
Parsippany
Danbury
Long Branch
Elizabeth
North Bergen
Beach Haven
Wayne
Absecon
Garden City
Fort Lee
Toms River
Somerset
Woodbridge
Weehawken
Hauppauge
Melville
Langhorne
Nanuet
Ocean Grove

More options for your flight to New York