Find cheap flights from New York to Caribbean from $99
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 9/3. 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.Round-trip
1 adult
Economy
Sat 6/24
Sat 7/1
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Latest Caribbean Flight Deals
Best round-trip prices found by our users on KAYAK in the last 72 hours
1 stop from $317
Nonstop from $260
1 stop from $282
1 stop from $271
1 stop from $320
Good to know
Top tips for finding cheap flights to Caribbean
- Book at least 2 weeks 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 May.
- Morning departure is around 9% more expensive than an evening flight, on average*.
FAQs - booking Caribbean flights
Top 5 airlines serving from New York to Caribbean
Scores according to KAYAK customer reviews8.1
JetBlueOverall score based on 19444 reviews
83boarding
86crew
78food
79entertainment
82overall
82comfort
Airline reviews
Pros: "My flight was full of funny kids so I enjoy my flight a lot and the flight attendant was great too"
Cons: "Snacks we need more snacks"
Pros: "My flight was full of funny kids so I enjoy my flight a lot and the flight attendant was great too"
Cons: "Snacks we need more snacks"
Pros: "El vuelo fue confortable y agradable. El equipo de trabajo estuvo organizado y fueron serviciales."
Cons: "El servicio es excelente, los asientos son cómodos y el vuelo estuvo sin problemas. Salimos y llegamos a la hora avisada previamente."
Pros: "The seats were great and the crew was also good."
Cons: "The sound system at the seat I was assigned was not operational."
Cons: "JetBlue is awful. TVs don’t work. Staff isn’t friendly"
Pros: "Yes the crew was great."
Cons: "It was a short 2.5 hr flight. Jet blue provided packaged snacks and a soft drink at no additional charge. Other airlines charge for everything. A carry on and a handbag were also allowed which others don't. The seats are leather and have more room. Seems Jet Blue is the last one of those traditional airlines giving more for your money. Thank you Jet Blue ! I am sold."
Cons: "Unacceptable three-hour delay that was obviously not going to resolve but still told to report to the airport for original departure time."
Cons: "My seat’s tv wasn’t working. Also, controls on the seat for radio, channels, etc. didn’t work."
Pros: "The movies on plane"
Cons: "Everything else- the flight was delayed 6 hours to my trip and 3 hours from my trip."
Pros: "Crew was courteous and gave constant updates in regards to any delays."
Cons: "Flight was delayed and there was congestion prior to take off. Not sure there was anything that could’ve been done."
Pros: "Swift professional service. Pilot was exceptional; we didn’t even feel the landing or take off"
Cons: "N/a"
Pros: "Amazing Crew, Entertainment and Comfort."
Cons: "Hot meals served in First Class as opposed to just snacks."
Pros: "Mal servicio; compre un tickets que no permitía escoger los asientos y nos seleccionó la última fila en cada vuelo. La diferencia entre ser priority y regula es bien marcada"
Cons: "Mejor trato a todo pasajero; se reconoce las ventajas de estar en primera clase pero el servicio debe ser excelente"
Pros: "Super friendly staff, great service and delicious food. The competition has nothing compared to Delta. We’re switching"
Cons: "The delay was totally unexpected and frustrating particularly when no bad weather around!"
Pros: "You're kidding!!!"
Cons: "Seating 3 across. the passenger on the isle seat got served and the other passenger and myself were ignored. NO SERVICE!"
Pros: "surprisingly spacious seats. plane felt brand new. on screen entertainment was great, and relieved to have charging inputs for my device in the seat."
Pros: "Nothing"
Cons: "I came from a long trip from France, the seat I was assigned was not reclinable, close to the restroom. I was totally exhausted from the previous flight, not able to sleep at all and when I tried to stretch my legs by sitting sidewards on the aisle a crew member keep bothering me to keep my legs out"
Pros: "On time departure. Amazing entertainment selection. Awesome flight attendants. We had a very pleasant and easy experience. Love Delta!"
Pros: "Crew was awesome. Very friendly."
Cons: "I’m 6 foot tall and I found my seat space feeling crowded. I found myself wishing for just 2 more inches of legroom. It feels that airplanes are being built for quantity of passengers, not quality of flight."
Pros: "Crew was very fast but not enough during boarding and people had brought oversized carry on luggage to the gate requiring stowing. We had checked a carry-on at check in and paid $30 while several people got theirs stowed for free which seemed unfair."
