Find flights
Deals
When to book
FAQs & Tips
Airlines

$64 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 10/25. 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.
1 adult
0 bags

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days travelers have searched 44,833,222 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$221
Montego Bay
Montego Bay1 stop$257
Santo Domingo
Santo Domingo1 stop$227
Oranjestad
Oranjestad1 stop$259
Nassau
Nassaunonstop$268
Kingston
Kingston1 stop$264
Simpson Bay
Simpson Bay1 stop$189
Providenciales
Providenciales1 stop$339
Bridgetown
Bridgetown2 stops$320
Port of Spain
Port of Spain1 stop$151
George Town
George Townnonstop$324
Willemstad
Willemstadnonstop$349
Castries
Castries1 stop$583
Aguadilla
Aguadilla1 stop$178
St. John's
St. John'snonstop$323
Puerto Plata
Puerto Platanonstop$356

Good to know

Low season

September

High season

December

Cheapest flight

$64
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

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

  • Morning departure is around 13% 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 9146 reviews
7.9Comfort
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

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.

2.0 MediocreMike, Sep 2024LGA - GSO
Read more Delta reviews

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.

Food was not the best. Too many items had sauce pm them with a lot of spices The seat was not comfortable especially when you lay down

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

Older plane and it came with Fleas and flea bites!

Flight was canceled so it was not a great experience. Boarded, then deboarded. Delayed, boarded a new plane then deboarded the 2nd plane and flight was canceled. Then booked a fight to Rome and took a train to Venice the next day. Lost an entire day +

All good on Delta's part. Passengers could be a little more courteous to each other.

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

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.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

Onboarding process was great and efficient. Plane was very new and entertainment choices were great. The only complain is no meal despite it was a flight that is longer than 6 hours.

Crew went above and beyond. I was able to upgrade to United Polaris within 24 hours of my flight departure for 30,000 points. Was totally worth it.

Pot and crew did a tremendous job landing in Savannah in the middle of the tropical storm. !!

It’s a service to take you from one point to another. No frills. You want it, you take it. It’s upon you to bring food, reading material, games to play, movies to watch, etc. The wifi onboard never works - so you cannot even listen to any podcasts, music, or get updated news feeds. The toilet is a mess, and a four flight does not need any hygienic interventions when people either splatter their pee all over the seats or on the floor. It’s a monopolized service and so smile and bear it.

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

Boarding was efficient. Crew was not pleasant and skipped me during a round of beverage service. Older plane with no seat back screens and I couldn’t connect to wifi or their entertainment offerings.

Everything could’ve been better. The boarding process was a little tedious, and then they put me in a seat with the window did not open, which gave me a very uncomfortable feeling considering I had told them that. The entertainment system didn’t work for quite some time and because I had to heavily medicate myself to not have a panic attack I missed dinner and barely ate anything on the flight. Not to mention the religious man next to me, praying mostly and humming the whole flight.

Terrible! After boarding we were stuck on the plane for 3 hours with no air circulation during a heat wave.

They crew was very lovely, took off on time, arrived according to schedule. Was able to make my connection.

Original plane sidelined. Had to wait an hour for replacement.

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.

On an overnight flight people behind me kept lively and loud conversation, which meant I couldn’t sleep. Food was really lousy, im sorry to say.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

The offered WiFi on AA isn't worth wasting time or effort on. If you manage to connect it's incredibly slow.

It was a tiny plane. There was a very heavy, very sweaty man in my seat. When he got up, sweat was dripping down the back of f the seat from the headrest. I couldn’t lean back the whole flight. It was very hot in the plane until we took off. Then as we flew low hoping to land, but were delayed for over 30 minutes, the plane got very hot again. On takeoff, the pilot started accelerating hard around the corner, something I’ve never experienced in a plane. Landing was fairly rough as well and we had to brake hard.

Better overall experience from my first flight with Spirit several years ago. Efficient boarding (albeit I arrived after all rows were called) and flight actually left earlier than planned. I am still baffled by being charged for everything, even a non-alcoholic beverage. And there is definitely less seat room which makes a flight that’s more than 2 hours really uncomfortable.

