$45 Find Cheap Flights from New York to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Caribbean departing on 1/13. 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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Best Caribbean Flight Deals from New York

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$181
Santo Domingo
Santo Domingo1 stop$196
Montego Bay
Montego Bay1 stop$256
Oranjestad
Oranjestad1 stop$297
Nassau
Nassaunonstop$328
Simpson Bay
Simpson Bay1 stop$184
Kingston
Kingston1 stop$280
Providenciales
Providencialesnonstop$325
Bridgetown
Bridgetown1 stop$264
Port of Spain
Port of Spain1 stop$134
George Town
George Townnonstop$326
Willemstad
Willemstad1 stop$407
Castries
Castries1 stop$478
Puerto Plata
Puerto Platanonstop$379
St. John's
St. John's1 stop$271
Aguadilla
Aguadilla1 stop$116

Good to know

Low season

September

High season

December

Cheapest flight

$45
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 35% increase in price.
Flight from New York John F Kennedy Airport to San Juan Airport

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

Insights shared by verified travelers who flew the route from New York to Caribbean 
DonroyFlew with Caribbean AirlinesJFK-SVDDec 2024
I’ve always had good experiences with Caribbean Airlines. From the checking in to boarding, the staff is efficient and communicate clearly.
NicoleFlew with JetBlueJFK-SJUOct 2024
I like this airline because upon arrival in SJU it has it own terminal, which is very easy por picking up passangers.
Maria AlejandraFlew with FrontierJFK-SJUAug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
NicoleFlew with United AirlinesEWR-POPApr 2024
Customer service accommodated my family to be seated together prior the flight! Thank God
Verified travelerFlew with United AirlinesEWR-SDQApr 2024
Early check in online, get on time for the flight
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

FAQs - booking Caribbean flights

  • Which airport in New York has lounges?

    If you are flying to the Caribbean on a long-haul flight, consider flying from JFK, as the airport has lounges with various amenities to relax before your flight. JFK has airline lounges, including Delta Sky Club, British Airways Lounge, Emirates Lounge, and Lufthansa Senator Lounge, and pay-per-use lounges, including American Airlines Admirals Club, Alaska Lounge, and Air France Lounge. Enjoy complimentary food and beverages, showers, kid's areas, and premium services, including private suites and spa treatments before your flight departure.

  • Which Caribbean airport should I fly to from New York to visit Jamaica?

    Jamaica's primary airport is Sangster International Airport (MBJ) in Montego Bay. The airport has several direct flights to and from major cities, including New York. The airport connects to various parts of Jamaica through public transportation options, including public buses, shuttle buses, and route taxis, making visiting your preferred destination within Jamaica easy.

  • Which Caribbean airport is ideal for business travelers?

    When flying to the Caribbean for business purposes, consider flying into Luis SJU. The airport provides modern business facilities, including conference rooms, meeting rooms, and workstations with charging stations. The airport is also in San Juan, a significant business and financial hub in the Caribbean, and is close to the city center and convenient for accessing business-related facilities.

  • Which Caribbean airport is well-connected to bus and ferry systems?

    Luis Muñoz Marín International Airport (SJU) is connected to various parts of San Juan and other towns on the island by bus. After your flight from New York, you can take a bus from the airport's ground transportation area to your desired destination within the island. You can also use ferries to connect to nearby islands, including Culebra and Vieques from Puerto Rico.

  • How long is the flight to Caribbean from New York?

    Flights to Kingstown4h 57m
    Flights to Aguadilla3h 56m
    Flights to Kingston3h 54m
    Flights to Oranjestad4h 49m
    Flights to St. George's4h 58m
  • What is the cheapest flight to Caribbean from New York?

    The cheapest ticket to Caribbean from New York found in the last 72 hours was $45 one-way, and $83 round-trip. The most popular route is from New York to Kingston, and the cheapest round-trip airline ticket found on this route in the last 72 hours was $87.

  • Which airlines fly to Caribbean?

    JetBlue flies most frequently to Kingston from New York. In general, Qatar Airways, United Airlines and Etihad Airways fly the most to Caribbean.

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

    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 New York to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York to 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 New York to Caribbean?

    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 from New York to Caribbean with an airline and back with another airline.

