$213 Find Cheap Flights from the Cayman Islands to New York - Compare and Save

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 10/15. 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

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

 
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

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
$354Cayman Airways
Thu, Sep 10 - Fri, Sep 11
Air Canada Logo
12:25 pm - 7:36 amGCM  George Town Owen Roberts Intl-LGA New York LaGuardia
18h 11m1 stop Toronto Pearson Intl
Air Canada Logo
4:45 pm - 9:45 amLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
18h 00m1 stop Toronto Pearson Intl
$355Air Canada
Sun, Sep 27 - Mon, Sep 28
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
$355Cayman Airways
Sat, Sep 19 - Wed, Sep 23
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
7:05 pm - 11:25 amLGA  New York LaGuardia-GCM George Town Owen Roberts Intl
17h 20m1 stop Toronto Pearson Intl
$355Air Canada
Mon, Nov 9 - Thu, Dec 3
United Airlines Logo
5:45 pm - 4:29 pmGCM  George Town Owen Roberts Intl-EWR Newark
22h 44m1 stop Houston George Bush Intcntl
United Airlines Logo
2:20 pm - 4:30 pmEWR  Newark-GCM George Town Owen Roberts Intl
26h 10m1 stop Houston George Bush Intcntl
$446United Airlines
Mon, Nov 9 - Tue, Dec 1
United Airlines Logo
5:45 pm - 3:32 pmGCM  George Town Owen Roberts Intl-EWR Newark
21h 47m1 stop Houston George Bush Intcntl
United Airlines Logo
7:28 pm - 4:30 pmEWR  Newark-GCM George Town Owen Roberts Intl
21h 02m1 stop Houston George Bush Intcntl
$446United Airlines
Fri, Jan 22 - Sun, Jan 24
JetBlue Logo
3:40 pm - 7:30 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
3h 50mnonstop
JetBlue Logo
10:30 am - 2:32 pmJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
4h 02mnonstop
$501JetBlue
Sat, Sep 19 - Thu, Sep 24
American Airlines Logo
11:55 am - 11:05 pmGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
10h 10m1 stop Miami
American Airlines Logo
9:00 pm - 11:00 amJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
15h 00m1 stop Miami
$614American Airlines
Sat, Sep 19 - Thu, Sep 24
American Airlines Logo
12:36 pm - 7:24 amGCM  George Town Owen Roberts Intl-JFK New York John F Kennedy Intl
17h 48m2 stops Charlotte Douglas Washington, D.C. Reagan-National
American Airlines Logo
9:35 pm - 11:00 amJFK  New York John F Kennedy Intl-GCM George Town Owen Roberts Intl
14h 25m2 stops Washington, D.C. Reagan-National Miami
$614American Airlines
Thu, Dec 10 - Mon, Dec 14
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
$1,127JetBlue
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?

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 $274. 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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip 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 $304 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 $500 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 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 $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 $388.

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 $688 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 $150.

Good to know

Low season

January

Cheapest flight

$213
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 18% 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 $860. 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 29,092 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 $499 or less one-way and $688 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.
8.9
Cayman AirwaysOverall score based on 35 reviews
9.0Boarding
9.5Crew
6.4Food
8.5Comfort
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.

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

Compared to our Lufthansa flight out, it was pretty poor. Check-in was a nightmare trying to figure out if it was Lufthansa or United, the Kayak link kept sending us to a dead link with United. Then figuring out which code was United was a mess - it took way too long. On the flight, the seats were uncomfortable, they were out of all wines but red when the flight started, then out of red after the first beverage. The flight attendant said they never get restocked before they turn around to the US, so it happens all the time. The food was so bad we threw it away. For a long flight, it was pretty terrible.

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

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.

Long delays to board due to mechanical issues with plane.

Flight canceled because they didn’t have enough flight attendants. No refunds or credits for future flights

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

It’s was ok just I missed the crew member passing offers water or juice during the flight not just when offer the dinner or breakfast.

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.

Ask flight attendants to make normal temperature. It was freezing very uncomfortable. No one want to lessen to you.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

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
Garden City
Absecon
Fort Lee
Toms River
Woodbridge
Somerset
Langhorne
Weehawken
Hauppauge
Melville
Ocean Grove
Nanuet

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.