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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
George Town
George Town1 stop$366
Cayman Brac
Cayman Brac2 stops$714
George Town
George Town1 stop$366
Cayman Brac
Cayman Brac2 stops$714
Booking Insights

Price, demand and travel trends for New York 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 to the Cayman Islands cheaper or more expensive than last year?

Fares from New York to the Cayman Islands are running about 4% lower than they were around this time last year, averaging $480 round-trip.

What are the cheapest fares from New York to the Cayman Islands right now?

The cheapest fares from New York to the Cayman Islands on KAYAK in the last week were to George Town Owen Roberts Intl (GCM) from $366 round-trip, and to Cayman Brac Gerrard-Smith (CYB) from $714 round-trip.

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

May is the cheapest time of year to fly, with average fares of $408. Prices are highest in July, when average flight costs increase to around $562.

When is the best time to book flights from New York 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 5% 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?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into the Cayman Islands are:

• George Town Owen Roberts Intl (GCM) (avg. price $492)
• Cayman Brac Gerrard-Smith (CYB) (avg. price $1,105)

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

Tuesday tends to be the cheapest day to fly from New York to the Cayman Islands, while Monday is the most expensive. Fares run about 19% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from New York to the Cayman Islands?

Data from the past 12 months shows it's cheapest to fly to the Cayman Islands during the night with average prices of $395. The evening is the most expensive time to fly, with average prices of $545.

Key details for New York to the Cayman Islands flights

Low season

September

Cheapest flight

$139
Beat the crowds with an average 66% drop in travelers.
The most popular month to fly with an average 72% increase in travelers.
One-way flight from New York LaGuardia Airport to George Town

Your New York 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 to the Cayman Islands?

    Yes. Fares from New York to the Cayman Islands are low right now. As a rule of thumb, a round-trip under $372 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from New York to the Cayman Islands?

    Over the past 12 months, round-trip fares from New York to the Cayman Islands have ranged from $372 to $716.

  • What airlines fly nonstop from New York to the Cayman Islands?

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

    • JetBlue
    • United Airlines
    • Delta

  • Where in the Cayman Islands can I fly nonstop from New York?

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

  • Is it cheaper to fly with a layover from New York to the Cayman Islands?

    No, nonstop flights from New York to the Cayman Islands are typically the cheaper option, averaging $468 over the past 12 months.

  • How long is a flight from New York to the Cayman Islands?

    Flights from New York to the Cayman Islands take 4h 07m on average.

  • Which cabin classes are available on flights from New York to the Cayman Islands?

    On flights from New York to the Cayman Islands you can book Economy Class, Premium Economy Class, Business Class or First Class.

  • What are the earliest and latest flights from New York to the Cayman Islands?

    The earliest nonstop flight from New York to the Cayman Islands departs at 8:25 am and the latest departs at 10:07 am. Nonstop flights take about 4h 07m.

  • 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.

Your guide to booking New York 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 5% 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 Tuesday is usually the cheapest. Flights on Monday cost about 19% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, George Town Owen Roberts Intl (GCM) is the cheapest airport to fly into from New York. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • 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.
  • If you want the shortest trip, choose the nonstop route from New York John F Kennedy Intl Airport to the Cayman Islands. If you'd rather save money, the route from New York John F Kennedy Intl Airport via Washington, D.C. Dulles Intl (IAD) is usually the cheapest.
  • 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 38 reviews
6.4Food
8.5Comfort
9.4Crew
7.2Entertainment
9.0Boarding
Airline reviews

Flight departed ahead of schedule and arrived ahead of schedule.

10.0 ExcellentJeffrey, Oct 2026
Read more Cayman Airways reviews

Flight departed ahead of schedule and arrived ahead of schedule.

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.

Wi-fi was out for the whole flight. I pay a premium to fly Delta because it has wifi and because it was out I didn’t get to work on anything I wanted to. I’ll have to make it up later this week by spending less time with my family.