This was the best spirit airlines fight I have ever had. I take spirit up to 3 or more times a year and I am ready to be the Jared of spirit. 🤪 Best flight ever. Everyone was great. I hope my return flight is the same. When you're traveling with a 9 month old you need a different type of care and accommodation. I didn't ask the staff for anything but I didn't have any added stress.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Both flights were delayed. Flight from LGA to DTW caused serious anxiety as 3 people were removed from the aircraft before take off for disorderly conduct. Extremely uncomfortable to be in that situation. Staff handled themselves okay- definitely could’ve been more professional and deescalated the situation first. No apology for the delays at all. No water, no snack, no nothing. Not a good flight experience.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

The flight was minimally delayed and after landing we needed to wait an hour, hungry, thirsty, and with other customers improper behavior. Flight was good and quick, boarding was delayed but quick. Thanks

Overall, poor. Boarding was extremely slow, which caused flight delays.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Book cheap flights from New York to Caribbean

Recent round-trip flight deals

10/4Fri
nonstopFrontier
3h 59mEWR-SJU
10/21Mon
nonstopFrontier
4h 07mSJU-EWR
$126
10/21Mon
nonstopFrontier
3h 54mJFK-SJU
10/28Mon
1 stopFrontier
14h 52mSJU-JFK
$127
9/24Tue
1 stopJetBlue
9h 18mJFK-SJU
10/2Wed
1 stopJetBlue
8h 05mSJU-JFK
$196
10/26Sat
1 stopJetBlue
7h 56mJFK-SJU
10/30Wed
1 stopJetBlue
6h 23mSJU-JFK
$205
10/29Tue
2 stopsAmerican Airlines
8h 45mJFK-SJU
11/1Fri
1 stopAmerican Airlines
6h 40mSJU-JFK
$272
11/9Sat
nonstopDelta
4h 04mJFK-SJU
12/19Thu
nonstopDelta
4h 15mSJU-JFK
$273
10/1Tue
nonstopDelta
3h 59mJFK-STI
10/4Fri
nonstopDelta
3h 54mSTI-JFK
$291
9/27Fri
nonstopUnited Airlines
3h 49mEWR-STI
10/4Fri
nonstopUnited Airlines
3h 58mSTI-EWR
$291
11/18Mon
nonstopUnited Airlines
3h 43mEWR-STI
12/6Fri
nonstopUnited Airlines
4h 05mSTI-EWR
$308
10/28Mon
1 stopAmerican Airlines
6h 55mJFK-STI
11/6Wed
2 stopsAmerican Airlines
17h 44mSTI-JFK
$332

Search by stops

Search by airline

Search by price

Recent one-way flight deals

10/25Fri
nonstopFrontier
3h 54mEWR-SJU
$64
11/13Wed
1 stopSpirit Airlines
9h 15mEWR-SJU
$68
9/24Tue
1 stopJetBlue
7h 33mJFK-SJU
$98
10/24Thu
1 stopJetBlue
7h 56mJFK-SJU
$108
10/8Tue
2 stopsAmerican Airlines
8h 45mJFK-SJU
$136
9/22Sun
1 stopUnited Airlines
6h 55mLGA-SJU
$136
9/18Wed
nonstopUnited Airlines
3h 49mEWR-STI
$137
9/24Tue
1 stopAmerican Airlines
7h 09mJFK-SJU
$139
11/8Fri
nonstopDelta
3h 51mJFK-STI
$141
12/7Sat
nonstopDelta
3h 52mJFK-SJU
$142

Search by stops

Search by airline

Search by price

Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

9/11Wed
nonstopFrontier
3h 55mJFK-SJU
10/3Thu
nonstopFrontier
3h 54mSJU-JFK
$180
9/10Tue
multi-stopSpirit Airlines
13h 48mEWR-SJU
9/14Sat
multi-stopSpirit Airlines
12h 46mSJU-EWR
$180
9/14Sat
nonstopDelta
4h 03mJFK-STI
10/5Sat
nonstopDelta
3h 45mSTI-JFK
$291
9/14Sat
nonstopJetBlue
3h 52mJFK-STI
9/25Wed
nonstopJetBlue
3h 39mSTI-JFK
$300
9/11Wed
nonstopJetBlue
3h 51mJFK-SJU
9/25Wed
multi-stopJetBlue
7h 26mSJU-JFK
$322
9/11Wed
nonstopUnited Airlines
4h 05mEWR-SJU
9/14Sat
nonstopUnited Airlines
4h 10mSJU-EWR
$342
9/14Sat
multi-stopAmerican Airlines
17h 21mEWR-SJU
9/18Wed
multi-stopAmerican Airlines
17h 27mSJU-EWR
$344
9/11Wed
multi-stopAmerican Airlines
8h 00mEWR-AUA
9/12Thu
multi-stopAmerican Airlines
17h 45mAUA-EWR
$348
9/12Thu
multi-stopDelta
11h 50mEWR-SJU
9/21Sat
multi-stopDelta
10h 07mSJU-EWR
$358
9/11Wed
nonstopUnited Airlines
4h 46mEWR-AUA
9/15Sun
nonstopUnited Airlines
4h 54mAUA-EWR
$369

Search by stops

Search by airline

Search by price

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.