$117 Find Cheap Flights from Caribbean 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 6/17. 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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1 adult, Economy, 0 bags

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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

Wed, Sep 23 - Sat, Oct 3
Arajet Logo
7:10 pm - 11:30 pm
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:59 am - 5:29 am
EWR
-
SDQ
4h 30mnonstop
$238Arajet
Thu, Oct 1 - Sat, Oct 17
Arajet Logo
6:10 am - 10:30 am
SDQ
-
EWR
4h 20mnonstop
Arajet Logo
12:59 am - 5:29 am
EWR
-
SDQ
4h 30mnonstop
$244Arajet
Thu, Jul 2 - Mon, Jul 6
JetBlue Logo
6:00 am - 9:59 am
SJU
-
EWR
3h 59mnonstop
JetBlue Logo
11:51 am - 3:48 pm
EWR
-
SJU
3h 57mnonstop
$257JetBlue
Wed, Aug 12 - Wed, Aug 19
Delta Logo
6:48 am - 2:14 pm
SJU
-
EWR
7h 26m
1 stop
Delta Logo
8:30 am - 4:37 pm
EWR
-
SJU
8h 07m
1 stop
$266Delta
Wed, Aug 19 - Fri, Aug 21
JetBlue Logo
7:25 am - 11:21 am
SJU
-
JFK
3h 56mnonstop
JetBlue Logo
6:00 pm - 10:08 pm
JFK
-
SJU
4h 08mnonstop
$272JetBlue
Wed, Jun 3 - Tue, Jun 9
Frontier Logo
8:32 am - 7:30 pm
SJU
-
LGA
10h 58m
1 stop
Frontier Logo
4:56 pm - 5:33 pm
LGA
-
SJU
24h 37m
1 stop
$275Frontier
Wed, Aug 5 - Sun, Aug 9
Delta Logo
7:30 am - 11:25 am
SJU
-
JFK
3h 55mnonstop
Delta Logo
12:40 pm - 4:33 pm
JFK
-
SJU
3h 53mnonstop
$277Delta
Wed, Aug 19 - Sun, Aug 23
Frontier Logo
8:32 am - 7:34 pm
SJU
-
LGA
11h 02m
1 stop
Frontier Logo
6:25 am - 2:15 pm
LGA
-
SJU
7h 50m
1 stop
$277Frontier
Wed, Aug 12 - Thu, Aug 27
United Airlines Logo
4:55 pm - 11:59 pm
SJU
-
EWR
7h 04m
1 stop
United Airlines Logo
9:47 am - 1:45 pm
EWR
-
SJU
3h 58mnonstop
$297United Airlines
Fri, Oct 30 - Tue, Nov 17
United Airlines Logo
5:00 am - 9:05 am
STI
-
EWR
4h 05mnonstop
United Airlines Logo
7:00 pm - 11:51 pm
EWR
-
STI
3h 51mnonstop
$439United Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$117
Best time to beat the crowds but there is an average 5% increase 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 to New York: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean to New York 
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.
7.9
DeltaOverall score based on 8452 reviews
8.1Boarding
7.8Comfort
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

Seats were comfortable, 8 hours. One flight attendant was not appropriate in his verbal response: "Please, DON'T touch me.", after being tapped near his elbow after being made unaware he skipped serving me & had passed further down the aisle.

10.0 ExcellentVictor, May 2026
MXP - JFK
Read more Delta reviews

Seats were comfortable, 8 hours. One flight attendant was not appropriate in his verbal response: "Please, DON'T touch me.", after being tapped near his elbow after being made unaware he skipped serving me & had passed further down the aisle.

Very easy to use and convenient, you can perform any action within the same portal

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

Landed without a gate ready. Plane is extremely old and dirty.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Wonderful crew, great movie selection and good food. I prefer Airbus to Boeing, much more comfortable

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

It was a really seamless flight and the entertainment selection was excellent.

Business class would have been better , poor quality blanket , services

Flights were on time actually early service was good and crew cheerful

Food was awful. TV didn’t work for long haul flight and my husband needed credit. Staff was nice and did their best but overall conditions were very uncomfortable.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

In general, flight attendants were not very welcoming. Because of delays in departure and luggage handling, we missed our connecting flight. Offered a later flight on standby but available seats were then taken by 4 or 5 airline crew so slept at airport and got home next day. I am a frequent traveler, and this experience was the worst.

I could not get the wifi to work. But like the screen on the seats.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

It was good. I’m very disappointed that they don’t give commentary ear pods for the movie. I forgot mine at home

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Right now I’m still in Jamaica waiting on a flight to New York which I should be in New York from the 30th and I’m here in Jamaica

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

It was a great flight got here on time wish they would give headphones out for free

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

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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.