$209 Find Cheap Flights from the Cayman Islands to New York - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

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

Mon, Dec 7 - Mon, Dec 14
Air Canada Logo
1:10 pm - 5:53 pmGCM  George Town Owen Roberts Intl-LGA New York LaGuardia
28h 43m1 stop Toronto Pearson Intl
Air Canada Logo
10:00 am - 12:10 pmLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
26h 10m1 stop Toronto Pearson Intl
$342Air Canada
Fri, Oct 23 - Sat, Oct 31
American Airlines Logo
2:10 pm - 12:58 amGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
9h 48m1 stop Miami
American Airlines Logo
5:55 am - 7:00 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
14h 05m1 stop Miami
$345American Airlines
Fri, Nov 13 - Sun, Nov 15
American Airlines Logo
8:15 am - 9:30 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
13h 15m1 stop Miami
American Airlines Logo
6:00 am - 11:55 amJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
5h 55m1 stop Miami
$345American Airlines
Sun, Oct 4 - Mon, Oct 12
Cayman Airways Logo
6:10 pm - 11:00 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
3h 50mnonstop
Cayman Airways Logo
11:45 am - 2:45 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
4h 00mnonstop
$346Cayman Airways
Sun, Oct 4 - Mon, Oct 12
Cayman Airways Logo
6:10 pm - 11:00 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
3h 50mnonstop
Cayman Airways Logo
11:45 am - 2:45 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
4h 00mnonstop
$353Cayman Airways
Sat, Sep 12 - Wed, Sep 16
Air Canada Logo
10:40 am - 7:36 amGCM  George Town Owen Roberts Intl-LGA New York LaGuardia
19h 56m1 stop Toronto Pearson Intl
Air Canada Logo
11:35 am - 11:25 amLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
24h 50m1 stop Toronto Pearson Intl
$361Air Canada
Tue, Nov 24 - 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
$381JetBlue
Mon, Nov 23 - 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
$381JetBlue
Sun, Nov 22 - Thu, Dec 3
United Airlines Logo
2:25 pm - 6:20 pmGCM  George Town Owen Roberts Intl-EWR Newark
3h 55mnonstop
United Airlines Logo
8:00 am - 4:30 pmEWR  Newark-GCM George Town Owen Roberts Intl
8h 30m1 stop Houston George Bush Intcntl
$381United Airlines
Sun, Nov 22 - Tue, Dec 1
United Airlines Logo
2:25 pm - 6:20 pmGCM  George Town Owen Roberts Intl-EWR Newark
3h 55mnonstop
United Airlines Logo
6:00 am - 4:30 pmEWR  Newark-GCM George Town Owen Roberts Intl
10h 30m1 stop Houston George Bush Intcntl
$381United 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 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 $273. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $531 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 $599 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 $331 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 $391.

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 $265 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 $156.

Good to know

Low season

January

Cheapest flight

$209
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 38% 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 $566. The cheapest price found on KAYAK in the last 2 weeks cost $239 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 26,688 direct flights from within Cayman Islands to New York. The most common day for departures is Sunday, with 15% 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 $453 or less one-way and $265 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
9.5Crew
8.5Comfort
7.2Entertainment
9.0Boarding
6.4Food
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.

Boarding time was delayed in more than two hours. Then another hour on the ground before take off. Wi-fi was not working throughout the flight. Business class in even rows by the window are not so comfortable. And space for feet always feel tight. Had a meeting in New York early the following day with multiple people and had to request a delayed start.

My flight was delayed so bad i missed u it so i just said never mind

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!

Seats could be more comfortable, food was plentiful and good.

It was great. All the crew were professional and nice.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

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

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.

Uncomfortable seats, spotty WiFi, only Biscoff for snack (no one likes those).

boarding announcements werent clear/loud. Tired of those cookies. Of the 3 staff/attendants, 1 was good and the other 2 were mediocre.

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.

The plane took off very late upon arrival and departure

The seats were roomier than other airplanes I’ve been on.

Checking-in in Barbados was excellent, connecting in JFK to JAX was a nightmare, had to wait over 1 hour and 20 minutes to receive my check bag. After receiving my checked bag and going to the gate to check in for my flight to Jax the crew there had no clue. They first told me that I had missed the flight and had to rebooked.. after trying to speak with JetBlue reservations (without luck) I was asked to leave my Phone number for a recall, I did so and my call was returned after 15 hours. I finally looked at the information board and saw the flight that I was originally scheduled for was still at the gate. I alerted an JetBlue employee of my findings and was told to rush to the gate and see if I could still board. The agent at the boarding gate apparently was having a very bad day, after lecturing me on how late I was (which was not a fault of mine) let me on the flight. A VERY BAD EXPERIENCE. I will NEVER fly JetBlue ever in my life again.

The boarding gate experience was good, however they were too exact at checking

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

Probably won't be traveling with JetBlue again. The planes for both flights were so old; I was honestly nervous it was going to hold up. The screens had so much static. I couldn't change the volume and my movie changed to Portuguese five minutes in and refused to switch back to English. Onboarding process on the way back was utter chaos.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Mount Laurel
Parsippany
Danbury
Long Branch
Elizabeth
Beach Haven
North Bergen
Wayne
Absecon
Garden City
Fort Lee
Toms River
Somerset
Woodbridge
Langhorne
Hauppauge
Weehawken
Melville
Nanuet
Ocean Grove

Everything you need to know for your flight to New York

Cabin class types available on flights to New York