Cons: "The charging for checked luggage has created a situation that was unfair for all travellers and ultimately made the plane’s departure late. This policy drives people to bring too much luggage into the cabin, putting at risk the safety of others and delays."
Pros: "That there was seltzer"
Cons: "The management of preparing the flight and plane so that it was ready for the trip!!"
Pros: "Boarding & disembarking were super efficient, captain was very communicative, plane cabin was clean"
Cons: "The flight attendants were competent, but not friendly at all on my first flight or connecting flight."
Pros: "Boarding process, inflight service"
Cons: "Flight was canceled, was booked on flight 812, that flight was also canceled. I didn’t get to Quito until 24 hours later. Customer service was terrible in terms of providing accurate information to passengers."
Pros: "NA"
Cons: "Staff on ground at the panama airport was realy rude, lack of customer service"
Pros: "I paid extra for a seat in the exit row. It had a lot of legroom and was comfortable. The flight was smooth. It left on time and arrived on time."
Cons: "The food was mediocre."
Pros: "They give me a lot of food with no extra money , that’s so great even beers :)"
Cons: "Everything was awesome keep doing the same great job thanks :)"
Pros: "The whole experience was great. Pleasant crew, food excellent. I will recommend this airline for future trips."
Cons: "More affordable especially because this was a last minute trip because of death in my family."
Cons: "We had a very early flight (1am) with an estimted arrival time at 6:30, but lights went on and breakfast was served at 5am- hard to get some rest!"
Pros: "The flight was scheduled to depart at 9:26 and I got to the gate before 9 and they were on last call, which was surprising."
Cons: "The sandwiches could have been better"
Cons: "Crying kicking baby in the seat behind mine ruined the flight."
Pros: "Absolutely nothing"
Cons: "Even though there were flight/seats available, Avianca did not make them availability to flight changes and only for new reservations. Extremely disappointed at you fraudulent business practices."
Pros: "The attention of the staff and punctuality at the departures"
Cons: "The food"
Cons: "Our trip was from NY to Cartagena connecting to Medellin. Our original lay over was suppose to be for 2 hours it became 7 hours!!! I missed the time in renting my car. That office closed at 8pm We also missed most of the remaining day to our day at the hotel Los Recuerdos in Guatape. Just awful!!"
Cons: "It would make more sense to offer food and more drinks during the flight. At least water, as it is recommended by doctors. It is important to keep people hydrated"
Pros: "Nothing. And I've flown Avianca 4 times and tried giving it a chance."
Cons: "There is always some sort of problem. When I was in San Pedro they said the flight was delayed, then it never came. They did accommodate me with a hotel for the night which was nice after almost losing my job. The last and final time I used this airline I was at JFK 2 hours and 45 minutes ahead of time. I was there at 11:45 for a 2:20 flight. They told me I had missed my flight because I wasn't there 3 hours early. No where on my ticket did it say anything about that. There was a lot of people complaining and then they told me since I "missed' my flight I had to by a new ticket on the spot, leaving me with no option and a heafty fee."
Pros: "Big failed work in new york check-in account. After the 1 hour waiting, let us(who has ticket after the 01:00) the line with only one reason why it's so early and need to support other laters. Moreover, had lost my baggage."
Cons: "Big problem was with several hundreds travelers to Bogota, Sao Paulo for 23:10~40. Avianca accounts don't have any classification to avoid this type disorders problem. Had waited my bag on the band during 1 hour. But, wasn't arrived various travelers bag from new york."
Cons: "They moved the original flight (direct flight) for a flight with stop in bogota. They did this because the flight NYC-bogota was empty. They delay the flight nyc-medellin to mive the people and fill the bogota flight. I need to arrive at 1 because i was attending a funeral and i couldnot attend the funeral"
Pros: "Absolutely nothing"
Cons: "Everything first every single flight taken was delayed by at least 30 mins and not on time, then they played last minute rescheduleds in which they over booked by like twice the amount of people on flight and offer a mediocre 100 dollar travel voucher to make up for it to get on the next flight that’s 4 hours later. Since no one took that offer they ended up rescheduling it and stopping in other places to ale up for the lack of space, what was suppose to be a 6 hour flight turn in a 12 hour flight."
