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Cayman Islands

$115+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$321
(Rumbo)

One-way from

$115
(JetBlue)

Popular in

December

Cheapest in

March

Average price

$389

Good round-trip deal

$329 or less

Good one-way deal

$115 or less
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. 7% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Rumbo deal was found by Cheapflights users on 9/14. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:45 amJFK - GCM
Nonstop4h 00mJetBlue
Sat 10/1111:45 amGCM - JFK
Nonstop3h 44mJetBlue
Deal found 9/14$321
This JetBlue deal was found by Cheapflights users on 9/16. 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.
Sun 11/910:35 amJFK - GCM
Nonstop3h 56mJetBlue
Thu 11/133:45 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/16$329
This Priceline deal was found by Cheapflights users on 9/16. 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 12/66:30 pmLGA - GCM
1 stop16h 30mSpirit Airlines
Sat 12/1311:55 amGCM - LGA
1 stop11h 30mSpirit Airlines
Deal found 9/16$331
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:00 amEWR - GCM
1 stop9h 30mUnited Airlines
Sun 11/162:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 9/13$334
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:44 pmJFK - GCM
1 stop5h 36mAmerican Airlines
Wed 11/51:05 pmGCM - JFK
1 stop7h 25mAmerican Airlines
Deal found 9/16$336
This JetBlue deal was found by Cheapflights users on 9/16. 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.
Thu 12/48:53 amJFK - GCM
1 stop6h 02mJetBlue
Mon 12/83:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/16$337
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Sat 12/132:50 pmGCM - EWR
1 stop8h 12mUnited Airlines
Deal found 9/16$339
This Expedia deal was found by Cheapflights users on 9/16. 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.
Sun 12/710:35 amJFK - GCM
Nonstop3h 56mJetBlue
Thu 12/113:55 pmGCM - JFK
1 stop7h 11mJetBlue
Deal found 9/16$342
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/206:33 amJFK - GCM
1 stop5h 52mAmerican Airlines
Fri 9/2612:25 pmGCM - JFK
1 stop8h 11mAmerican Airlines
Deal found 9/13$344
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:59 amEWR - GCM
1 stop8h 11mAmerican Airlines
Mon 11/39:00 amGCM - EWR
1 stop12h 12mAmerican Airlines
Deal found 9/13$344
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/206:30 amLGA - GCM
1 stop5h 55mAmerican Airlines
Mon 9/2212:10 pmGCM - LGA
1 stop10h 35mAmerican Airlines
Deal found 9/13$344
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:30 pmJFK - GCM
1 stop17h 40mAmerican Airlines
Wed 9/1712:25 pmGCM - JFK
1 stop8h 11mAmerican Airlines
Deal found 9/14$345

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 September 16, 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

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/9

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/14

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/10

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/14

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 10/31

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/7

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/3

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Thu 11/6

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/9

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/21

3:43 pm-7:29 pm

Nonstop3h 46m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 11/14

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 11/15

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 11/15

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Sat 11/22

12:25 pm-4:08 pm

Nonstop3h 43m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 10/31

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Mon 11/3

3:45 pm-7:32 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 11/14

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Thu 11/20

3:43 pm-7:30 pm

Nonstop3h 47m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/10

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Thu 11/13

3:45 pm-7:32 pm

Nonstop3h 47m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 57 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, January is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $467). Flying from New York to Cayman Islands in March is currently the most expensive (average of $594). 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 September 16, 2025.

It’s optimal to fly from New York to Cayman Islands at noon. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the morning.

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 September 16, 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
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
2,914 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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?

    JetBlue, United Airlines, and American Airlines can get you from New York to Cayman Islands in just under 3h 56m. Your travel time can differ by up to 5h 34m. 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?

    $115 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $120 and $120, respectively.

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

    The most popular route from New York to Cayman Islands is Newark - George Town Owen Roberts Intl. You may also consider New York John F Kennedy Intl - 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 Cayman Airways (82%), Qatar Airways (56%) and JetBlue (56%).

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

    While on average a flight from New York to Cayman Islands is generally $311, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Newark - George Town Owen Roberts Intl), you can expect to pay $329 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, January is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $467). Flying from New York to Cayman Islands in March is currently the most expensive (average of $594). 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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John F Kennedy Intl to Puerto Plata flights
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John F Kennedy Intl to Castries flights
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White Plains to Luis Munoz Marin Intl flights
LaGuardia to Willemstad flights
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John F Kennedy Intl to Ponce flights
LaGuardia to Port of Spain flights

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$168Average$434FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$203Average$450FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$301Average$490FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$323Average$522FlexibilityNo cancel feeOn-time69%
DeltaCheapest$341Average$547FlexibilityNo cancel feeOn-timeN/A

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