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Cayman Islands

$56+ Cheap flights from New York, NY (NYC) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheap flight deals from New York to Cayman Islands

Keep the following information in mind while searching for New York to Cayman Islands flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$233
(Mytrip)

One-way from

$56
(Priceline)

Popular in

April

Cheapest in

January

Average price

$448

Good round-trip deal

$289 or less

Good one-way deal

$115 or less
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-George Town Owen Roberts Intl flights.
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From New York (NYC) to Cayman Islands
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One-way flight from New York (NYC) to Cayman Islands
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Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from New York (NYC) to Cayman Islands.
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Price to beat on a one-way flight from New York (NYC) to Cayman Islands.
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Find flight deals from New York to Cayman Islands

Cheapest flights from New York to Cayman Islands
Explore the most affordable flight options available from New York to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This Mytrip deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Thu 12/182:40 pmGCM - EWR
1 stop9h 19mSpirit Airlines
Deal found 11/24$233
This Expedia deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Sun 12/142:40 pmGCM - EWR
1 stop9h 12mSpirit Airlines
Deal found 11/24$246
This Mytrip deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1010:00 pmEWR - GCM
2 stops15h 45mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop15h 06mSpirit Airlines
Deal found 11/24$249
This Mytrip deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:00 amLGA - GCM
1 stop7h 45mSpirit Airlines
Thu 12/182:40 pmGCM - LGA
1 stop8h 57mSpirit Airlines
Deal found 11/25$249
This Priceline deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop15h 06mSpirit Airlines
Deal found 11/25$253
This Booking.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
Thu 12/112:40 pmGCM - EWR
1 stop9h 12mSpirit Airlines
Deal found 11/25$255
This Booking.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:32 amLGA - GCM
1 stop6h 13mSpirit Airlines
Thu 12/112:40 pmGCM - LGA
1 stop8h 01mSpirit Airlines
Deal found 11/25$261
This Mytrip deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:59 amLGA - GCM
1 stop7h 06mMultiple Airlines
Sat 12/135:56 pmGCM - LGA
1 stop5h 46mMultiple Airlines
Deal found 11/24$267
This Mytrip deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:18 pmLGA - GCM
2 stops19h 27mSpirit Airlines
Sat 12/135:56 pmGCM - LGA
1 stop5h 46mSpirit Airlines
Deal found 11/24$269
This Mytrip deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amLGA - GCM
1 stop7h 45mMultiple Airlines
Mon 12/157:00 amGCM - LGA
1 stop9h 59mMultiple Airlines
Deal found 11/24$283
This Kiwi.com deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1012:59 pmLGA - GCM
1 stop24h 46mSpirit Airlines
Sun 12/142:40 pmGCM - LGA
1 stop25h 19mSpirit Airlines
Deal found 11/25$291
This JetBlue deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:59 amJFK - GCM
1 stop6h 56mJetBlue
Sat 12/204:00 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 11/26$317

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from New York to the Cayman Islands that are best for you.

Fly from

New York

Fly to

Cayman Islands

Route

Depart

Return

Price

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 1/18

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Fri 1/23

2:50 pm-11:21 pm

1 stop8h 31m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 2/5

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-9:08 am

1 stop18h 18m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 2/6

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 2/9

2:50 pm-11:21 pm

1 stop8h 31m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/8

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Thu 1/15

2:50 pm-9:08 am

1 stop18h 18m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 1/21

8:15 pm-1:45 pm

1 stop17h 30m

George Town Owen Roberts Intl

Fri 1/23

2:50 pm-11:21 pm

1 stop8h 31m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 1/14

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Fri 2/13

2:50 pm-9:12 am

1 stop18h 22m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 1/30

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 2/2

2:50 pm-9:08 am

1 stop18h 18m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/8

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Mon 1/12

2:50 pm-9:08 am

1 stop18h 18m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/15

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 1/18

2:50 pm-11:21 pm

1 stop8h 31m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/8

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Thu 1/22

2:50 pm-9:08 am

1 stop18h 18m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 60 results
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Best time to book a flight from New York to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York to the Cayman Islands

What is the cheapest month to book a flight from New York to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $119). Flying from New York to Cayman Islands in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from NYC to KY?

Find hourly flight availability from New York to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

It’s optimal to fly from New York to Cayman Islands in the afternoon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated November 26, 2025.
Read through reviews of airlines operating flights from New York to the Cayman Islands, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
9,046 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,038 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,905 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from New York to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    United Airlines, Delta, and Cayman Airways can get you from New York to Cayman Islands in just under 4h. Your travel time can differ by up to 13h 06m. There are 1540 mi between New York and Cayman Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from New York to Cayman Islands one-way?

    $56 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $93 and $98, respectively.

  • What are the most popular routes from New York to Cayman Islands?

    The most popular route from New York to Cayman Islands is New York John F Kennedy Intl - George Town Owen Roberts Intl. You may also consider Newark - George Town Owen Roberts Intl or New York LaGuardia - George Town Owen Roberts Intl.

  • What are the most reliable airlines from New York to Cayman Islands?

    The top 3 most reliable airlines when flying from New York to Cayman Islands are Qatar Airways (68%), Cayman Airways (64%) and JetBlue (63%).

  • What are the cheapest flights from New York to Cayman Islands?

    While on average a flight from New York to Cayman Islands is generally $273, our data shows the cheapest flight currently is $79. When looking at the most popular route, (New York John F Kennedy Intl - George Town Owen Roberts Intl), you can expect to pay $286 for that flight.

  • Can I find deals for flights from New York to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on New York to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Cayman Islands.

  • Can I find deals for business class flights from New York to Cayman Islands?

    Yes. Cheapflights offers flight deals from New York to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New York to Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $119). Flying from New York to Cayman Islands in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for New York to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from New York to Cayman Islands

Discover the top 5 airlines that operate flights from New York to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$168Average$543FlexibilityNo cancel feeOn-timeN/A
Cayman AirwaysCheapest$169Average$460FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$221Average$417FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$296Average$504FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$301Average$482FlexibilityNo cancel feeOn-time71%

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