Cons: "I was told hours before my flight that my flight was delayed due to weather in the NYC area and that the new flight time was two hours later. There were no weather issues at this time. This delay made me miss my connection and the only option was for me to have a 24 hour layover in Bogota, Colombia. As a woman traveling alone this was not acceptable to me but I had no other choice. I got a hotel room for the evening and tried to make the best of it. I was not offered any compensation for this inconvenience, nothing, not even an offer to pay for my hotel room. Similar things happened to three other people in my group that I was meeting in Peru all traveling from different locations. I lost an entire day in Peru because of this. On my return flight Avianca changed the times as well and I was forced to take an earlier fight home the day before I was scheduled to leave. I therefore lost a total of two days of my vacation because of Avianca and they did NOTHING to compensate me for it. STAY AWAY FROM THIS AIRLINE!!!"
Pros: "The food was mediocre."
Cons: "The customer service was terrible. Our connecting plane had not left yet and they did not let us on. They proceeded to tell us that our only option was to stay the night and take another flight the next day. Us and 10 other people had to get into an argument with the staff in order for something to be done. After begging, they finally said they would put us on an earlier flight the following morning and they put us in a hotel. The staff did not care about us or our missed flight/wasted money that we paid for the hotel at our destination that night. It took 30 minutes for a manager to give us the time of day. Horrible experience. It's really shocking that this is how the company treats its customers."
Pros: "Lots of leg room despite being at the very last row. The seats even could recline a fair amount. Hot breakfast, with good food."
Cons: "Not the newest equipment. The plane was delayed. Everyone was friendly so it didn't matter too much."
Cons: "Food was too salty, passenger at the back had me uncomfortable kept hitting the seat, wish I had an option to asked to be move"
Pros: "Packed plane with few comforts. No in-seat entertainment. Food was a joke. Next time i will fly Jet Blue as the price was very comparable,"
Pros: "The crew was pleasant."
Cons: "I am clearly pregnant and a woman whom works for Caribbean airlines asked me to hold my own bags as my husband wasn't allowed to carry on the plane more then two pieces. she REFUSED to let us through till he gave me the bag to carry. I told her I was pregnant even hold my stomach as she can see. That was so shocking to me. Please keep in mind this isn't a security check point we went through all with no problem.This is boarding after you have you ticket scanned and they are boarding row by row. The seats were small and uncomfortable. I flew home on a hospitable airline JETBLUE. Better seats, better snacks, better overall experience"
Cons: "Airplane's overall conditions were mediocre. Toilets were extremely dirty. Seats were quite uncomfortable. Even the first class section wasn't worth the upgrade. Was unable to book vegetarian option for food. Can't imagine why they assume everyone eats chicken. I'd think twice before flying Caribbean."
Cons: "I don't like the fact that the fares are none transferable to family members. I like the fact that I can travel very early in the morning. I'm thinking of changing companies,it is hard to come up with so much money, and reasons a raises and you can't make the trip you should allow to transfer it to your family members at least.smh"
Pros: "Smooth on time flight. Pilots gave regular updates."
Cons: "Crew members seemed as if they couldn't be bothered. The facilities on board are old and worn, especially the latrines.The aircrafts need a facelift."
Pros: "The crew was very nice"
Cons: "Seat not as comfortable as a business class seat should be"
Pros: "I appreciated the assistance that I got from the staff on the floor at the airport and the porter that helped to get my mother a wheelchair and get her from the car and checked in without much assistance from me. Mom, was traveling alone and it was difficult for me to get her from the car and inside without leaving my car unattended in a tow away zone."
Cons: "Flight was 2 hours late! The food was just awful. Tasted like leftovers."
