$94 Find Cheap Flights from New York John F Kennedy Airport to Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from John F Kennedy Intl to the Cayman Islands departing on 3/22. 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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1 adult, Economy, 0 bags

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Cheap Flights from John F Kennedy Intl to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Townnonstop$289
Cayman Brac
Cayman Brac1 stop$385
George Town
George Townnonstop$289
Cayman Brac
Cayman Brac1 stop$385

Book Cheap John F Kennedy Intl to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from John F Kennedy Intl to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from John F Kennedy Intl to the Cayman Islands

Thu, Feb 26 - Sun, Mar 1
Cayman Airways Logo
10:00 am - 2:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
9:10 am - 1:00 pm
GCM
-
JFK
3h 50mnonstop
$289Cayman Airways
Thu, Feb 26 - Sun, Mar 1
Cayman Airways Logo
10:00 am - 2:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
9:10 am - 1:00 pm
GCM
-
JFK
3h 50mnonstop
$294Cayman Airways
Wed, Mar 4 - Sun, Mar 8
Cayman Airways Logo
3:00 pm - 7:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
8:00 am - 12:50 pm
GCM
-
JFK
3h 50mnonstop
$299Cayman Airways
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
6:00 am - 1:55 pm
JFK
-
GCM
7h 55m
1 stop
Multiple Airlines Logo
8:00 am - 11:50 am
GCM
-
JFK
3h 50mnonstop
$300Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
Delta Logo
8:52 am - 1:01 pm
JFK
-
GCM
4h 09mnonstop
Delta Logo
2:26 pm - 6:19 pm
GCM
-
JFK
3h 53mnonstop
$301Delta
Sun, Mar 1 - Sun, Mar 8
Cayman Airways Logo
3:00 pm - 7:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
8:00 am - 12:50 pm
GCM
-
JFK
3h 50mnonstop
$303Cayman Airways
Mon, Mar 9 - Thu, Mar 12
JetBlue Logo
10:30 am - 1:35 pm
JFK
-
GCM
4h 05mnonstop
JetBlue Logo
2:40 pm - 7:29 pm
GCM
-
JFK
3h 49mnonstop
$305JetBlue
Sat, Feb 21 - Sat, Mar 7
Delta Logo
8:52 am - 1:01 pm
JFK
-
GCM
4h 09mnonstop
Delta Logo
2:26 pm - 6:19 pm
GCM
-
JFK
3h 53mnonstop
$306Delta
Sun, Mar 1 - Thu, Mar 5
Multiple Airlines Logo
3:00 pm - 7:00 pm
JFK
-
GCM
4h 00mnonstop
Multiple Airlines Logo
3:40 pm - 7:29 pm
GCM
-
JFK
3h 49mnonstop
$307Multiple Airlines
Wed, Mar 11 - Fri, Mar 20
Cayman Airways Logo
3:00 pm - 6:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
8:00 am - 12:50 pm
GCM
-
JFK
3h 50mnonstop
$308Cayman Airways
Booking Insights

KAYAK's insights & trends for John F Kennedy Intl to the Cayman Islands flights

Get data-powered insights and trends into flights from John F Kennedy Intl to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York John F Kennedy Intl Airport to the Cayman Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to the Cayman Islands from New York John F Kennedy Intl Airport found in the last 72 hours was to George Town, at $115 round-trip. The most popular route is from New York John F Kennedy Intl Airport (JFK) to George Town (GCM), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $115.

Can I save money by flying with a layover from New York John F Kennedy Intl Airport to the Cayman Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $363, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York John F Kennedy Intl Airport to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York John F Kennedy Intl Airport to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New York John F Kennedy Intl Airport to the Cayman Islands is January, when tickets cost $330 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $526 and $490 respectively.

What’s the cheapest day of the week to fly from New York John F Kennedy Airport to Cayman Islands?

The average price of all round-trip flights from New York John F Kennedy Intl Airport to the Cayman Islands clicked on KAYAK for each day over the last 12 months.

For New York John F Kennedy Airport to Cayman Islands, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Cayman Islands back to New York John F Kennedy Airport, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

How far in advance should I book a flight from New York John F Kennedy Intl Airport to the Cayman Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York John F Kennedy Intl Airport to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New York John F Kennedy Intl Airport to the Cayman Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$94
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from New York John F Kennedy Airport to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from New York John F Kennedy Airport to Cayman Islands?

    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 John F Kennedy Airport to Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York John F Kennedy Airport to Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York John F Kennedy Airport to Cayman Islands 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 John F Kennedy Airport to Cayman Islands?

    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 John F Kennedy Airport to Cayman Islands 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 John F Kennedy Airport to Cayman Islands?

    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 John F Kennedy Airport to Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost $343 on average. Morning departures are around 25% more expensive than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $429.

Reviews of the top 4 airlines serving from John F Kennedy Intl to the Cayman Islands

 
Need help choosing which airline to fly with from John F Kennedy Intl to the Cayman Islands? 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
Cayman AirwaysOverall score based on 31 reviews
6.1Food
7.0Entertainment
8.5Comfort
9.0Boarding
9.5Crew
Airline reviews

There is no food or entertainment in this flight. Service was excellent.

10.0 ExcellentAnonymous, Dec 2025
MIA - GCM
Read more Cayman Airways reviews

There is no food or entertainment in this flight. Service was excellent.

Short flight. Excellent boarding and crew. Flight left early and arrived early!

Great flight on the Twin Otter. Early departure and early arrival. Hassle free flight.

Boarded 20 minutes late, dinner and beverages were provided but the "main" of dinner was freezing cold and had soggy lettuce. The seats were wildly uncomfortable! There was in-flight entertainment that you can access via your phone (vs. the TV on the seatback in front of you) but the wifi connection was weak and you could not actually play anything. With that said, the crew was very pleasant and friendly!

Flight crew made the flight very enjoyable as they were friendly, helpful and accommodating. Flight time was 3:40 compared to the 4:30 that was captured on our itinerary, so that was a pleasant surprise. In flight entertainment was good with plenty of selection, however some of the choices that my family tried were slow to load and stalled out a few times. We were able to restart and everyone finished watching their movies. Food was pretty basic: croissant, turkey or chicken lunch meat with Swiss cheese and a bag of Lay’s potato chips. Still a bonus considering most airlines offerings which is nothing but peanuts or a cookie.

Best experience ever. Crew were amazing, kept me informed throughout. Boarding was on time and spot on. Id book again most def

Food could have been better, and internet that allows texting/WhatsApp and other basics on the phone instead of just inflight entertainment would have been nice.

The flight was comfortable and uneventful, which is what I desire

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

I truly love flying with Delta. They have always treated me with the upmost respect

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight was great. The gate location was way to far away!!!

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Everything you need to know for your flight from John F Kennedy Intl to the Cayman Islands

Information on your arrival and departure airports