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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 Townnonstop$385
Cayman Brac
Cayman Brac2 stops$3,054
Little Cayman
Little Cayman2 stops$3,244
George Town
George Townnonstop$385
Cayman Brac
Cayman Brac2 stops$3,054
Little Cayman
Little Cayman2 stops$3,244
Booking Insights

Price, demand and travel trends for New York John F Kennedy Intl Airport to the Cayman Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from New York John F Kennedy Intl Airport to the Cayman Islands cheaper or more expensive than last year?

Fares from New York John F Kennedy Intl Airport to the Cayman Islands are running about the same as they were around this time last year, averaging $449 round-trip.

What are the cheapest fares from New York John F Kennedy Intl Airport to the Cayman Islands right now?

The cheapest fare from New York John F Kennedy Intl Airport to the Cayman Islands in the last week was $385 round-trip, to George Town Owen Roberts Intl (GCM).

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

May is the cheapest time of year to fly, with average fares of $389. Prices are highest in July, when average flight costs increase to around $509.

When is the best time to book flights from New York John F Kennedy Intl Airport to the Cayman Islands?

Book your flights 5 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 3% compared to booking last-minute (within 2 weeks of departure).

Which airport in the Cayman Islands is the cheapest to fly to from New York John F Kennedy Intl Airport?

All flights from New York John F Kennedy Intl Airport to the Cayman Islands arrive at George Town Owen Roberts Intl (GCM). On average, round-trip fares are around $455.

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

Sunday tends to be the cheapest day to fly from New York John F Kennedy Intl Airport to the Cayman Islands, while Saturday is the most expensive. Fares run about 14% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from New York John F Kennedy Intl Airport to the Cayman Islands?

Data from the past 12 months shows it's cheapest to fly to the Cayman Islands during the afternoon with average prices of $391. The evening is the most expensive time to fly, with average prices of $545.

Key details for New York John F Kennedy Intl Airport to the Cayman Islands flights

Low season

September

Cheapest flight

$140
Beat the crowds with an average 81% drop in travelers.
The most popular month to fly with an average 85% increase in travelers.
One-way flight from New York John F Kennedy Intl Airport to George Town

Your New York John F Kennedy Intl Airport to the Cayman Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from New York John F Kennedy Intl Airport to the Cayman Islands?

    Fares from New York John F Kennedy Intl Airport to the Cayman Islands are around their usual level right now. A round-trip under $359 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch price changes.

  • How much should I budget for a flight from New York John F Kennedy Intl Airport to the Cayman Islands?

    Over the past 12 months, round-trip fares from New York John F Kennedy Intl Airport to the Cayman Islands have ranged from $359 to $591.

  • What are the main airports serving the Cayman Islands?

    Flights to the Cayman Islands all arrive at George Town Owen Roberts Intl (GCM).

  • What airlines fly nonstop from New York John F Kennedy Intl Airport to the Cayman Islands?

    Based on the flight schedule for the next 3 months, 3 airlines offer nonstop flights on this route:

    • JetBlue
    • Delta
    • Cayman Airways

  • Where in the Cayman Islands can I fly nonstop from New York John F Kennedy Intl Airport?

    Based on the flight schedule for the next 3 months, you can only fly nonstop from New York John F Kennedy Intl Airport to George Town.

  • Is it cheaper to fly with a layover from New York John F Kennedy Intl Airport to the Cayman Islands?

    No, nonstop flights from New York John F Kennedy Intl Airport to the Cayman Islands are typically the cheaper option, averaging $441 over the past 12 months.

  • How long is a flight from New York John F Kennedy Intl Airport to the Cayman Islands?

    Flights from New York John F Kennedy Intl Airport to the Cayman Islands take 4h 05m on average.

  • Which cabin classes are available on flights from New York John F Kennedy Intl Airport to the Cayman Islands?

    On flights from New York John F Kennedy Intl Airport to the Cayman Islands you can book Economy Class or First Class.

  • What are the earliest and latest flights from New York John F Kennedy Intl Airport to the Cayman Islands?

    The earliest nonstop flight from New York John F Kennedy Intl Airport to the Cayman Islands departs at 8:25 am and the latest departs at 11:45 am. Nonstop flights take about 4h 05m.

Your guide to booking New York John F Kennedy Intl Airport to the Cayman Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 5 weeks before your trip. KAYAK data shows fares in this window are around 3% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for May when flights are typically cheapest and avoid July when prices are at their highest.
  • Flying on Sunday is usually the cheapest. Flights on Saturday cost about 14% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in George Town, which is the most popular destination in the Cayman Islands. From there, it's easy to continue on to other popular destinations such as West Bay, East End and North Side.
  • Whether you're trying to save time or money, the New York John F Kennedy Intl Airport to the Cayman Islands nonstop route is usually your best option.

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 37 reviews
9.4Crew
6.4Food
8.9Boarding
7.2Entertainment
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.

great! appreciated the last minute upgrade to Comfort+ exit row, as well

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

The wait in the tunnel to enter the plane was too long. The counter personnel, specially ''Israel'' was really not welcoming considering Delta Standards. Other than this everything was good overall.

Delta exceeded my expectations! I am beyond satisfied. Thank you!

Everything was very good or excellent, but the seats were extremely uncomfortable and painful.

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.

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.

Our trip to Spain turned into a stressful ordeal with cockpit issues and FAA air traffic disruptions. Our American Airlines flight from Raleigh to JFK was delayed nearly four hours, causing us to miss our connections to Madrid and Jerez. We were left stranded in New York with children, even running out of diapers while trying to sort everything out. American refused to cover hotels or rental cars, leaving us to arrange and pay for them ourselves. The delays also disrupted our prepaid rental car reservations in Spain. It was a frustrating and expensive start to a family trip we had spent months planning.

Very cold on board it was like having 16hours sitting in a fridge

Old dirty plane but great lie flat seats in business class

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.

More options for your flight from John F Kennedy Intl to the Cayman Islands

Complete your trip to the Cayman Islands with a hotel stay or car rental