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Cheap Flights from the Cayman Islands to New York

 
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

Thu, Sep 24 - Sun, Sep 27
Air Canada Logo
12:25 pm - 10:12 amGCM  George Town Owen Roberts Intl-EWR Newark
20h 47m1 stop Toronto Pearson Intl
Air Canada Logo
9:00 am - 11:25 amEWR  Newark-GCM George Town Owen Roberts Intl
27h 25m1 stop Toronto Pearson Intl
$321Air Canada
Thu, Sep 24 - Sun, Sep 27
Air Canada Logo
12:25 pm - 2:59 pmGCM  George Town Owen Roberts Intl-LGA New York LaGuardia
25h 34m1 stop Toronto Pearson Intl
Air Canada Logo
8:45 am - 11:25 amLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
27h 40m1 stop Toronto Pearson Intl
$321Air Canada
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
12:00 pm - 10:49 pmGCM  George Town Owen Roberts Intl-LGA New York LaGuardia
9h 49m1 stop Miami
American Airlines Logo
7:59 am - 1:10 pmLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
6h 11m1 stop Miami
$385American Airlines
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
12:00 pm - 11:05 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
10h 05m1 stop Miami
American Airlines Logo
5:55 am - 11:00 amJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
6h 05m1 stop Miami
$385American Airlines
Sat, Oct 31 - Sun, Nov 8
United Airlines Logo
1:25 pm - 6:20 pmGCM  George Town Owen Roberts Intl-EWR Newark
3h 55mnonstop
United Airlines Logo
9:05 am - 1:15 pmEWR  Newark-GCM George Town Owen Roberts Intl
4h 10mnonstop
$401United Airlines
Sat, Oct 31 - Sun, Nov 8
United Airlines Logo
1:25 pm - 6:20 pmGCM  George Town Owen Roberts Intl-EWR Newark
3h 55mnonstop
United Airlines Logo
7:30 am - 4:30 pmEWR  Newark-GCM George Town Owen Roberts Intl
9h 00m1 stop Houston George Bush Intcntl
$405United Airlines
Wed, Nov 25 - Fri, Nov 27
JetBlue Logo
3:10 pm - 6:55 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
3h 45mnonstop
JetBlue Logo
9:55 am - 2:00 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
4h 05mnonstop
$421JetBlue
Wed, Nov 25 - Sat, Nov 28
JetBlue Logo
3:10 pm - 6:55 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
3h 45mnonstop
JetBlue Logo
9:35 am - 1:40 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
4h 05mnonstop
$441JetBlue
Thu, Nov 26 - Wed, Dec 2
Delta Logo
1:50 pm - 12:59 amGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
11h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:25 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
6h 25m1 stop Atlanta Hartsfield-Jackson
$511Delta
Sun, Oct 4 - Wed, Dec 2
Delta Logo
1:00 pm - 12:59 amGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
10h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:25 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
6h 25m1 stop Atlanta Hartsfield-Jackson
$524Delta
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 day to fly to New York?

Based on KAYAK data, the cheapest day to fly to New York is Saturday where round-trip tickets can be as cheap as $287. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $556 on average.

What is the cheapest month to fly to New York?

The cheapest month for flights to New York is November, where tickets cost $298 on average for return flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from the Cayman Islands is $979 and $691 respectively. For one-way flights, the best month to travel is March with an average price of $218.

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

The cheapest time of day to fly to New York is generally in the morning, when round-trip flights cost $341 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 $392.

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 $263 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 $163.

Good to know

Low season

January

Cheapest flight

$199
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 39% lower on average.
Flight from George Town to Newark Liberty Airport

FAQs - booking New York flights

  • 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 $595. The cheapest price found on KAYAK in the last 2 weeks cost $222 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.

  • How many direct flights to New York are there each week?

    Each week there are around 39,408 direct flights from within Cayman Islands to New York. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to New York

  • Looking for a cheap flight? 25% of our users found flights on this route for $371 or less one-way and $263 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

 
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.
8.9
Cayman AirwaysOverall score based on 36 reviews
9.0Boarding
8.5Comfort
6.4Food
9.5Crew
7.2Entertainment
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.

WiFi was slow as compared to trip down. Maybe because it was a night flight and more people were using it?

Excellent except for the 2 screaming kids who wouldn’t stop crying and screaming for the entire flight but what are you going to do? The flight was early- good experience

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

Boarding was a complete mess. The whole system went down. People got wrong seat for the first half an hour.

First time flying business class. Very comfortable for our long flight to Europe.

Flight was late to take off Plane broke down Had to move everyone to another plane Told we weren’t going to LGA but Newark Also told we would be taken to NY But United lied and we ended up at Newark at 2 in the morning Horrible experience. And the experience of trying to get compensation from United is just as bad. They could not care less about their passengers Never again!

There was no room in overhead bin to place our luggage despite we had tree seats. It means a lot of people had more than 1 carry on bags. When I asked a crew member to help she said that it was not her responsibility.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Wheelchair assistance was not complete. The person left me at the departure gate without informing the groundstaff of my requirements. I had to walk to the departure counter to ask for help to reach the plane door. The crew informed me that in future they were not allowed to help passengers like me, senior citizen and Wheelchair passenger with placing their carry on bags in the overhead compartments!

Very bumpy flight & the crew was not happy to be there

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Old plane. Nowhere as compared to non US airlines like JAL.

Not good always. Even our trip to japan was disaster with the American airlines delays and cancellatios. Now unfortunately we needed to book again with them last min. Was okay but as usual not comfortable seating.

Susan the flight attendant was great. She greeted me with a smile and showed great hospitality.

Horrible! We departed out of terminal 5, not only was the sign for flights and gate information were so badly organized that it took 2 minutes for all of the flight info load for the correct airline. One would think BA would have new and well managed jet ways, but no you had to take a bus to the plane. It took for every and detailed departure by 40 mins. I’ve had better class of service from Indian Airlines. BA needs to work on upscaling to meet the Industry norms. I can see regional airlines using this loading method but not on an international flight.

Flying on this airline is nothing short of a full blown circus clown show. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. Can’t forget to mention that on all of these planes the WiFi only worked on two. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡

Overall good, but it would be better more movies and tv shows options

Boarding was horrendous! Took absolutely forever… and the delay from the broken coffee pot was really kind of ridiculous

Food horrible, even because there was no food the personal was rude and show off and the landing and take off ,was an adventure.

Old plane. Dirty. Not many things worked. Service was poor.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

JetBlue cancelled the flight. We had to rebook on another airline.

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