$134 Find Cheap Flights from New York to the Cayman Islands - Compare and Save

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 9/28. 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 Town1 stop$394
Cayman Brac
Cayman Brac2 stops$739
Little Cayman
Little Cayman2 stops$768
George Town
George Town1 stop$394
Cayman Brac
Cayman Brac2 stops$739
Little Cayman
Little Cayman2 stops$768

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

Wed, Sep 16 - Mon, Sep 21
Air Canada Logo
4:30 pm - 11:25 am
EWR
-
GCM
19h 55m
1 stop
Air Canada Logo
12:25 pm - 7:00 pm
GCM
-
EWR
29h 35m
1 stop
$394Air Canada
Fri, Sep 18 - Mon, Sep 21
Air Canada Logo
6:55 pm - 9:45 am
EWR
-
GCM
15h 50m
1 stop
Air Canada Logo
12:25 pm - 10:08 am
GCM
-
EWR
20h 43m
1 stop
$394Air Canada
Mon, Sep 14 - Sun, Sep 20
Cayman Airways Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$409Cayman Airways
Thu, Sep 3 - Sun, Sep 6
Cayman Airways Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$425Cayman Airways
Sat, Aug 29 - Sat, Sep 5
JetBlue Logo
9:49 am - 12:55 pm
JFK
-
GCM
4h 06mnonstop
JetBlue Logo
2:07 pm - 6:59 pm
GCM
-
JFK
3h 52mnonstop
$435JetBlue
Sat, Aug 29 - Sat, Sep 5
JetBlue Logo
9:49 am - 12:55 pm
JFK
-
GCM
4h 06mnonstop
JetBlue Logo
2:07 pm - 6:59 pm
GCM
-
JFK
3h 52mnonstop
$438JetBlue
Sat, Jan 9 - Sat, Jan 16
Delta Logo
8:40 am - 12:50 pm
JFK
-
GCM
4h 10mnonstop
Delta Logo
2:15 pm - 6:10 pm
GCM
-
JFK
3h 55mnonstop
$441Delta
Sat, Jan 16 - Sat, Jan 23
Delta Logo
8:40 am - 12:50 pm
JFK
-
GCM
4h 10mnonstop
Delta Logo
2:15 pm - 6:10 pm
GCM
-
JFK
3h 55mnonstop
$441Delta
Sat, Nov 14 - Tue, Nov 17
United Airlines Logo
9:05 am - 1:15 pm
EWR
-
GCM
4h 10mnonstop
United Airlines Logo
5:45 pm - 10:28 am
GCM
-
EWR
16h 43m
1 stop
$451United Airlines
Sat, Oct 31 - Sat, Dec 5
United Airlines Logo
9:05 am - 12:15 pm
EWR
-
GCM
4h 10mnonstop
United Airlines Logo
2:50 pm - 11:29 pm
GCM
-
EWR
8h 39m
1 stop
$451United 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 5 days was to George Town, at $250 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 $250.

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 $343 on average. Morning departures are around 23% 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 $424.

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.

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 $538 on average.

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 $381 (return) on average. On the other hand, the most expensive months are July and February, when the average cost of round-trip tickets is $543 and $504 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 5 weeks before departure.

Good to know

Low season

September

Cheapest flight

$134
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 19% 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.

  • How many flights are there between New York and Cayman Islands per day?

    Each day, there are between 1 and 2 nonstop flights that take off from New York and land in the Cayman Islands, with an average flight time of 4h 02m. The most common departure time is 9:00 am and most flights take off in the morning, while the most flights land at George Town. Each week, there are 4 flights. The most frequent day of departure is Saturday, when 50% of all weekly flights depart. The fewest flights depart on a Monday.

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

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

8.0 ExcellentJeffrey, Jul 2026
GCM - MIA
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.

Poor communication, we sat on the plane for an hour before pushing back. They were oversold and with a full plane kept looking for someone to step off for someone else to board. So after an hour wait at the gate we missed our departure window and proceeded to spend an additional hour on the tarmac waiting for a refiled flight plan according to the pilots. Occasional updates, somewhat insensitive crew to passengers needing to use the lavatory (it was 2 hrs beyond what anyone expected). Overall just poor execution...especially when the flight was listed as "arriving early" up until about 30 minutes past our departure time.

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

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.

Flight delayed due to ground hold. Republic airways did a great job.

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.

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

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.

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

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

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Excellent as always. Service was excellent and fully bilingual. Cannot complain .Will travel again. Always have and will continue. Highly recommended.

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

Crew and agents misguiding on tight connections, and lack of connecting crew looking for inbound planes. A very avoidable missed connection as a result.

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.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

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.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

see my previous response about being kicked off the flight and having to fly the next day, ruining a planned vacation tour.

It was a smooth flight and the pilot was very pleasant

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

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.