$32 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 3/12. 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$154
Santo Domingo
Santo Domingo1 stop$128
Montego Bay
Montego Bay1 stop$230
Oranjestad
Oranjestad2 stops$242
Nassau
Nassaunonstop$300
Kingston
Kingston1 stop$254
Simpson Bay
Simpson Bay1 stop$171
Providenciales
Providencialesnonstop$321
Bridgetown
Bridgetown1 stop$205
Port of Spain
Port of Spain1 stop$137
George Town
George Town1 stop$292
Willemstad
Willemstad1 stop$408
Castries
Castries2 stops$514
St. John's
St. John's1 stop$196
Puerto Plata
Puerto Platanonstop$296
Aguadilla
Aguadilla1 stop$154

Good to know

Low season

September

High season

December

Cheapest flight

$32
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from Newark Liberty 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 53m
    Flights to Aguadilla3h 58m
    Flights to Kralendijk4h 45m
    Flights to Oranjestad4h 51m
    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 $32 one-way, and $68 round-trip. The most popular route is from New York to Kingstown, and the cheapest round-trip airline ticket found on this route in the last 72 hours was $99.

  • Which airlines fly to Caribbean?

    JetBlue flies most frequently to Kingstown from New York. In general, Qatar Airways, United Airlines and Air Canada 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 7% 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 8212 reviews
8.0Comfort
7.3Food
8.2Boarding
8.5Crew
7.9Entertainment
Airline reviews

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

8.0 ExcellentMichael, Feb 2025LGA - CMH
Read more Delta reviews

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

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.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

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.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

Maybe add a seat trade app for flyers that didn’t get seats together

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Boarding is very confusing. They have Line 1 and Line 2 and many many Boarding groups. Everyone lines up under those two lines long before they call zones. If you have a higher zone 2 like I did due to a Premium Plus ticket, it’s very awkward having to ask each person which zone they have. Extremely chaotic process. On board the flight attendants had no charisma whatsoever, even to us paying extra for an upgraded cabin. I asked for a chamomile tea after dinner (as no coffee or tea was even offered) and the FÃ said they didn’t have even though listed on the drink menu. Also, the mid flight service was entirely skipped which was a soup and sandwich combo. Supposedly had a variety of snacks mid flight too but those never materialized either. A few times I walked Back there, not a single flight attendant acknowledged me as they were all deep into their iPhones. I simply Wanted a glass of water since ZERO water runs were made on this 9hr 30 min flight.

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Why is it that United flights from Newark are constantly delayed? Newark is a United hub!!!!!

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.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

I got bumped due to weight restrictions even tho there were empty seats on my flight. I got put on an other flight with a stopover. My flight that originally was going to take 5-6 hours ever up being 14+ hours and my luggage arrived to my destination without me because I was made to check in my luggage on my original flight when I was deemed ok to board only to be asked to deplane. Worst flight experience.

Flight cancelled. Added a day and a half to my travel. American Airlines DID put me in a hotel for two nights, but have not given any money back for any of this! I spent money on an apartment at my destination that I basically wasted because I could not arrive.

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

AA had a nationwide tech glitch today and after two connections snd hours of delay, I arrived 7 hours late to my destination

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.

food not having to pay for it, reclining seat would be nice, more leg room, HEAT!!!!!!!

An absolutely fraudulent experience. Extremely unprofessional. Terrible in all ways possible. Rude staff, flight attendants, and deceptive "policies."

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

The airline used deceptive tactics to charge us more for our trip. Search Frontier Class Action Lawsuit to find out more or read the hundreds of reviews that have nearly identical stories.. don't fly this airline.. you've been warned.

Check in at Philadelphia international was absolutely terrible! I fly 2 to 3 times a month and avoid frontier at all cost and will never fly Frontier again! The night before travel, I tried checking in however, the app was giving me an error, so I went to the desktop, which instructed you that you need to use the app. The next day I presented at the check-in gate after trying at least a half dozen times prior to getting into the airport and continuing to getting the error in the app. I actually had rebooted my phone numerous times and reinstall the app just in case. My phone is only one generation older than the current model. It has no problems completing a frontier flight purchase or any other app issues. There was only three frontier employees working at check-in and a huge line while I was in line I continued to try and check in via the app. As I approach the desk, I was dreading dealing with the agent. He was extremely unprofessional, anti-semantic & very ignorant, and mean to the people in front of me, as well as the people who ended up being behind me. He literally told people “Man I don’t care bout y’all” in his native dialect! Maintaining my composure I approached and explained the situation. To which he replied, you’re gonna have to pay then! I don’t understand. It’s an issue with their app not allowing me to check in! Not my issue! He told me if I pay cash it would be $15, $25 if I pay credit card. I don’t understand a $10 difference for paying with a credit card? I am completely cashless so I continued to try using the app to avoid the $25 fee, Which I still don’t believe that I should be responsible for since it was Frontier’s technical issue!!! I continued to check in via the app a couple more times after he verified I was doing everything right he proceeded to continue to belittle the people behind me. Yelling at them saying I don’t care about you people! I cannot believe that this is the way that businesses would treat its customers! Unfortunately, the black mail with dreadlocks did not have a name tag all he had was a frontier sweater on! For the $25 fee that I ended up getting charged on my credit card. I should’ve just booked originally with Spirit or any other carrier! I have no problem paying fees that I should be responsible for, but when it’s due to a technical failure of a company, the customer should not be responsible for it! I cannot believe that it’s not frontier going out of business!

