$108 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 5/1. 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$322
Cayman Brac
Cayman Brac2 stops$455
Little Cayman
Little Cayman1 stop$630
George Town
George Townnonstop$322
Cayman Brac
Cayman Brac2 stops$455
Little Cayman
Little Cayman1 stop$630

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

Fri, Apr 24 - Tue, Apr 28
Multiple Airlines Logo
3:00 pm - 6:00 pm
JFK
-
GCM
4h 00mnonstop
Multiple Airlines Logo
3:05 pm - 8:05 pm
GCM
-
JFK
4h 00mnonstop
$322Multiple Airlines
Fri, Apr 24 - Mon, Apr 27
JetBlue Logo
10:55 am - 1:58 pm
JFK
-
GCM
4h 03mnonstop
JetBlue Logo
3:05 pm - 8:05 pm
GCM
-
JFK
4h 00mnonstop
$326JetBlue
Fri, Apr 24 - Mon, Apr 27
JetBlue Logo
10:55 am - 1:58 pm
JFK
-
GCM
4h 03mnonstop
JetBlue Logo
3:05 pm - 8:05 pm
GCM
-
JFK
4h 00mnonstop
$330JetBlue
Wed, Apr 22 - Tue, Apr 28
JetBlue Logo
10:55 am - 1:58 pm
JFK
-
GCM
4h 03mnonstop
JetBlue Logo
3:05 pm - 8:05 pm
GCM
-
JFK
4h 00mnonstop
$336JetBlue
Wed, Jun 3 - Sat, Jun 6
Multiple Airlines Logo
3:50 pm - 11:25 am
JFK
-
GCM
20h 35m
1 stop
Multiple Airlines Logo
2:15 pm - 7:16 pm
GCM
-
JFK
4h 01mnonstop
$338Multiple Airlines
Thu, Apr 23 - Tue, Apr 28
American Airlines Logo
6:30 am - 11:31 am
JFK
-
GCM
6h 01m
1 stop
American Airlines Logo
12:35 pm - 8:24 pm
GCM
-
JFK
6h 49m
1 stop
$339American Airlines
Tue, Apr 21 - Tue, Apr 28
JetBlue Logo
10:55 am - 1:58 pm
JFK
-
GCM
4h 03mnonstop
JetBlue Logo
3:05 pm - 8:05 pm
GCM
-
JFK
4h 00mnonstop
$341JetBlue
Tue, Jun 2 - Mon, Jun 8
American Airlines Logo
5:35 am - 4:11 pm
JFK
-
GCM
11h 36m
1 stop
American Airlines Logo
5:12 pm - 9:14 am
GCM
-
JFK
15h 02m
1 stop
$345American Airlines
Fri, May 1 - Fri, May 8
Cayman Airways Logo
3:00 pm - 3:25 pm
JFK
-
CYB
25h 25m
2 stops
Cayman Airways Logo
3:40 pm - 12:50 pm
CYB
-
JFK
44h 10m
2 stops
$455Cayman Airways
Fri, May 1 - Fri, May 8
Cayman Airways Logo
3:00 pm - 8:05 am
JFK
-
CYB
18h 05m
1 stop
Cayman Airways Logo
3:40 pm - 12:50 pm
CYB
-
JFK
44h 10m
2 stops
$456Cayman 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 $317 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 $317.

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

The average price for all round-trip flights from New York John F Kennedy Intl Airport to the Cayman Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost $341 on average. Morning departures are around 29% 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 $438.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $424 on average.

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 $350 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $600 and $535 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 Friday 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 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$109
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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.

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.
9.0
Cayman AirwaysOverall score based on 32 reviews
9.5Crew
6.2Food
9.0Boarding
8.5Comfort
7.1Entertainment
Airline reviews

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

10.0 ExcellentJeffrey, Apr 2026
GCM - MIA
Read more Cayman Airways reviews

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

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.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

It was good. The leg room was not great in Row 1.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

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.

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

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!

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