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Cheap Flights from Caribbean to New York

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to New York

Fri, Oct 9 - Mon, Oct 12
JetBlue Logo
1:15 pm - 5:20 pmSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
4h 05mnonstop
JetBlue Logo
8:00 am - 12:05 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
4h 05mnonstop
$237JetBlue
Fri, Oct 16 - Mon, Oct 19
JetBlue Logo
1:00 pm - 4:56 pmSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
3h 56mnonstop
JetBlue Logo
7:30 am - 11:28 amJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
3h 58mnonstop
$237JetBlue
Sat, Nov 7 - Sun, Nov 8
American Airlines Logo
3:17 pm - 12:58 amSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
10h 41m1 stop Miami
American Airlines Logo
10:30 am - 9:29 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
9h 59m2 stops Cleveland Hopkins Intl Charlotte Douglas
$254American Airlines
Sat, Sep 26 - Wed, Sep 30
Delta Logo
7:30 am - 11:23 amSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
3h 53mnonstop
Delta Logo
8:00 am - 12:03 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$257Delta
Fri, Oct 2 - Mon, Oct 5
Delta Logo
7:30 am - 11:23 amSJU  San Juan Luis Munoz Marin Intl-JFK New York John F Kennedy Intl
3h 53mnonstop
Delta Logo
8:00 am - 12:03 pmJFK  New York John F Kennedy Intl-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$257Delta
Thu, Sep 17 - Sat, Sep 19
United Airlines Logo
4:55 pm - 11:30 pmSJU  San Juan Luis Munoz Marin Intl-LGA New York LaGuardia
6h 35m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
6:10 am - 8:38 pmLGA  New York LaGuardia-SJU San Juan Luis Munoz Marin Intl
14h 28m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$266United Airlines
Fri, Sep 18 - Sat, Sep 26
United Airlines Logo
4:55 pm - 11:30 pmSJU  San Juan Luis Munoz Marin Intl-LGA New York LaGuardia
6h 35m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
6:00 am - 3:42 pmLGA  New York LaGuardia-SJU San Juan Luis Munoz Marin Intl
9h 42m1 stop Houston George Bush Intcntl
$266United Airlines
Thu, Oct 1 - Sun, Oct 4
American Airlines Logo
3:41 pm - 10:26 pmSJU  San Juan Luis Munoz Marin Intl-EWR Newark
6h 45m1 stop Charlotte Douglas
American Airlines Logo
5:00 am - 3:07 pmEWR  Newark-SJU San Juan Luis Munoz Marin Intl
10h 07m1 stop Charlotte Douglas
$266American Airlines
Fri, Oct 2 - Tue, Oct 6
Frontier Logo
3:55 pm - 1:01 amSJU  San Juan Luis Munoz Marin Intl-EWR Newark
9h 06m1 stop Orlando
Frontier Logo
5:55 am - 5:43 pmEWR  Newark-SJU San Juan Luis Munoz Marin Intl
11h 48m1 stop Orlando
$282Frontier
Wed, Sep 9 - Tue, Sep 15
Frontier Logo
10:42 am - 1:01 amSJU  San Juan Luis Munoz Marin Intl-EWR Newark
14h 19m1 stop Orlando
Frontier Logo
5:55 am - 5:43 pmEWR  Newark-SJU San Juan Luis Munoz Marin Intl
11h 48m1 stop Orlando
$286Frontier
Useful Info

Good to know

Low season

April

Cheapest flight

$123
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from San Juan Airport to New York John F Kennedy Airport

Flights from Caribbean to New York: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean 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 to New York

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 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 to New York

 
Need help choosing which airline to fly with from Caribbean 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 8513 reviews
8.5Crew
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
Airline reviews

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.

10.0 ExcellentLaurie, Aug 2026
Read more Delta reviews

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

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

So terrible. My flight was 4 hours delayed and we weren't notified til last second within an hour of boarding. WE had to sit on the plane for 4 hours. ridiculous.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

Boarding time was delayed in more than two hours. Then another hour on the ground before take off. Wi-fi was not working throughout the flight. Business class in even rows by the window are not so comfortable. And space for feet always feel tight. Had a meeting in New York early the following day with multiple people and had to request a delayed start.

My flight was delayed so bad i missed u it so i just said never mind

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!

Seats could be more comfortable, food was plentiful and good.

It was great. All the crew were professional and nice.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

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

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.

The plane took off very late upon arrival and departure

The seats were roomier than other airplanes I’ve been on.

Checking-in in Barbados was excellent, connecting in JFK to JAX was a nightmare, had to wait over 1 hour and 20 minutes to receive my check bag. After receiving my checked bag and going to the gate to check in for my flight to Jax the crew there had no clue. They first told me that I had missed the flight and had to rebooked.. after trying to speak with JetBlue reservations (without luck) I was asked to leave my Phone number for a recall, I did so and my call was returned after 15 hours. I finally looked at the information board and saw the flight that I was originally scheduled for was still at the gate. I alerted an JetBlue employee of my findings and was told to rush to the gate and see if I could still board. The agent at the boarding gate apparently was having a very bad day, after lecturing me on how late I was (which was not a fault of mine) let me on the flight. A VERY BAD EXPERIENCE. I will NEVER fly JetBlue ever in my life again.

The boarding gate experience was good, however they were too exact at checking

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Probably won't be traveling with JetBlue again. The planes for both flights were so old; I was honestly nervous it was going to hold up. The screens had so much static. I couldn't change the volume and my movie changed to Portuguese five minutes in and refused to switch back to English. Onboarding process on the way back was utter chaos.

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

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Plane and crew on board were fine. Everything else was terrible.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Would be great if Frontier can Assign Seats together under one PNR

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

food not having to pay for it, reclining seat would be nice, more leg room, HEAT!!!!!!!

Very easy with the app to board and staff skills

Flight was changed (according to Frontier, by Kayak) without my notification. And all flights were delayed by at least an hour and a half. Uncomfortable plane. Bad service. Will never fly Frontier again.

Traveling to a place near New York?

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Everything you need to know for your flight to New York

Cabin class types available on flights to Caribbean