$194 Find Cheap Flights from the Cayman Islands to New York

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New York departing on 5/23. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to New York

 
These are the airlines KAYAK users have selected most often from within our search results for flights to New York, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to New York, as well as popular online travel agencies
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Flight Deals

Cheap Flights from the Cayman Islands to New York

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from the Cayman Islands to New York 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 the Cayman Islands to New York

Sat, Jul 11 - Fri, Aug 21
United Airlines Logo
4:45 pm - 10:33 am
GCM
-
EWR
16h 48m
1 stop
United Airlines Logo
8:37 pm - 12:25 pm
EWR
-
GCM
16h 48m
1 stop
$304United Airlines
Fri, May 22 - Mon, Jun 1
Delta Logo
1:19 pm - 12:59 am
GCM
-
EWR
10h 40m
1 stop
Delta Logo
6:00 am - 11:54 am
EWR
-
GCM
6h 54m
1 stop
$312Delta
Sat, May 23 - Mon, Jun 1
American Airlines Logo
2:17 pm - 10:08 pm
GCM
-
EWR
6h 51m
1 stop
American Airlines Logo
5:00 am - 11:30 am
EWR
-
GCM
7h 30m
1 stop
$313American Airlines
Sat, May 23 - Mon, Jun 1
American Airlines Logo
12:31 pm - 11:45 pm
GCM
-
LGA
10h 14m
1 stop
American Airlines Logo
7:00 am - 4:11 pm
LGA
-
GCM
10h 11m
1 stop
$313American Airlines
Tue, Jul 7 - Tue, Jul 28
American Airlines Logo
5:10 pm - 12:58 am
GCM
-
JFK
6h 48m
1 stop
American Airlines Logo
6:30 am - 1:36 pm
JFK
-
GCM
8h 06m
1 stop
$313American Airlines
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
1:20 pm - 9:01 am
GCM
-
EWR
18h 41m
2 stops
American Airlines Logo
5:40 pm - 10:50 am
EWR
-
GCM
18h 10m
2 stops
$318American Airlines
Sat, May 23 - Mon, Jun 1
American Airlines Logo
12:31 pm - 11:37 pm
GCM
-
LGA
10h 06m
2 stops
American Airlines Logo
6:00 am - 11:01 am
LGA
-
GCM
6h 01m
1 stop
$318American Airlines
Fri, May 22 - Wed, May 27
American Airlines Logo
5:11 pm - 12:59 am
GCM
-
JFK
6h 48m
1 stop
American Airlines Logo
7:30 am - 4:11 pm
JFK
-
GCM
9h 41m
1 stop
$318American Airlines
Wed, Jul 8 - Tue, Aug 11
Delta Logo
12:56 pm - 8:26 am
GCM
-
EWR
18h 30m
2 stops
Delta Logo
6:00 am - 11:39 am
EWR
-
GCM
6h 39m
1 stop
$322Delta
Sat, Jul 11 - Sat, Aug 22
United Airlines Logo
4:45 pm - 10:33 am
GCM
-
EWR
16h 48m
1 stop
United Airlines Logo
6:00 am - 12:25 pm
EWR
-
GCM
7h 25m
1 stop
$339United Airlines
Booking Insights

KAYAK's insights & trends for flights to New York

Get data-powered insights and trends for flights to New York to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to New York?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to New York was found on the route from George Town, at $304 return. The most popular connection is from Los Angeles to New York and KAYAK users have found round-trip deals for as low as $243 in the last 3 days.

What is the cheapest day to fly to New York?

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

Based on KAYAK data, the cheapest day to fly to New York is Saturday where round-trip tickets can be as cheap as $324. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $481 on average.

What is the cheapest month to fly to New York?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to New York, 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 to New York is November, where tickets cost $289 on average for return flights. On the other hand, the most expensive months are August and May, where the average cost of tickets from the Cayman Islands is $490 and $466 respectively. For one-way flights, the best month to travel is November with an average price of $289.

What is the cheapest time of day to fly to New York?

The average price for all round-trip flights to New York depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to New York is generally in the morning, when round-trip flights cost $310 on average. The most expensive time of day to fly to New York is generally in the evening, which is peak travel time and where the average cost of a ticket is $349.

What is a good deal for flights to New York?

If you’re looking for cheap airfare to New York, 25% of our users found tickets to New York for the following prices or less: From George Town $327 round-trip.

Which is the cheapest airport to fly into in New York?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in New York is New Windsor Stewart Airport (SWF), with an average flight price of $139.

Good to know

Low seasonJanuary
Cheapest flight$194
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from George Town to New York John F Kennedy Airport

FAQs - booking New York flights

  • What is the cheapest flight to New York?

    In the last 3 days, the cheapest flight deal to New York was found on the route from George Town, at $304 return. The most popular connection is from Los Angeles to New York and KAYAK users have found round-trip deals for as low as $243 in the last 3 days.

  • Which New York airport is closest to central New York?

    Out of the 3 airports in New York, Newark Liberty Airport is the nearest to the city center (3 miles). You'll travel 16 miles to reach the center of New York if you land in New York LaGuardia Airport and 22 miles if you land in New York John F Kennedy Airport.

  • How much is a flight to New York?

    On average, a flight to New York costs $371. The cheapest price found on KAYAK in the last 2 weeks cost $207 and departed from George Town Owen Roberts Intl Airport.

  • How does KAYAK find such low prices on flights to New York?

    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 to New York.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to New York?

    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 New York 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 to New York?

    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 New York 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 New York

  • Looking for a cheap flight? 25% of our users found flights on this route for $225 or less one-way and $327 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest New York flight deals.

Reviews of the top 4 airlines serving from the Cayman Islands to New York

 
See real verified KAYAK customer reviews for airlines flying to New York. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the Cayman Islands to New York. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to New York? 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.
9.0
Cayman AirwaysOverall score based on 33 reviews
9.0Boarding
6.3Food
7.2Entertainment
8.6Comfort
9.5Crew
Airline reviews

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

10.0 ExcellentJeffrey, Apr 2026
GCM - MIA
Read more Cayman Airways reviews

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.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

It was a really seamless flight and the entertainment selection was excellent.

Business class would have been better , poor quality blanket , services

Flights were on time actually early service was good and crew cheerful

Food was awful. TV didn’t work for long haul flight and my husband needed credit. Staff was nice and did their best but overall conditions were very uncomfortable.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

In general, flight attendants were not very welcoming. Because of delays in departure and luggage handling, we missed our connecting flight. Offered a later flight on standby but available seats were then taken by 4 or 5 airline crew so slept at airport and got home next day. I am a frequent traveler, and this experience was the worst.

I could not get the wifi to work. But like the screen on the seats.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Right now I’m still in Jamaica waiting on a flight to New York which I should be in New York from the 30th and I’m here in Jamaica

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

It was a great flight got here on time wish they would give headphones out for free

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Disaster This is why I stick to delta You get what you pay for

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Traveling to a place near New York?

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Everything you need to know for your flight to New York

Cabin class types available on flights to New York

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