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Cayman Islands

$138+ Cheap flights from New York State 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$366
(Booking.com)

One-way from

$138
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$576

Good round-trip deal

$369 or less

Good one-way deal

$163 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 to Cayman Islands
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One-way flight from New York to Cayman Islands
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Highest demand for flights based on searches. 8% potential increase in price ($40 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 April 2025
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Price to beat on a round-trip flight from New York to Cayman Islands.
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Price to beat on a one-way flight from New York 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 April 29, 2025.

This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/29:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 11/95:10 pmGCM - JFK
Nonstop4h 50mCayman Airways
Deal found 4/29$355
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/107:30 amJFK - GCM
1 stop8h 00mAmerican Airlines
Thu 6/1912:10 pmGCM - JFK
1 stop7h 44mAmerican Airlines
Deal found 4/29$372
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/75:00 amEWR - GCM
1 stop5h 55mAmerican Airlines
Thu 6/122:05 pmGCM - EWR
1 stop9h 24mAmerican Airlines
Deal found 4/29$380
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/67:15 pmLGA - GCM
1 stop15h 40mAmerican Airlines
Wed 6/1112:10 pmGCM - LGA
1 stop7h 49mAmerican Airlines
Deal found 4/29$380
This American Airlines deal was found by Cheapflights users on 4/28. 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 11/85:16 pmHPN - GCM
2 stops18h 44mAmerican Airlines
Sat 11/156:10 pmGCM - HPN
1 stop15h 08mAmerican Airlines
Deal found 4/28$384
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:00 amJFK - GCM
1 stop6h 42mDelta
Mon 10/131:02 pmGCM - JFK
1 stop10h 50mDelta
Deal found 4/29$405
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:00 amLGA - GCM
1 stop6h 42mDelta
Sat 10/181:02 pmGCM - LGA
1 stop9h 41mDelta
Deal found 4/29$405
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 6/512:59 pmJFK - GCM
1 stop9h 21mMultiple Airlines
Sat 6/76:10 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
Deal found 4/28$446
This Air Canada deal was found by Cheapflights users on 4/29. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/219:00 amJFK - GCM
2 stops51h 55mAir Canada
Thu 6/2612:50 pmGCM - JFK
2 stops31h 57mAir Canada
Deal found 4/29$459
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:00 amHPN - GCM
1 stop6h 31mDelta
Mon 8/1812:50 pmGCM - HPN
1 stop7h 54mDelta
Deal found 4/28$459
This JetBlue deal was found by Cheapflights users on 4/29. 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 6/77:39 amJFK - GCM
Nonstop4h 01mJetBlue
Sat 6/141:40 pmGCM - JFK
Nonstop3h 48mJetBlue
Deal found 4/29$465
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/319:34 amEWR - GCM
Nonstop4h 01mUnited Airlines
Sat 6/72:40 pmGCM - EWR
Nonstop3h 56mUnited Airlines
Deal found 4/29$465

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 April 29, 2025.
Use the filters below to find and compare flights from New York State 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

Tue 6/10

7:30 am-2:30 pm

1 stop8h 00m

George Town Owen Roberts Intl

Thu 6/19

12:10 pm-8:54 pm

1 stop7h 44m

$372

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 6/7

5:00 am-9:55 am

1 stop5h 55m

George Town Owen Roberts Intl

Tue 6/10

2:05 pm-12:29 am

1 stop9h 24m

$380

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 6/6

7:15 pm-9:55 am

1 stop15h 40m

George Town Owen Roberts Intl

Wed 6/11

12:10 pm-8:59 pm

1 stop7h 49m

$380

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 6/12

5:29 pm-11:04 am

2 stops18h 35m

George Town Owen Roberts Intl

Thu 6/19

12:10 pm-10:35 am

2 stops21h 25m

$384

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 6/7

8:15 pm-11:55 am

2 stops40h 40m

George Town Owen Roberts Intl

Thu 6/12

12:50 pm-2:59 pm

1 stop25h 09m

$434

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 7/17

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Wed 7/23

12:40 pm-10:25 pm

1 stop8h 45m

$440

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 6/29

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Fri 7/4

12:40 pm-11:24 pm

1 stop9h 44m

$440

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 6/5

12:59 pm-9:20 pm

1 stop9h 21m

George Town Owen Roberts Intl

Sat 6/7

6:10 pm-11:00 pm

Nonstop3h 50m

$446

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 6/21

9:00 am-11:55 am

2 stops51h 55m

George Town Owen Roberts Intl

Thu 6/26

12:50 pm-9:47 pm

2 stops31h 57m

$459

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Mon 8/11

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Mon 8/18

12:50 pm-9:44 pm

1 stop7h 54m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 52 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 State to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from State of New York to Cayman Islands (average of $467). Flying from State of 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 NY 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 April 29, 2025.

When flying from State of New York to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 April 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from New York to Cayman Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    The cheapest airlines for a one-way flight from State of New York to Cayman Islands are American Airlines ($138), Air Canada ($163), and United Airlines ($183).

  • 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 State of New York to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from State of New York to Cayman Islands (average of $467). Flying from State of 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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Top 6 airlines flying from New York to Cayman Islands

Discover the top 6 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$132Average$410FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$160Average$448FlexibilityNo cancel feeOn-time62%
DeltaCheapest$272Average$498FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$321Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$330Average$562FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$527Average$694FlexibilityNo cancel feeOn-time63%

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