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Find cheap flights from New York to the Cayman Islands from $128

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 the Cayman Islands departing on 10/20. 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
sab 5/25
sab 6/1

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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

George Town
George Townnonstop$307
Cayman Brac
Cayman Brac1 stop$400
Little Cayman
Little Cayman2 stops$717

Good to know

Low season

September

High season

April

Cheapest flight

$128
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from New York John F Kennedy Airport to George Town

FAQs - booking Cayman Islands flights

  • What type of documentation will I need to make a flight to the Cayman Islands?

    Citizens of the United States making the trip to the Cayman Islands need to have a valid passport when they arrive in the country. For those traveling on a vacation to this beautiful destination as a tourist, there is no need to obtain any type of visa to make a trip to the Cayman Islands.

  • If I plan on renting a car when I arrive in the Cayman Islands, what child car seat laws do I need to know about?

    Laws in this country state that any child traveling any vehicle needs to be wearing a seatbelt. Any child that is under the age of 14 years old needs to ride in the rear of a vehicle. Any child traveling in a rear-facing child car seat cannot ride in a seat with a front airbag. All children two years old and younger need to be in a proper child restraint seat. Confirm with your rental car company that they can rent you car seats if you do not plan on bringing your own.

  • Are there any public transportation options to get me from the center of Newark to Newark International Airport?

    One of the most convenient ways to get to this airport is the travel aboard NJ Transit trains making the trip to the Newark Liberty Airport Station. Once at the station, you can hop aboard the Air Train that offers service to all of the terminal buildings at the airport.

  • Are there any lounges where I can wait for my flight to the Cayman Islands at New York La Guardia Aiport?

    This airport offers lounges from American Airlines, United Airlines, and Delta Airlines. There is also a Centurion Lounge as well as a Minute Suites express location inside the airport terminal buildings.

  • How does KAYAK find such low prices on flights from New York to the 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 to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the Cayman Islands from New York 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 to the 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 to the Cayman Islands with an airline and back to New York with another airline.

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

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Morning departure is around 36% cheaper than an evening flight, on average*.
  • If you are traveling from the New York area to the small island airport of Little Cayman (LYB), you will find two-stop flights departing from both Newark International Airport (EWR) and New York La Guardia Aiport (LGA).
  • For travelers looking for a convenient way to New York La Guardia Aiport without having to drive, a quick and convenient choice is to ride aboard the LaGuardia Link Q70 bus. This bus offers service from neighborhoods like Queens, Manhattan, and Long Island to the airport.
  • If you're looking for a very comfortable place to wait for your Newark International Airport flight to the Cayman Islands, this airport has airline lounges from Lufthansa airlines, United Airlines, American Airlines, British Airways, and Delta Airlines.
  • If you are looking for a quick and convenient way to get from George Town Owen Roberts International Airport (GCM) to the center of George Town, consider riding aboard the line number five bus operated by Grand Cayman Island Buses that makes the trip in around 9min.
  • If you have traveled all the way to the George Town Owen Roberts International Airport and forgot to do a currency exchange before you departed from the New York area, this Airport offers currency exchange services and even has an auto-exchange machine in the terminal building.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from New York to the Cayman Islands

 
Need help choosing which airline to fly with from New York 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.
8.2
Cayman AirwaysOverall score based on 40 reviews
8.5boarding
7.0entertainment
8.2comfort
6.6food
9.0crew
Airline reviews

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!

4.0 OkayAnonymous, Nov 2023GCM - JFK
Read more about Cayman Airways reviews

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.

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Seat back monitors and outlets were dead and not working.

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

Service was good for such a short flight. Small plane but smooth flight.

The flight was delayed but we got to our final destination.

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

The helpful attitude of the staff, and being a wheelchair passenger everyone was helpful and understanding. The trip was made comfortable by the upgraded seat which was given without my request, that was a great surprise. Thank you Delta.

Everything went well with the flight. But one of the flight attendants had on inappropriate pants. She had on an old worn out pair of sweat pants. The back seam was unrivaled and should not have been worn for work. If I had not seen her in the airport with the standard type of luggage, I certainly would not have thought she was working for Delta. Not a good look at all for representation.

