$68 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 7/1. 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

Wed, Sep 24 - Sun, Sep 28
Frontier Logo
9:26 pm - 1:29 amSJU-JFK
4h 03mnonstop
Frontier Logo
6:00 am - 9:54 amJFK-SJU
3h 54mnonstop
$135Frontier
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Thu, Sep 25 - Sun, Sep 28
Frontier Logo
9:26 pm - 1:29 amSJU-JFK
4h 03mnonstop
Frontier Logo
6:00 am - 9:54 amJFK-SJU
3h 54mnonstop
$136Frontier
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Fri, Jul 11 - Tue, Jul 22
Delta Logo
6:14 pm - 10:30 pmSJU-JFK
4h 16mnonstop
Delta Logo
7:30 pm - 11:59 pmJFK-SJU
4h 29mnonstop
$156Delta
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Fri, Jul 11 - Tue, Jul 22
Delta Logo
7:00 am - 11:06 amSJU-JFK
4h 06mnonstop
Delta Logo
7:30 pm - 11:59 pmJFK-SJU
4h 29mnonstop
$176Delta
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Thu, Jul 24 - Tue, Jul 29
JetBlue Logo
9:59 pm - 1:58 amSJU-EWR
3h 59mnonstop
JetBlue Logo
4:45 pm - 8:46 pmEWR-SJU
4h 01mnonstop
$215JetBlue
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Wed, Jun 25 - Thu, Jul 17
JetBlue Logo
3:23 am - 7:24 amSJU-JFK
4h 01mnonstop
JetBlue Logo
8:40 pm - 12:54 amJFK-SJU
4h 14mnonstop
$215JetBlue
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Thu, Sep 4 - Sun, Sep 7
American Airlines Logo
7:05 pm - 12:06 pmSJU-JFK
17h 01m1 stop
American Airlines Logo
7:00 am - 6:15 pmJFK-SJU
11h 15m2 stops
$245American Airlines
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Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
2:30 pm - 10:10 pmSJU-JFK
8h 40m1 stop
American Airlines Logo
12:59 pm - 11:31 pmJFK-SJU
9h 32m2 stops
$264American Airlines
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Fri, Dec 5 - Tue, Dec 9
United Airlines Logo
8:30 am - 8:16 pmSJU-LGA
12h 46m2 stops
United Airlines Logo
9:00 am - 8:55 pmLGA-SJU
10h 55m1 stop
$325United Airlines
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Wed, Oct 8 - Wed, Oct 22
United Airlines Logo
2:07 pm - 6:05 pmSTI-EWR
3h 58mnonstop
United Airlines Logo
9:09 am - 12:57 pmEWR-STI
3h 48mnonstop
$499United Airlines
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Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$68
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 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 
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.

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 7946 reviews
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
Airline reviews

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.

10.0 ExcellentSally, Jun 2025LIS - JFK
Read more Delta reviews

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.

third trip overseas with delta recently where the TV did not work- not acceptable for a 8 hour flight! your food really has declined crew great and I am loyal to delta

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

Everything was ok!! Just bags came up a little be late.

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.

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

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.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

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.

Random carry-on baggage inspection before boarding for NO REASON. The crew kept talking loudly the entire time, making it impossible to rest. When I asked the crew for something, they said they would come back later but never did. It was an EXTREMELY UNPLEASANT and UNCOMFORTABLE flight.

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

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