Book cheap flights from New York to Caribbean
Recent round-trip flight deals
9/15Fri
1 stopUndisclosed Carrier
13h 35mLGA-SJU
9/17Sun
1 stopUndisclosed Carrier
11h 16mSJU-LGA
$197
9/15Fri
nonstopUnited Airlines
3h 57mEWR-SJU
9/21Thu
nonstopUnited Airlines
4h 20mSJU-EWR
$197
6/20Tue
1 stopUndisclosed Carrier
11h 06mEWR-SJU
6/23Fri
1 stopUndisclosed Carrier
10h 48mSJU-EWR
$199
9/15Fri
1 stopAmerican Airlines
11h 17mJFK-SJU
9/16Sat
1 stopAmerican Airlines
8h 55mSJU-JFK
$200
9/15Fri
1 stopAmerican Airlines
11h 02mLGA-SJU
9/16Sat
1 stopAmerican Airlines
7h 37mSJU-LGA
$200
10/1Sun
nonstopUnited Airlines
4h 01mEWR-SJU
10/31Tue
1 stopUnited Airlines
10h 11mSJU-EWR
$201
9/15Fri
1 stopAmerican Airlines
6h 41mJFK-SJU
9/18Mon
1 stopAmerican Airlines
8h 31mSJU-JFK
$203
9/15Fri
1 stopAmerican Airlines
6h 25mLGA-SJU
9/18Mon
1 stopAmerican Airlines
6h 16mSJU-LGA
$203
9/30Sat
2 stopsUnited Airlines
14h 48mEWR-SJU
10/6Fri
nonstopUnited Airlines
4h 20mSJU-EWR
$206
9/10Sun
nonstopMultiple Airlines
3h 54mEWR-SJU
9/14Thu
nonstopMultiple Airlines
4h 15mSJU-EWR
$207
9/7Thu
1 stopUndisclosed Carrier
13h 27mLGA-SJU
9/12Tue
1 stopUndisclosed Carrier
9h 05mSJU-LGA
$208
9/10Sun
1 stopUndisclosed Carrier
10h 12mEWR-SJU
9/12Tue
1 stopUndisclosed Carrier
17h 44mSJU-EWR
$208
6/22Thu
nonstopMultiple Airlines
3h 57mEWR-SJU
6/27Tue
nonstopMultiple Airlines
4h 17mSJU-EWR
$209
6/7Wed
nonstopMultiple Airlines
3h 55mEWR-SJU
6/14Wed
nonstopMultiple Airlines
4h 12mSJU-EWR
$210
6/5Mon
1 stopSpirit Airlines
11h 35mEWR-SJU
6/16Fri
nonstopSpirit Airlines
4h 14mSJU-EWR
$213
7/3Mon
nonstopSpirit Airlines
3h 57mEWR-SJU
7/6Thu
nonstopSpirit Airlines
4h 12mSJU-EWR
$214
6/24Sat
nonstopSpirit Airlines
3h 57mEWR-SJU
7/10Mon
1 stopSpirit Airlines
10h 48mSJU-EWR
$215
10/6Fri
nonstopJetBlue
3h 58mJFK-MBJ
10/13Fri
nonstopJetBlue
3h 43mMBJ-JFK
$260
6/6Tue
nonstopDelta
4h 00mJFK-MBJ
6/15Thu
nonstopDelta
4h 10mMBJ-JFK
$276
8/13Sun
nonstopAir Europa
3h 50mJFK-SDQ
9/10Sun
nonstopAir Europa
3h 45mSDQ-JFK
$289
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Recent one-way flight deals
9/3Sun
1 stopUndisclosed Carrier
13h 26mLGA-SJU
$99
9/4Mon
nonstopUnited Airlines
3h 58mEWR-SJU
$99
8/19Sat
1 stopAmerican Airlines
8h 54mJFK-SJU
$102
8/19Sat
1 stopAmerican Airlines
9h 30mLGA-SJU
$102
8/30Wed
1 stopAmerican Airlines
8h 48mEWR-SJU
$102
8/9Wed
2 stopsUnited Airlines
17h 48mEWR-SJU
$103
6/19Mon
nonstopSpirit Airlines
3h 57mEWR-SJU
$104
6/18Sun
nonstopSpirit Airlines
3h 57mEWR-SJU
$105
6/13Tue
1 stopSpirit Airlines
14h 31mLGA-SJU
$106
8/15Tue
2 stopsUnited Airlines
17h 48mEWR-SJU
$109
9/9Sat
nonstopJetBlue
3h 58mJFK-MBJ
$111
7/24Mon
1 stopUndisclosed Carrier
8h 07mLGA-SJU
$115
6/2Fri
nonstopJetBlue
3h 55mEWR-SJU
$116
8/1Tue
nonstopAir Europa
3h 50mJFK-SDQ
$128
5/30Tue
1 stopMultiple Airlines
12h 02mEWR-SJU
$130
8/26Sat
1 stopFrontier
14h 58mLGA-SJU
$135
8/19Sat
nonstopDelta
4h 04mJFK-STI
$153
6/4Sun
nonstopCaribbean Airlines
3h 55mJFK-MBJ
$171
10/4Wed
1 stopCopa Airlines
23h 02mJFK-AUA
$183
7/3Mon
nonstopAeromexico
4h 00mJFK-STI
$222
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Flights to Caribbean
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