Great!! I haven’t had a bad experience with them.

The plane was one hour late cause they were doing some reparations with us on the plane no mention I was in the first seat and the door was open the entire time with 8 degrees! The plane was totally dirty no mention old ! The staff was nice but no put together, the attention to details and passenger experience is missing and i always travel first !!! Is better the lounge than the plane! KLM/air France every details is taken care maybe you need a creative creator or experience client need asap was terrible and not memorable for the price that I payed very dissatisfied

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

The staff at JFK were rude and unhelpful. I was harassed for the same bag that I used on my flight to jfk with no issues claiming it was the inappropriate size. The women then allowed my travel companion to board with the same size bag because they thought she was more “humble”. Also on the flight when informing the flight attendant that nationals no longer have to fill out the Bahamas immigration form my statement was met with eye rolling and attitude.

One of the crew members, a male complained about my bag being too heavy, which I felt was really unnecessary. I am disabled and would have carried it myself if I thought it was going to be a problem. In addition the landing was rough because everyone gasped in unison which it touched down.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Surly, unhelpful ground staff at JFK. There was a complete lack of empathy—a flawed check-in ordeal caused us to miss our flight. All airlines that I have ever flown would have worked to help me solve the ticket problem. Instead, frontline employees shrugged their shoulders and pointed fingers at us for having made an error. I will do anything to avoid EVER flying on Jet Blue again. It well deserves its low rank among airlines.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Nice flight, nice crew but no cookie or napkin with my seltzer.

The flight was canceled. Got rebooked to Chicago and when we arrived our luggage where to there. They were going to our original destination the day after. They would not deliver them to our house. We had to go pick them up.

EWR terminal C United Club is great. Flight and everything else mediocre

737 Max was leaking water into the cabin through the windows. Overhead bins opened on landing. Bad bad plane.

Very bad , airplain had problem with engines , had to evacuate, had a delay on my trip for almost 4 hours , lost my rental car in london..

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Easy boarding in group 2. Landed 1/2 hr early. Delicious cookie snack.

Good. The wife was not working but then it got resolved.

Missed this flight due to delays from my previous flight

Awful customer service on the phone. No phone number on the website to call a real person. Website says changes are no charge but this is a lie. I had a cheaper ticket through Kayak therefore Finnair wouldn’t change it unless I would pay the entire fare again. I begged but their agents at the airport were rude and the online chat person cut off the call with no help. Super disappointed. Wont fly this airline again and will tell everyone I meet how bad it is. Crew on the flight was nice but otherwise huge disappointment.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

It was less than what is expected for a business class ticket I thought that the staff actively ignored me because I either looked Indian or Hispanic to them and I guess I did not deserve their attention. The food which included a beef entree was not available so not enough food was ordered for number of seats available. I will say experience in Greenwich lounge was very good and the staff there at the airport were very nice. May be your crew needs to learn about racial equity so that everyone gets either the same aweful treatment or hopefully the best treatment which is what we expect I recommend you take a flight with Singapore airlines that I have taken and the crew remember your last names and use it to address each person, food never finishes if you are at the back of business class and crew anticipate your need even before you articulate. Same price and 100 times better service than American Airlines

pleased with overall experienced, but seats in coach are tight.

Don't often sit in 1st class. Our experience was great.

The 2 hour delay was frustrating but our crew did a great job getting us out quickly and keeping communication especially with the people who had connecting flights

It was right on time and crew were very courteous

So i was checked in for the seat number 40K. Unfortunately my seat was not able to recline which end up having very uncomfortable 15 hours flight.

