$136 Find Cheap Flights from Caribbean to New York - Compare and Save

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 9/10. 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 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 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 to New York

Thu, Sep 10 - Thu, Sep 17
JetBlue Logo
6:00 am - 9:52 am
SJU
-
JFK
3h 52mnonstop
JetBlue Logo
3:30 pm - 7:32 pm
JFK
-
SJU
4h 02mnonstop
$255JetBlue
Fri, Oct 2 - Tue, Oct 6
American Airlines Logo
6:00 am - 3:30 pm
SJU
-
LGA
9h 30m
1 stop
American Airlines Logo
7:00 am - 3:38 pm
LGA
-
SJU
8h 38m
1 stop
$256American Airlines
Wed, Sep 9 - Sun, Sep 13
United Airlines Logo
7:00 am - 7:02 pm
SJU
-
LGA
12h 02m
1 stop
United Airlines Logo
6:00 am - 12:54 pm
LGA
-
SJU
6h 54m
1 stop
$257United Airlines
Wed, Sep 9 - Sun, Sep 13
United Airlines Logo
7:00 am - 9:25 pm
SJU
-
LGA
14h 25m
2 stops
United Airlines Logo
6:00 am - 12:54 pm
LGA
-
SJU
6h 54m
1 stop
$265United Airlines
Wed, Aug 26 - Wed, Sep 2
Delta Logo
7:30 am - 11:25 am
SJU
-
JFK
3h 55mnonstop
Delta Logo
8:00 am - 12:08 pm
JFK
-
SJU
4h 08mnonstop
$267Delta
Wed, Oct 7 - Tue, Oct 20
Arajet Logo
7:10 pm - 11:30 pm
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:59 am - 5:29 am
EWR
-
SDQ
4h 30mnonstop
$304Arajet
Wed, Oct 14 - Fri, Oct 23
Arajet Logo
6:10 am - 10:30 am
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:59 am - 5:29 am
EWR
-
SDQ
4h 30mnonstop
$314Arajet
Thu, Sep 17 - Tue, Sep 22
Caribbean Airlines Logo
6:30 pm - 11:50 pm
POS
-
JFK
5h 20mnonstop
Caribbean Airlines Logo
4:15 pm - 9:15 pm
JFK
-
POS
5h 00mnonstop
$438Caribbean Airlines
Thu, Dec 3 - Tue, Jan 5
Caribbean Airlines Logo
7:30 am - 12:15 pm
KIN
-
JFK
4h 45mnonstop
Caribbean Airlines Logo
3:15 pm - 9:55 am
JFK
-
KIN
18h 40m
1 stop
$451Caribbean Airlines
Mon, Dec 21 - Thu, Jan 21
Delta Logo
8:40 pm - 11:41 pm
STI
-
JFK
4h 01mnonstop
Delta Logo
7:00 pm - 11:50 pm
JFK
-
STI
3h 50mnonstop
$490Delta
Useful Info

Good to know

Low season

April

Cheapest flight

$136
Most popular time to fly and prices are also 7% lower on average.
Flight from San Juan to New York LaGuardia 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
UVF
-
JFK
Jun 2026
Be patient island people are not in a hurry. Avoids hurricane season be sure your luggage is not overweight
JoelFlew with JetBlue
STI
-
JFK
Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue
SJU
-
JFK
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
MBJ
-
JFK
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
SJU
-
JFK
Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
VictoriaFlew with JetBlue
GCM
-
JFK
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
POS
-
JFK
Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
LionelFlew with Delta
SJU
-
JFK
May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United Airlines
GCM
-
EWR
Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines
STI
-
EWR
May 2024
Complete all your documents prior getting to the airport
HervinFlew with Caribbean Airlines
POS
-
JFK
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 8476 reviews
7.8Entertainment
7.8Comfort
8.5Crew
8.1Boarding
7.2Food
Airline reviews

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.

2.0 MediocreKatherine, Jul 2026
ATL - LGA
Read more Delta reviews

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.

The flight was late which i understand happens. But we flew Delta one and the Crew was stiff and not that friendly. They didnt offer beverages after they served the lunch. I dont usually do reviews but i felt i must tell you about this crew. They were american not european. We are platinum members and we are usually treated much better

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

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

Compared to our Lufthansa flight out, it was pretty poor. Check-in was a nightmare trying to figure out if it was Lufthansa or United, the Kayak link kept sending us to a dead link with United. Then figuring out which code was United was a mess - it took way too long. On the flight, the seats were uncomfortable, they were out of all wines but red when the flight started, then out of red after the first beverage. The flight attendant said they never get restocked before they turn around to the US, so it happens all the time. The food was so bad we threw it away. For a long flight, it was pretty terrible.

There was a little turbulence taking off and landing but mostly it was too late for me to make my connecting flight to Greensboro. Everything else was excellent.

The seats were very nice in premium economy. The service was good. The flight was slightly bumpy. Would have appreciated more updates from the pilots.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

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

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.

Ask flight attendants to make normal temperature. It was freezing very uncomfortable. No one want to lessen to you.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

Good experience. Flight was on time staff was pleasant. One of the airlines I would highly recommend

Every time I leave from sti Dominican Republic, there is always a delay with a flight , causing a rush to make it to the next flight considering you have to go threw immigration

I will NEVER fly with this clown show airline again. Idiots. All of them. Unprepared. Unfriendly. Miserable employees. NEVER. EVER. AGAIN

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

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.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

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

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.