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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 5 days
George Town
George Town1 stop$404
Cayman Brac
Cayman Brac1 stop$1,943
Little Cayman
Little Cayman2 stops$2,759
George Town
George Town1 stop$404
Cayman Brac
Cayman Brac1 stop$1,943
Little Cayman
Little Cayman2 stops$2,759
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?

The cheapest ticket to the Cayman Islands from New York John F Kennedy Intl Airport found in the last 5 days was to George Town, at $230 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 5 days was $230.

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 $427.

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

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 $496 on average.

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

The cheapest month for flights from New York John F Kennedy Intl Airport to the Cayman Islands is January, when tickets cost $318 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $547 and $502 respectively.

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

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 Saturday, 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 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 season

September

Cheapest flight

$140
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 4% 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.

  • How many flights are there between New York John F Kennedy Intl Airport and Cayman Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from New York John F Kennedy Intl Airport and lands in the Cayman Islands, with an average flight time of 4h 00m. The most common departure time is 11:00 am and most flights take off in the morning. Each week, there are 1 flights.

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 36 reviews
9.0Boarding
7.2Entertainment
6.4Food
9.5Crew
8.5Comfort
Airline reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

8.0 ExcellentJeffrey, Jul 2026
Read more Cayman Airways reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

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.

We were delayed 2 hours because of a broken seat. Other than that it was a very nice flight.

an he late. super rude gate agent, to every person. spoke down at people.

One of the restrooms didn’t work. The ones that did never got replenished. Flight attendant just sitting there on their phone. No notification that the bathroom was broken so long lines. Apathetic crew.

Both of my flights to and from JFK experienced significant delays. Most notably, my first flight was delayed by six hours due to crew members being affected by delays on a previous flight. While I understand that disruptions can occur, Delta’s staffing and operational planning should include sufficient contingency measures to handle situations like this rather than placing the full burden of those delays on customers. Additionally, the $12 meal voucher offered as compensation was inadequate, particularly given the high cost of food and beverages at the airport. Considering the length of the delay and the substantial inconvenience caused, I believe more meaningful compensation would have been appropriate.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Was revoked with Jet Blue due to delay from Kenya Air

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

A crew member's attitude towards a couple passengers who couldn't speak English was rude. Just because they didn't understand what the passenger said, they were not given any snack.

Great. Clean. Seats comfortable. Food was free. Had new release movies.

The boarding crew was very helpful with a little special problem I had. The inflight crew - so-so.

They kept us on the tarmac for 6 hours after already delaying our flight by 2 hours. No one had any answers. They sent our gate checked stroller to baggage claim instead of giving it back at the gate.

There was a big delay and I missed my connection flight

I don’t like the music section but I believe it was a cost decision. I changed my flight last minute due to work issues and had to sit way in the back. The seats were way closer together than I would have preferred.

Our particular exceptional experience was with Johnny at JFK at check in. He was the kindest, most accommodating agent I’ve ever encountered taking extra steps to help my husband and I with our extra baggage. I hope that he knows how much he positively affected our trip.

The flight attendant was very polite and attentive. The food was good.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

JFK is the worst airport and JetBlue is the worst airline

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

Drinks and snacks provided. TV had a lot of entertainment options. Plane was fairly comfortable. Staff was less than pleasant.

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