$57 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 10/24. 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

Mon, Jul 28 - Sun, Aug 3
Spirit Airlines Logo
11:59 pm - 4:11 amSJU-EWR
4h 12mnonstop
Spirit Airlines Logo
7:00 pm - 11:00 pmEWR-SJU
4h 00mnonstop
$138Spirit Airlines
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Thu, Jul 17 - Tue, Jul 22
Frontier Logo
5:15 pm - 11:45 amSJU-JFK
18h 30m1 stop
Frontier Logo
6:59 am - 2:39 amJFK-SJU
19h 40m1 stop
$139Frontier
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Fri, Aug 8 - Mon, Aug 11
Spirit Airlines Logo
11:59 pm - 4:11 amSJU-EWR
4h 12mnonstop
Spirit Airlines Logo
7:00 pm - 11:00 pmEWR-SJU
4h 00mnonstop
$140Spirit Airlines
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Tue, Sep 30 - Sat, Oct 4
United Airlines Logo
4:55 pm - 11:43 pmSJU-LGA
6h 48m1 stop
United Airlines Logo
6:25 am - 2:44 pmLGA-SJU
8h 19m1 stop
$165United Airlines
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Tue, Jul 15 - Mon, Jul 21
JetBlue Logo
9:59 pm - 1:58 amSJU-EWR
3h 59mnonstop
JetBlue Logo
5:35 am - 9:30 amEWR-SJU
3h 55mnonstop
$166JetBlue
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Thu, Aug 14 - Sun, Aug 17
Delta Logo
7:00 am - 11:06 amSJU-JFK
4h 06mnonstop
Delta Logo
7:25 pm - 11:51 pmJFK-SJU
4h 26mnonstop
$166Delta
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Thu, Jul 17 - Mon, Jul 21
JetBlue Logo
6:00 am - 9:59 amSJU-JFK
3h 59mnonstop
JetBlue Logo
10:00 pm - 2:21 amJFK-SJU
4h 21mnonstop
$176JetBlue
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Mon, Jul 14 - Wed, Jul 16
American Airlines Logo
7:00 pm - 10:00 amSJU-JFK
15h 00m1 stop
American Airlines Logo
6:00 am - 6:10 pmJFK-SJU
12h 10m1 stop
$179American Airlines
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Tue, Jul 15 - Wed, Jul 16
American Airlines Logo
1:37 pm - 10:49 pmSJU-LGA
9h 12m1 stop
American Airlines Logo
9:05 am - 6:10 pmLGA-SJU
9h 05m1 stop
$224American Airlines
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Fri, Sep 19 - Sun, Sep 21
Delta Logo
2:26 pm - 10:44 pmSJU-LGA
8h 18m1 stop
Delta Logo
6:00 am - 1:16 pmLGA-SJU
7h 16m1 stop
$225Delta
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Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$57
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 2% 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 
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 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.
8.0
DeltaOverall score based on 7982 reviews
7.9Comfort
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
Airline reviews

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

2.0 MediocreJacob, Jul 2025STL - LGA
Read more Delta reviews

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

The way BCN airport handled boarding was a huge improvement over our trip to Spain from JFK. Instead of gate-mosquitos edging in before their zone was called, in BCN they had clearly marked lines for Zones 1-8 and people just lined up correctly. The flight itself was uneventful. The meal (curried chicken and rice) was one of the better meals we've had on Delta. Entertainment options were plentiful, power chargers were available in Main Cabin, and seats were decent. Flight staff were very friendly and positive throughout the 8 hour flight.

I like for how they process during check in. It was very smoothly.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

After I checked in, I realized we had no seat assignment. It said they would be assigned at the gate. This was really frustrating because I usually use a lounge before flights, but I couldn't because I had to be at the gate to ensure we got our seat assignments. The gate agent arrived an hour before the flight left. I was the first one up to ask about seat assignments. She told us to wait for names to be called. Dozens of other passengers were paged, but we were not. Finally, I asked my husband to ask. He went up and was also told to wait. About 10 minutes later, they called for boarding. We still had not been told our seats. We went back to the desk and they were in a panic, saying we actually weren't on that flight. Then they made an announcement telling the stand by passengers to not board (in case we needed their seats). It was so stressful and unprofessional. Finally they gave us our seats. I have no idea what happened and why the two desk agents seemed to have conflicting ideas about our seats, whether we were on that flight etc.

Subject: Complaint Regarding Disrespectful Behavior by Delta Air Lines Staff at Boarding Gate Dear Delta Air Lines Team, I am writing to formally file a complaint regarding the behavior of a staff member at the boarding gate today, May 14, 2025, at Las Américas International Airport. While we were preparing to board flight DL-1829 to New York, scheduled for 2:28 PM at gate T-11, we were informed that the aircraft was experiencing water system issues and that passengers were advised to use the restroom before boarding. I politely approached one of the Delta staff members to ask whether the lavatory would be partially or completely unavailable during the flight, as I am traveling with a baby in my arms. The employee’s response was extremely rude and arrogant. He replied, in an unnecessarily hostile tone, something along the lines of: “It’s either that or we cancel the flight — do you want us to cancel the flight?” This response lacked any empathy or professionalism. I understand that technical issues can arise, but that does not excuse such inappropriate treatment of passengers. I felt deeply disrespected and disappointed by the interaction. I sincerely hope appropriate measures are taken, and that all staff members receive the necessary training to treat passengers with courtesy, especially in delicate situations like this one.

