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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 5 days
Sort by: Cheapest
George Town
4h 00mNonstop
from $339per person
Cayman Brac
18h 40m5 stops
from $816per person
Little Cayman
18h 35m4 stops
from $1,084per person
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?

The cheapest ticket to the Cayman Islands from New York found in the last 5 days was to George Town, at $170 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 $170.

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 $338 on average. Morning departures are around 27% 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 $428.

Can I save money by flying with a layover from New York 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 $548 on average.

What is the cheapest month to fly from New York to the Cayman Islands?

The cheapest month for flights from New York to the Cayman Islands is January, when tickets cost $375 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $540 and $530 respectively.

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

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 Saturday, and avoid Wednesdays for better deals.

How far in advance should I book a flight from New York to the Cayman Islands?

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

$124
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 17% increase in price.
Flight from Newark Liberty 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?

    There is a maximum of 1 nonstop flight a day that takes off from New York 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.

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 37 reviews
8.9Boarding
7.2Entertainment
6.4Food
8.5Comfort
9.4Crew
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.

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!

Flight was on time! That's the most important thing for me.

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

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

There were weather issues in the area apparently; however, that was not obvious from what we saw outside of LaGuardia. We were delayed leaving (which I understand); however, once we were on the plane we didn't leave for a long time. It may have been two hours?? - all I know is that we sat there for a long time with no information as to why we were not taking off. Finally, after 45 minutes to an hour (maybe?), the pilot gave us an update that no planes were able to go in the our flight path direction (or something like that) due to weather. There was nothing additional added. What does this mean? Why is this? What are the options? When will you give us another update? There were no updates for maybe another 30-45 minutes. There was no explanation as to why we couldn't be rerouted to avoid the weather. We had no information at all. We just sat on the plane (for about 2 hours) with very limited information. All I would have wanted is an explanation as to what was going on. Tell me there is bad weather coming our way. Tell me they are working to reroute us around it (which is what they did). Tell me SOMETHING.

My 4pm flight did not leave until about 10pm. I did not enjoy this experience.

Had one of the worst travel experiences I've ever had. 1.5-hour delay turned into being held on the tarmac and our pilots timing out. Was supposed to take off at 4pm and didn't take off until 10:30pm.

Great people making you feel great and pointing you in the right direction always

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.

5 hours delay - minimum communication, no compensation, no support from Airline. Terrible customer experience

Old dirty plane but great lie flat seats in business class

Our flight from Chicago to Des Moines was the problem flight due to a dismissive flight attendant. His conduct was unnecessary and unprofessional.. I will avoid using Americam Airlines again because of the situation. Very disappointing.

Aa cancelled my flight where I was in first class seat 4B. They auto rebooked me on another flight, did not give me a seat assignment until at the gate. Where I got seat 29f, for a 4 hr flight. No accommodation at all for my first class ticket. Left 3 hrs late as well.

It was delayed 5 hours due weather and your app should be rebuilt or disabled. I could not change my original flight on delta so I did it through the delta app. Then rebooked on American once delta cancelled all flights from LGA to PIT on 8/27. American Airlines was fine once the flight took off 5 hours later. I wish my company would find a better provider than kayak.

DCA-LAX No screen on a 5 hour flight (almost) no food for sale on a 5 hour flight (practically) no wifi coverage or speed on a 5 hour flight I should have gotten my money back, shame on American

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.

The entire process could’ve been better. Delayed multiple times and American lied and said it was due to Weather in New York, even though other flights were taking off the entire time (including other American Airlines flights)

There were alot of delays without any information. First, my original flight was overbooked so I volunteered to stay back. The layover was hell, I sat in the airport for 4 hours. I was highly disappointed because no one was around to provide answers.

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

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.

More options for your flight from New York to the Cayman Islands

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