they delayed my flight which ended up, causing my layover flight to leave without me, resulting in me missing a flight and having to stay overnight in Houston international. I got no compensation other than a flight to my original location only a day later. i’ve never experienced such a unprofessional situation

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

Very easy with the app to board and staff skills

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

Book cheap flights from New York to Caribbean

Recent round-trip flight deals

3/24Mon
nonstopFrontier
3h 51mJFK-SJU
4/2Wed
nonstopFrontier
4h 10mSJU-JFK
$59
4/1Tue
nonstopFrontier
3h 50mEWR-SJU
4/30Wed
nonstopFrontier
4h 10mSJU-EWR
$68
3/4Tue
1 stopAmerican Airlines
9h 20mJFK-SJU
3/12Wed
1 stopAmerican Airlines
9h 01mSJU-JFK
$167
4/4Fri
nonstopJetBlue
3h 57mJFK-SJU
4/12Sat
nonstopJetBlue
4h 00mSJU-JFK
$172
4/4Fri
nonstopJetBlue
3h 56mJFK-SJU
4/8Tue
nonstopJetBlue
4h 00mSJU-JFK
$186
4/21Mon
nonstopDelta
4h 18mJFK-SJU
4/28Mon
nonstopDelta
4h 21mSJU-JFK
$191
3/3Mon
1 stopAmerican Airlines
13h 35mJFK-SJU
3/6Thu
1 stopAmerican Airlines
7h 39mSJU-JFK
$192
4/2Wed
nonstopUnited Airlines
4h 04mEWR-SJU
4/8Tue
nonstopUnited Airlines
4h 09mSJU-EWR
$206
3/12Wed
2 stopsUnited Airlines
12h 07mLGA-SJU
3/18Tue
2 stopsUnited Airlines
11h 13mSJU-LGA
$216
3/3Mon
1 stopDelta
8h 20mEWR-AUA
3/6Thu
1 stopDelta
9h 13mAUA-EWR
$287

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Recent one-way flight deals

3/12Wed
nonstopFrontier
3h 47mEWR-SJU
$32
3/4Tue
nonstopFrontier
3h 47mEWR-SJU
$34
3/7Fri
nonstopJetBlue
4h 00mJFK-SJU
$79
3/8Sat
nonstopJetBlue
3h 52mEWR-SJU
$79
3/8Sat
1 stopAmerican Airlines
9h 59mJFK-SJU
$84
6/10Tue
nonstopDelta
4h 11mJFK-SJU
$98
3/1Sat
1 stopAmerican Airlines
10h 40mJFK-SJU
$103
5/3Sat
2 stopsUnited Airlines
13h 26mLGA-SJU
$124
2/26Wed
2 stopsUnited Airlines
12h 07mLGA-SJU
$128
3/5Wed
1 stopDelta
9h 36mEWR-SJU
$133

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Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

2/26Wed
nonstopFrontier
3h 51mJFK-SJU
3/7Fri
nonstopFrontier
4h 15mSJU-JFK
$74
2/26Wed
nonstopFrontier
3h 51mJFK-SJU
3/3Mon
nonstopFrontier
4h 15mSJU-JFK
$80
2/25Tue
nonstopJetBlue
3h 57mEWR-SJU
2/27Thu
nonstopJetBlue
4h 15mSJU-EWR
$202
2/26Wed
nonstopDelta
4h 00mJFK-SJU
3/5Wed
nonstopDelta
4h 11mSJU-JFK
$202
2/25Tue
multi-stopAmerican Airlines
13h 45mJFK-SJU
2/26Wed
multi-stopAmerican Airlines
14h 44mSJU-JFK
$206
2/26Wed
multi-stopAmerican Airlines
7h 05mLGA-SJU
2/27Thu
multi-stopAmerican Airlines
9h 11mSJU-LGA
$206
2/24Mon
multi-stopUnited Airlines
11h 13mLGA-SJU
2/27Thu
multi-stopUnited Airlines
11h 10mSJU-LGA
$211
2/23Sun
multi-stopUnited Airlines
11h 16mLGA-SJU
2/28Fri
multi-stopUnited Airlines
6h 39mSJU-LGA
$226
2/24Mon
nonstopJetBlue
3h 56mEWR-SJU
2/27Thu
nonstopJetBlue
4h 15mSJU-EWR
$246
2/23Sun
nonstopDelta
4h 01mJFK-SJU
2/26Wed
nonstopDelta
4h 11mSJU-JFK
$246

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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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