$95 Find Cheap Flights from New York to the 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 New York to the Cayman Islands departing on 5/3. 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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Cheap Flights from New York to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Townnonstop$311
Cayman Brac
Cayman Brac2 stops$437
Little Cayman
Little Cayman2 stops$620
George Town
George Townnonstop$311
Cayman Brac
Cayman Brac2 stops$437
Little Cayman
Little Cayman2 stops$620

Book Cheap New York 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 New York 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 New York to the Cayman Islands

Sun, Mar 22 - Wed, Mar 25
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
$311Cayman Airways
Thu, Apr 16 - Mon, Apr 20
American Airlines Logo
6:30 am - 11:31 am
JFK
-
GCM
6h 01m
1 stop
American Airlines Logo
12:00 pm - 8:44 pm
GCM
-
JFK
7h 44m
1 stop
$313American Airlines
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
6:30 am - 11:31 am
JFK
-
GCM
6h 01m
1 stop
American Airlines Logo
12:35 pm - 10:16 pm
GCM
-
JFK
8h 41m
1 stop
$314American Airlines
Sun, May 10 - Sat, May 16
Multiple Airlines Logo
3:00 pm - 6:00 pm
JFK
-
GCM
4h 00mnonstop
Multiple Airlines Logo
2:15 pm - 7:07 pm
GCM
-
JFK
3h 52mnonstop
$317Multiple Airlines
Fri, Apr 17 - Wed, Apr 22
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
$321Multiple Airlines
Sat, May 9 - Sat, May 16
JetBlue Logo
9:45 am - 12:55 pm
JFK
-
GCM
4h 10mnonstop
JetBlue Logo
2:15 pm - 7:07 pm
GCM
-
JFK
3h 52mnonstop
$326JetBlue
Sat, May 9 - Sat, May 16
JetBlue Logo
9:45 am - 12:55 pm
JFK
-
GCM
4h 10mnonstop
JetBlue Logo
2:15 pm - 7:07 pm
GCM
-
JFK
3h 52mnonstop
$331JetBlue
Sun, Apr 12 - Thu, Apr 16
United Airlines Logo
10:35 am - 1:35 pm
EWR
-
GCM
4h 00mnonstop
United Airlines Logo
12:55 pm - 5:53 pm
GCM
-
EWR
3h 58mnonstop
$331United Airlines
Thu, Apr 9 - Thu, Apr 16
Air Canada Logo
11:35 am - 10:10 am
LGA
-
GCM
23h 35m
1 stop
Air Canada Logo
11:55 am - 6:01 pm
GCM
-
LGA
29h 06m
1 stop
$339Air Canada
Mon, Apr 20 - Fri, Apr 24
United Airlines Logo
8:45 am - 11:45 am
EWR
-
GCM
4h 00mnonstop
United Airlines Logo
1:35 pm - 12:57 am
GCM
-
EWR
10h 22m
1 stop
$341United Airlines
Booking Insights

KAYAK's insights & trends for New York to the Cayman Islands flights

Get data-powered insights and trends into flights from New York 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 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 found in the last 72 hours was to George Town, at $203 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 $203.

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

The average price for all round-trip flights from New York 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 $340 on average. Morning departures are around 28% 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 $436.

Can I save money by flying with a layover from New York 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 $423, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York 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 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 to the Cayman Islands is January, when tickets cost $370 (return) on average. On the other hand, the most expensive months are February and July, when the average cost of round-trip tickets is $520 and $519 respectively.

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

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

Your flight ticket price will generally be cheaper if you fly to Cayman Islands on a Wednesday and more expensive on a Tuesday. On your return trip to New York, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

How far in advance should I book a flight from New York 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 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 to the Cayman Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$95
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 10% 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 from New York to the 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 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 from New York to the 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 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 from New York to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to the Cayman Islands

  • 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.

Reviews of the 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.
8.9
Cayman AirwaysOverall score based on 31 reviews
8.5Comfort
6.1Food
9.0Boarding
7.0Entertainment
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.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Delayed. Hot. Passenger next to me was so large I couldn’t move.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

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

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

The whole experience was excellent. As it most often is with Delta

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.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

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!

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

Once boarding started it was pretty quick. Food was inedible; cold and salty..

Much better than Spirit. I was please by the easy fast check in and boarding

Same thing as flight from Pheonix to Newark. Uograded and Promised extra leg room and when I got to the seat it had none.

Everything except the food and entertainment. It was a great experience though

The attendant on board was amazing. She should be doing business/first international long haul.

Although our flight was delayed the overall boarding process was very smooth and the crew was accommodating.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

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.

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!

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

Everything you need to know for your flight from New York to the Cayman Islands

Cabin class types available on flights to the Cayman Islands

Cabin classes available on flights to the Cayman Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.