This is speaking of the original flight leaving on April 30th(DL 1957) not the rebooked the following morning DL 9887. On April 30th, it was unusually crowded at Sangster International Airport (MBJ) the morning my mother and I arrived for our flight. She had to exceedingly long time for a wheelchair, once a wheelchair attendant arrived to take us to thru immigration and security then to go to gate the flight was boarding. We stayed on board for 3 1/2 hrs until the flight crew notified the passengers that flight indefinitely delayed so we had to stay by gate area. Before that my mom had to wait an additional 20-30 mins to deboard the plane. Was given food vouchers, by the time I came back the gate agents said the flight was gonna to reboard, so all the wheelchair passengers lined up. We waited an additional 45 mins, while I received a notification from kayak that the flight was cancelled. And on my delta app updated that flight was being detoured to Miami then from Miami back to JFK. We boarded the plane started to eat, then the flight crew notified us the flight was indeed being detoured & that how come the gate agents didn’t notified the passengers. We stayed on board for another 30-40 mins then was told by the captain that they tried all avenues to get the passengers back to JFK but the crew couldn’t continue the journey and the flight was cancelled. So we deboarded the plane again. Was told that we were going to be setup in hotels for the night. The hotel that we setup to go to wasn’t suitable for my mother’s needs and requested one nearby we were located in Jamaica. So any we had called a taxi to come to take us back where we stayed in Jamaica, that we had to pay out of own pockets.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Cramped seat even in economy plus seat 10A. Over booked flight, no space for the bags

Awful. There was a minor problem with a fridge and they had us 2 hours in the runway before take off. The paper work alone took them half hour. There was no attemp to make up time up while in teansit and when we arrived, they had us another half hour in the plane because of traffic. I, and a bunch of people, lost their onnection flights for 5 to 10 minutes. Not even the attemp to wait given thar all delays, but the taxing, were United's fault. Then another 45 mins to get an agent and no flight alternatives for 2 days. Im am very disapointed with this "premium carrier".

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Flight was On time and landed 30 mins early considering we were flying into Newark. No complaints.

get E+, a must for 5 hours flight if you are tall

The flight was canceled the day of the flight. United says it was FAA issue, with some 35 flights canceled and more delayed.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

Multiple delays and not straight answer from the United team

I love United was disappointed we had a two hour delay, however the Pilot did say safety first.

I just got back from a trip with 3 flights each way. The flights were good and we were happy with out experience. There was one steward on our first flight that was harsh and grump with passengers. It did not leave a good impression. All of the other flight crews were great on the other five flights.

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

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

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.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

You ant watch TV if you don't have a device, the seats have more space, and the snacks are different.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

We’ve all seen the YouTube vids of out of control passengers. But this was an instance of a highly aggressive, bully flight attendant. Yelling in the face of a vet with PTSD who was texting their family. And no , we had not yet been instructed to put our phones in airplane mode. My suggestion is that you should pay whatever difference there is in order to avoid Frontier airlines. Additionally, after 3hrs trying to get customer service frontier offered a $25 voucher. I declined. This experience was so traumatic. To be verbally assaulted and abused by a flight attendant that has the power to say “boo” and I miss my flight ( which was to a family member’s funeral ). Frontier is unsafe and I cannot impress enough how much I discourage anyone ( esp those with any kind of disability like PTSD ) flying on Frontier.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

We were delayed three times ,and that destroyed my plans, and reservations

Very bad! No good service delayed my second connection flight

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Flight was late. Missed connecting in Denver. My new flight is more than 24 hours later and I have no room, vouchers, or compensation, and might also be bumped from the one tomorrow.

Frontier is terrible. Paid for exit row, not given exit row, refused to refund fee.

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

We had to wait in line over an hour just to check our bags. It's a good thing we were so early to the airport. Only one clerk was working and the line was around the corner and down the hall. No good. I felt bad for her. Not sure how she kept her sanity with all the upset people. Then we get to our gate and there is no seating. Everyone was standing. Then I realize it is not a gate at all, we still have to be shuttled to our airplane. Ugh. Then we were late taking off and missed a window of opportunity before the airport runways were shut down for some reason. (not frontier's fault the runway shut down.) The seats on the airline are crammed and there is no cushion. Never had a tighter seating arrangement while flying. My 6' 4" husband was absolutely miserable the whole time with knees digging in to the seat in front of him. You think you are getting a good deal on a ticket, and then wham! I had to pay 75 dollars for our checked bags and 75 dollars for a carry on. No other airline does that!!! And also, there is a 40 pound weight limit on checked bags... Would have been cheaper flying with another airline, and I would have at least gotten a snack and drink. Was thankful for the tiny cup of water at least.

This was one of the first frontier airline flights this spring that wasn't delayed. It actually left on time. Some of the flight crew did not look happy, they didn't smile when the passengers were boarding or getting off the plane, and the passengers initiated greetings, not the staff. To me this was an odd experience to have with any flight/airline. I had a bad experience booking this flight. The price didn't solidify until late hours into the night. Ever time I purchased the ticket, I either received a denial email or an error because the price has changed, but it was never reflected on the flyfrontier or kayak websites until way after midnight on the date of travel. This caused me anxiety and irritation with the websites. Then I noticed a mishap with my name on my voucher as I went to check in, it was incorrect. When I proceeded to correct it, Frontier had no easy, let alone free, way to remedy it. I couldn't correct my name without a $75 charge, I couldn't cancel my voucher to repurchase it with the correct name without a $100 charge, because it was too close to departure. Then calling frontier was nearly impossible to remedy the situation with a human. It's already difficult to want to choose frontier because of all the upcharges, but you feel kinda trapped into doing so because it's the more affordable airline.

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