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

    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 from New York to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from New York is September.
  • Morning departure is around 1% more expensive than an evening flight, on average*.
  • New York City has three primary airports, New York Airport (JFK), LaGuardia (LGA), and Newark Liberty Airport (EWR), located in Newark but serves the New York metropolitan area. The main airport in the city, however, is JFK, with extensive flight options and connectivity to Caribbean destinations.
  • If you are flying into the Caribbean for the beaches, consider flying into Princess Juliana International Airport (SXM) in St. Maarten, as the airport is close to Maho Beach and Orient Bay Beach. The airport is also on a dual-nationality island, making it suitable for experiencing Netherlands and French cultures.
  • Luis Muñoz Marín International Airport (SJU) is a major hub for several airlines, including Air Sunshine, Seaborne Airlines, Cape Air, and Wiggins Airways, and a focus city for JetBlue and Silver Airways. Flying into SJU from New York offers numerous flight options and is ideal for comparing flight fares suited to your budget.
  • When flying from New York to the Caribbean, SJU in San Juan has the most significant number of direct routes from New York by Delta Air Lines, Spirit Airlines, United Airlines, and JetBlue and is well-connected to other Caribbean destinations with a range of flight options.
  • If you have special needs, consider flying to Europe from JFK, as the airport provides wheelchair assistance services, accessible restrooms and parking, visual and audible information, telecommunication devices for people who are hard of hearing, special assistance lounges, and service animal relief areas. It is equipped with elevators and escalators to access different levels of the airport.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from New York to Caribbean

Need help choosing which airline to fly with from New York to Caribbean? 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 8601 reviews
8.0Comfort
8.6Crew
7.3Food
8.2Boarding
7.9Entertainment
Airline reviews

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

10.0 ExcellentFreddy, Dec 2024JFK - MKE
Read more Delta reviews

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Typical flying experience in the US. Nothing particularly good or bad.

I was able to select a gluten free meal for my outbound flight operated by KLM but my selection wasn’t saved on Delta so I ended up not having a hot meal. The cabin crew was nice enough to offer some cheese so I could pair it with some gf crackers I had. The seat would recline but slowly but surely would come back up so I couldn’t sleep as I would have wanted to.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

7 hour delay for mechanical reasons Handled badly by crew and delta personnel

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

The flight was excellent. The crew was welcoming and attentive.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

horrible website for checking in- no option just to write the passport number; ludicrous

Everything good until we waited for jet bridge at SFO. Then pilot gets on speaker & said it won’t reach plane- too short, need to go to different gate. Then 5 min later, adjusted plane/jetbridge & all ok?!?

Nothing, whole flight was a nightmare, was forced to check my carryon bag at the gate, staff was rude and unprofessional

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

Flight attendant gave incorrect information and no immigration/customs forms!

After checking in online i called United to make sure I have special food ordered ( kosher option). Representative I spoke with on the phone with assured me that special meal was ordered. On the plane, during meal service I was informed that there is no note about it and no kosher meal was ordered for me. Flight attendant said she will check if maybe was a mix up and meal is somewhere. But never came back with any update. So entire flight with no food...

Delays from united along with Newark air space caused delays. But an average flight! Unfortunately we come to expect delays from the airlines.

Had a crying baby and a toddler behind me so it was difficult to get comfortable. Searing was tight even for a relatively small person like myself (5’8” 155). Fast flight but arrived so early the gate assigned was still occupied by another plane so we had to wait for about 20-25 minutes to get reassigned to a new gate and get over there.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

The plane was very warm and the crew turned on the lights for the entire snack service.

There were several issues with this flight. I have flown quite often internationally and I was surprised by the lack of presence of attendants other than meal and drink times. The food was not best but I feel that is the norm. We also had to get off the plane once in London via stairs and bus to the terminal. Anyone who had another flight had to then get another bus to another terminal. This causes me to miss my flight and have to rebook.

The boarding process was incredibly slow, as was deplaning. They started beverage service and there was an extremely small amount of turbulence, so they discontinued it. They said they’d resume if possible, but even thought the rest of the flight was perfectly smooth, they didn’t bother. Getting our checked bags took longer than I’ve ever waited and they couldn’t even tell us which carousel they were coming out on, so everyone was running back and forth for 30 minutes.

It was really good. The boarding was good and smooth. They even checked our carry ons if you wanted to without any charge.

Flight was delayed , waited in the tarmac for 3 hours and then came back and was cancelled

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

I arrived to LaGuardia Airport 50 minutes prior to my 6am flight but was told that I was too late and would have to flight standby to Dallas in order reach my final destination of Jackson, MS. Hundreds of people were in my situation but the agents chalked this up to being normal for any day. Had my been able to board my original flight I would have arrived at my destination by 10:30am. I didn’t arrive until 7:30pm which included a 30 minute wait on the tarmac. Strangely my luggage arrived at my final destination at 12:30pm of the same travel day. This was by far the worst travel experience I’ve ever had.

The food was horrible compared to other airlines, there was no space for the overhead bins for carry-on luggage, and the seats were very uncomfortable.

I got food poisoning - lasted 4 days after starting medications - someone should check with food delivery.

They were not helpful in letting my baby and I rebook a flight early in the day when it was clear we were going to miss my connection (we did). The seats are much smaller than I remember. I did not get the option to board early with my toddler. I was flying solo with her and that would have been a big help.

Delayed each time on a round trip with no significant weather interference. Updates to flight times came after the fact. 30 min behind in boarding and board and phone still show an on time departure. Some mysterious extra 300 miles that came so surprising they had to fuel while we were already on board?