I just wish the boarding process/time to take off after boarding was quicker and more efficient. I also wish that the overhead luggage was managed better. almost every time i fly there is no space for carry ons and they are either checked or I end up having to store it several rows back from my seat. Delta should not offer carryons for all customers if there is not actually space for everyone

Flight was fine, it was on-time and was not cancelled which is very good. However the small cabin bag was forced check-in although once I entered into the flight there was lot of space which would have accomodated 10 such bags. Moreover this caused delay on arrival of my bag due to which I missed my booked cab and had to wait for another 20 minutes before the next taxi (Uber) arrived.

Only flew a short distance from Buffalo to New York City JFK SO it was okay

Delta seems to be getting worse. They are trying to take any comfort away from poorer people to make more money selling it to the rich. I paid for delta comfort and on my flight from Rome to jfk I had a tv that would go on and off automatically and literally no electrical outlets or usbs worked which was advertised in the price of the fare. The infotainment system wasn’t fully working. Luckily the movies worked and the plane was needing a lot of repairs. The jfk to Tampa flight they stuck me next to this really larger guy who was half in my seat and they should have made other accommodations for him because now you’re interfering with the fare class I paid for and act like I shouldn’t care because I didn’t pay for first class. I couldn’t even pull out my tray table because of this guy. The safety video tv screen you couldn’t even see it. It made me a little scared to fly delta anymore, because if these planes are this much in need of servicing, I have to wonder if the plane is going to make it to the destination.

Delayed departure, 30min. but arrived nearly on time. Crew was reassuring.

First, off the bat, the Delta gate attendant was rude, inattentive and gave us an attitude when we asked for clarification of our seats for this rebooked flight as we missed our connecting flight due to the delay from Berlin. Flight attendants were all but friendly, rushed through for water refills so you couldn’t even catch them to request more water. Snacks were just OK. Headphones for the movies were so bad that with the airplane noise, the volume of the movie wouldn’t go up enough to even understand the voices. I had to turn on CC to even know what was being said.

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

Very crowded and the economy seats were the smallest and with the least legroom I have ever experienced. Cabin staff were excellent although the food service was chaotic as they were being each person their food individually instead of from the wagon.

Flight was very delayed so I was able to get on an earlier flight via stand-by. Crew communicated effectively around delay and worked to make customers comfortable. Wifi was ok, streaming TV was great. App functionality broke down once I was moved to stand-by on earlier flight.

There was not even a single time where united airlines from lga has made to the gate straight , 1 hr if delay today

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.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The plane was FREEZING COLD. Like I was wishing I'd brought gloves. Is this how JetBlue sells more blankets? Other than that, all fine. Crew just as nice as usual. A flight attendant asked (who? The pilot?) to have the air turned down for a great number of passengers who were as cold as I was. They (again -- who is "they") did not.

Flight was fine, but I was annoyed to have to pay for luggage again. We had paid for our luggage on our first two connecting flights with SATA Azores Airlines, but had to pay for luggage again with JetBlue at JFK airport. For one trip we paid over $500 for two suitcases to travel from Azores to San Francisco.

Uncomfortable seat. No help for my disability. Staff refused to help me put my carry-on in the overhead bin. So I had to check the bag.

Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!

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.

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

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

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.

Unfortunately the flight was delayed by almost 2 hours, so I missed an appointment arriving into DFW

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

My experience was excellent for a business trip. I like the smaller jets because everyone gets either a window or aisle seat and the boarding and de-planing goes much faster. I really like the schedule American Airlines has between Atlanta and NY - lots of options. Crews are great and very accommodating. Sometimes the flights are not full and they let people move around once the boarding doors are shut to spread out.

Primary flight attendant in FC wasn't that engaged throughout the flight. All other aspects of flight were good.

Confusion at boarding with my seat (there wasn't one) that I had to have corrected using my status; then because of that had to check bags. And then a very long delay on the tarmac with no air conditioning on a very warm day. It was just a miserable experience all around.

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.

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