Lack of information. No meal for a 6hr international flight that departs during dinner time

American always delays flight so it stressful getting the next connection

Book cheap flights from New York to the Cayman Islands

Recent round-trip flight deals

6/10lun
nonstopCayman Airways
4h 00mJFK-GCM
6/12mer
nonstopCayman Airways
3h 50mGCM-JFK
$307
6/10lun
nonstopCayman Airways
4h 00mJFK-GCM
6/16dom
nonstopCayman Airways
3h 50mGCM-JFK
$309
5/18sab
nonstopJetBlue
3h 51mJFK-GCM
5/25sab
nonstopJetBlue
3h 45mGCM-JFK
$324
6/1sab
nonstopUnited Airlines
4h 00mEWR-GCM
6/8sab
nonstopUnited Airlines
4h 00mGCM-EWR
$324
5/27lun
1 stopUnited Airlines
7h 31mEWR-GCM
6/1sab
nonstopUnited Airlines
4h 00mGCM-EWR
$328
6/9dom
1 stopAmerican Airlines
5h 53mLGA-GCM
6/17lun
1 stopAmerican Airlines
6h 44mGCM-LGA
$331
5/11sab
nonstopJetBlue
3h 51mJFK-GCM
5/18sab
nonstopJetBlue
3h 45mGCM-JFK
$334
5/9gio
1 stopAmerican Airlines
8h 30mJFK-GCM
5/18sab
1 stopAmerican Airlines
6h 29mGCM-JFK
$335
7/9mar
1 stopDelta
6h 30mLGA-GCM
7/16mar
1 stopDelta
9h 33mGCM-LGA
$338
7/11gio
1 stopDelta
26h 31mLGA-GCM
7/22lun
1 stopDelta
7h 35mGCM-LGA
$346

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Recent one-way flight deals

10/20dom
nonstopCayman Airways
4h 00mJFK-GCM
$128
9/30lun
1 stopAmerican Airlines
18h 19mEWR-GCM
$128
9/29dom
1 stopDelta
25h 30mLGA-GCM
$130
7/31mer
nonstopJetBlue
3h 45mJFK-GCM
$133
8/2ven
nonstopJetBlue
3h 45mJFK-GCM
$148
5/25sab
1 stopUnited Airlines
7h 51mLGA-GCM
$152
5/17ven
1 stopBritish Airways
18h 35mJFK-GCM
$154
5/17ven
2 stopsBritish Airways
8h 06mJFK-GCM
$155
5/16gio
1 stopUnited Airlines
20h 40mEWR-GCM
$165
7/31mer
1 stopDelta
6h 30mJFK-GCM
$167

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Last minute flights from New York to the Cayman Islands

Last minute flight, train and bus deals

4/30mar
multi-stopAir Canada
42h 35mLGA-GCM
5/5dom
multi-stopAir Canada
15h 10mGCM-LGA
$432
4/27sab
nonstopJetBlue
4h 04mJFK-GCM
5/1mer
nonstopJetBlue
3h 45mGCM-JFK
$459
4/30mar
multi-stopAir Canada
42h 35mLGA-GCM
5/5dom
multi-stopAir Canada
26h 01mGCM-LGA
$468
4/27sab
multi-stopDelta
6h 43mLGA-GCM
5/1mer
multi-stopDelta
7h 38mGCM-LGA
$473
4/27sab
multi-stopAmerican Airlines
6h 26mJFK-GCM
5/1mer
multi-stopAmerican Airlines
18h 05mGCM-JFK
$479
4/27sab
multi-stopAmerican Airlines
7h 23mEWR-GCM
5/1mer
multi-stopAmerican Airlines
18h 06mGCM-EWR
$479
4/27sab
nonstopUnited Airlines
4h 00mEWR-GCM
4/30mar
nonstopUnited Airlines
3h 57mGCM-EWR
$484
4/27sab
multi-stopUnited Airlines
5h 42mEWR-GCM
4/30mar
nonstopUnited Airlines
3h 57mGCM-EWR
$488
4/26ven
multi-stop
41h 20mLGA-GCM
5/2gio
multi-stop
27h 44mGCM-LGA
$502
4/30mar
multi-stop
9h 50mEWR-GCM
5/5dom
multi-stop
15h 02mGCM-EWR
$534

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Flights to the Cayman Islands

Return flight deals:

Cayman Islands - New York

Cabin classes:

$889
$1,536
$132