Find flights
When to book
FAQs & Tips
User Tips
Airlines
Deals

$36 Find Cheap Flights from New York State 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 1/6. 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 43,377,091 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.

Good to know

Low season

September

High season

December

Cheapest flight

$36
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

FAQs for booking flights from New York State to Caribbean

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from New York State 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 State 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 State with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York State 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 State up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 
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
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

Top 4 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.
8.9
Cape AirOverall score based on 41 reviews
8.9Entertainment
8.6Food
8.5Comfort
8.5Boarding
9.3Crew
Airline reviews

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10.0 ExcellentSonia, Apr 2023CPX - SJU
Read more Cape Air reviews

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"
Pros: "The pilot was kind and to the point."
Cons: "The guy who boarded us told me to wait as his computer could not check me in. 10min later he is rushing me to get on the runway. It was 30min before scheduled take off. I had ordered food and had to cancel my order before the café had finished, so he wasted food and did not get paid and I was hurried and boarded the plane hungry. I probably won't use Cape Air again unless it's an emergency situation"
Cons: "Boarded half hour late. No explanation. Pretty standard on Cape Air these days"

The flight was VERY, VERY hot and the blowers weren't cooling it off...don't know what the problem was, but.....otherwise it was fine.

My flight from Avianca was 45 minutes late and it's very complicated to recheck in in ...also I have to say the silver desk folks were neither efficient nor helpful...so I missed my connecting flight. I actually got there before tge flight left but they refused to let me on....and gave me no vouchers for hotel etc

The cancelled our flight 3 times and we never made it to our destination. Every single airplane had a maintenance problem. Never fly this airline

9 hrs wait in airport then flt redirected to airport an hour away from our booked airport. Then at 8:00pm flight Cancelled. Silver supposed to book us on American the next day. Booked my husband but not me. Cost me Ubers, hotel, meals, new ticket and 1 hour taxi Cuz no flights to our home airport. Absolute disaster. Silver staff had no idea what was going on or what to do. Never Again Silver

Nothing about this flight was good. They are always cancelling or grossly delayed. We were delayed for 45 minutes for no apparent reason with no explanation or anything we could see and I missed my connection to Durham NC. I was on my way to my best friends memorial and funeral. Now I'll missed them both!!

Total disaster! The easiest flight was kept delayed till … cancelled! And before official announcement of the flight cancellation I was offered to join ongoing boarding to FLL so I had to change all my traveling plans, have lost my car reservation and a payed spot at the meeting I was going for to begin with! I had to no show to my flight back, because it was from different airport again!

The worst experience we had traveling. The worst experience we have had traveling. The service is lousy, I will NEVER choose this airline again.

Never in time always late, even on arrival gate not ready so waited on tarmac another 45 min

Flight canceled 11 hours after being delayed. Miss annual family vacation because of this

This was a short flight so food was not offered. The stewardess was great at giving water out. The baggage check at the airport was hideous. One person was untrained and had asked a question. The other two people were just dealing. Someone could have worked the line and said you must have a luggage tag and you must have confirmation. We waited for some people at the counter for 20 minutes because they couldn't find their reservation or they were missing their luggage tags. We were in line an hour and 20 minutes had to run to her gate just to find out our flight was delayed 40 minutes. The silver air website never updated with status changes on the phone. Horribly irresponsible flight company.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."

Friendly staff, easy, and on time. Needs improvement on booking directly. Also

No comments, the complete handling and flying was excellent,keep up the good works.

Book cheap flights from New York State to Caribbean

Recent round-trip flight deals

11/25Mon
nonstopFrontier
3h 54mJFK-SJU
11/28Thu
nonstopFrontier
4h 12mSJU-JFK
$97
11/25Mon
nonstopFrontier
3h 54mJFK-SJU
12/4Wed
nonstopFrontier
4h 09mSJU-JFK
$99
12/3Tue
1 stopSpirit Airlines
14h 31mEWR-SJU
12/10Tue
1 stopSpirit Airlines
15h 49mSJU-EWR
$133
12/7Sat
1 stop
7h 41mLGA-SJU
12/10Tue
1 stop
17h 20mSJU-LGA
$134
11/22Fri
1 stop
9h 37mEWR-SJU
11/25Mon
nonstop
4h 16mSJU-EWR
$134
12/3Tue
1 stopSpirit Airlines
15h 08mLGA-SJU
12/10Tue
1 stopSpirit Airlines
17h 20mSJU-LGA
$141
11/24Sun
nonstopJetBlue
3h 58mJFK-SJU
11/27Wed
nonstopJetBlue
4h 05mSJU-JFK
$233
12/13Fri
nonstopJetBlue
3h 55mJFK-SJU
12/20Fri
nonstopJetBlue
4h 06mSJU-JFK
$245
12/2Mon
1 stopCopa Airlines
12h 40mJFK-STI
12/10Tue
1 stopCopa Airlines
12h 15mSTI-JFK
$349
12/6Fri
1 stopCopa Airlines
10h 39mJFK-STI
12/17Tue
1 stopCopa Airlines
9h 10mSTI-JFK
$359

Search by stops

Search by airline

Search by price

Recent one-way flight deals

1/6Mon
nonstopFrontier
3h 58mEWR-SJU
$36
1/6Mon
nonstopFrontier
3h 58mEWR-SJU
$38
11/18Mon
1 stopSpirit Airlines
12h 49mEWR-SJU
$40
12/10Tue
1 stopSpirit Airlines
11h 26mEWR-SJU
$44
12/31Tue
nonstopJetBlue
3h 57mEWR-SJU
$96
1/1Wed
nonstopJetBlue
4h 38mEWR-AUA
$101
12/8Sun
nonstopUnited Airlines
3h 52mEWR-SJU
$117
11/12Tue
nonstopUnited Airlines
4h 42mEWR-AUA
$129
2/3Mon
1 stopCopa Airlines
9h 07mJFK-PUJ
$171
12/6Fri
1 stopCopa Airlines
12h 40mJFK-STI
$176

Search by stops

Search by airline

Search by price

Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

11/9Sat
nonstopFrontier
3h 54mJFK-SJU
11/25Mon
nonstopFrontier
4h 12mSJU-JFK
$112
11/9Sat
nonstopFrontier
3h 54mJFK-SJU
12/11Wed
nonstopFrontier
4h 09mSJU-JFK
$121
11/9Sat
nonstop
3h 54mEWR-SJU
11/16Sat
multi-stop
14h 01mSJU-EWR
$191
11/8Fri
multi-stopSpirit Airlines
11h 13mEWR-SJU
11/17Sun
multi-stopSpirit Airlines
13h 21mSJU-EWR
$192
11/5Tue
nonstop
3h 54mEWR-SJU
11/22Fri
multi-stop
17h 35mSJU-EWR
$193
11/8Fri
multi-stopSpirit Airlines
11h 13mEWR-SJU
11/13Wed
multi-stopSpirit Airlines
14h 01mSJU-EWR
$204
11/7Thu
nonstopJetBlue
4h 02mJFK-SJU
11/7Thu
nonstopJetBlue
4h 05mSJU-JFK
$259
11/9Sat
nonstopJetBlue
3h 58mJFK-SJU
11/15Fri
nonstopJetBlue
4h 05mSJU-JFK
$265
11/5Tue
multi-stopCopa Airlines
9h 12mJFK-PUJ
11/9Sat
multi-stopCopa Airlines
10h 03mPUJ-JFK
$544
11/5Tue
multi-stopCopa Airlines
9h 12mJFK-PUJ
11/16Sat
multi-stopCopa Airlines
12h 18mPUJ-JFK
$571

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.