A lady asked to stop the flight after the tunnel pulled away and we began to depart a flight that was already hours late. The attendance respectfully stopped the the plane and had the tunnel return. After the tunnel returned the passenger claimed to have changed her mind . The tunnel was then put in reverse and the passenger remained on the plane .. They should have sent the sick passenger off the plane like initially replaced. They existed a couple off the plane prior to that situation.. So.. all and all.. it was a long and flight.. .

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

Charges unexpected. For seat that didnt recline. Please reverse extra seat and carryon charge. Bad business that is a bait and switch.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

I couldn’t check in because the app didn’t work. It took 3 Frontier employees at the counter to get me checked in. Flight left 3 hours after departure time

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

Book cheap flights from New York to Caribbean

Recent round-trip flight deals

3/5Wed
nonstopFrontier
3h 51mJFK-SJU
3/5Wed
nonstopFrontier
4h 15mSJU-JFK
$83
1/27Mon
nonstopFrontier
3h 51mJFK-SJU
1/30Thu
nonstopFrontier
4h 14mSJU-JFK
$88
1/22Wed
2 stopsUnited Airlines
13h 07mLGA-SJU
1/23Thu
1 stopUnited Airlines
12h 07mSJU-LGA
$228
4/21Mon
nonstopJetBlue
3h 59mJFK-SJU
4/24Thu
nonstopJetBlue
4h 01mSJU-JFK
$231
1/22Wed
nonstopJetBlue
3h 57mJFK-SJU
1/28Tue
1 stopJetBlue
6h 21mSJU-JFK
$233
1/21Tue
1 stopAmerican Airlines
17h 39mJFK-SJU
1/24Fri
2 stopsAmerican Airlines
9h 30mSJU-JFK
$234
2/21Fri
1 stopAmerican Airlines
15h 25mEWR-SJU
2/27Thu
1 stopAmerican Airlines
13h 47mSJU-EWR
$234
5/3Sat
nonstopDelta
3h 58mJFK-SJU
5/10Sat
nonstopDelta
4h 06mSJU-JFK
$237
3/1Sat
1 stopUnited Airlines
9h 43mEWR-SJU
3/4Tue
1 stopUnited Airlines
6h 39mSJU-EWR
$240
1/13Mon
1 stopDelta
8h 20mEWR-AUA
1/23Thu
1 stopDelta
9h 11mAUA-EWR
$314

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Recent one-way flight deals

1/13Mon
nonstopFrontier
3h 57mJFK-SJU
$45
1/11Sat
nonstopFrontier
3h 58mEWR-SJU
$49
2/18Tue
nonstopJetBlue
3h 50mJFK-SJU
$113
1/18Sat
nonstopJetBlue
3h 59mEWR-SJU
$113
2/19Wed
1 stopAmerican Airlines
11h 04mJFK-SJU
$117
3/11Tue
1 stopUnited Airlines
6h 32mLGA-SJU
$117
12/30Mon
nonstopUnited Airlines
3h 55mEWR-SJU
$119
4/28Mon
1 stopAmerican Airlines
13h 20mJFK-SJU
$123
1/13Mon
1 stopDelta
8h 20mEWR-AUA
$127
3/26Wed
1 stopDelta
11h 39mEWR-SJU
$132

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Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

12/24Tue
nonstopJetBlue
3h 55mJFK-SJU
12/26Thu
nonstopJetBlue
4h 06mSJU-JFK
$276
12/20Fri
nonstopJetBlue
3h 47mJFK-SJU
12/28Sat
nonstopJetBlue
4h 10mSJU-JFK
$315
12/24Tue
nonstopFrontier
3h 58mEWR-SJU
12/25Wed
nonstopFrontier
4h 15mSJU-EWR
$345
12/24Tue
nonstopDelta
4h 03mJFK-SJU
12/26Thu
nonstopDelta
4h 16mSJU-JFK
$350
12/22Sun
nonstopFrontier
3h 57mJFK-SJU
12/25Wed
nonstopFrontier
4h 09mSJU-JFK
$362
12/24Tue
nonstopDelta
4h 03mJFK-SJU
12/26Thu
nonstopDelta
4h 16mSJU-JFK
$390
12/24Tue
nonstopUnited Airlines
3h 55mEWR-SJU
12/26Thu
nonstopUnited Airlines
4h 19mSJU-EWR
$447
12/24Tue
nonstopUnited Airlines
3h 55mEWR-SJU
12/28Sat
nonstopUnited Airlines
4h 17mSJU-EWR
$489
12/24Tue
nonstopAmerican Airlines
3h 55mJFK-PUJ
12/28Sat
nonstopAmerican Airlines
4h 10mPUJ-JFK
$570
12/24Tue
multi-stopAmerican Airlines
10h 00mEWR-PUJ
12/30Mon
multi-stopAmerican Airlines
10h 39mPUJ-EWR
$584

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Everything you need to know for your flight to Caribbean

Cabin class types available on flights to New York

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.

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