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Cayman Islands

$65+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap 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 December 14, 2025.

This SmartFares deal was found by Cheapflights users on 12/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1510:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sat 12/205:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 12/12$306
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/315:09 pmALB - GCM
2 stops18h 48mAmerican Airlines
Tue 1/63:45 pmGCM - ALB
2 stops19h 17mAmerican Airlines
Deal found 12/11$317
This Cayman Airways deal was found by Cheapflights users on 12/12. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Wed 1/75:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 12/12$320
This FlightHub deal was found by Cheapflights users on 12/12. 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.
Mon 12/1510:00 amJFK - GCM
Nonstop4h 00mMultiple Airlines
Fri 12/193:40 pmGCM - JFK
Nonstop3h 49mMultiple Airlines
Deal found 12/12$325
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:15 amSYR - GCM
2 stops10h 15mUnited Airlines
Sat 12/202:25 pmGCM - SYR
1 stop8h 56mUnited Airlines
Deal found 12/13$328
This Cayman Airways deal was found by Cheapflights users on 12/12. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 12/145:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 12/12$330
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:29 amBUF - GCM
1 stop6h 06mUnited Airlines
Tue 12/305:45 pmGCM - BUF
2 stops19h 39mUnited Airlines
Deal found 12/14$333
This United Airlines deal was found by Cheapflights users on 12/12. 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.
Thu 12/186:00 amEWR - GCM
1 stop7h 45mUnited Airlines
Mon 12/222:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 12/12$334
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/157:00 pmJFK - GCM
1 stop16h 59mAmerican Airlines
Thu 12/1812:50 pmGCM - JFK
1 stop12h 09mAmerican Airlines
Deal found 12/14$344
This Delta deal was found by Cheapflights users on 12/11. 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.
Wed 12/176:00 amEWR - GCM
1 stop6h 35mDelta
Thu 12/181:50 pmGCM - EWR
1 stop9h 13mDelta
Deal found 12/11$344
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/146:00 amLGA - GCM
1 stop6h 10mAmerican Airlines
Thu 12/183:45 pmGCM - LGA
1 stop7h 15mAmerican Airlines
Deal found 12/13$344
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/166:00 amLGA - GCM
2 stops8h 44mAmerican Airlines
Sat 12/203:15 pmGCM - LGA
1 stop7h 19mAmerican Airlines
Deal found 12/11$349

Find 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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Expedia)

One-way from

$65
(Travelocity)

Popular in

December

Cheapest in

January

Average price

$594

Good round-trip deal

$296 or less

Good one-way deal

$174 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.
Search Deals
From New York to Cayman Islands
Search Deals
One-way flight from New York to Cayman Islands
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from New York to Cayman Islands.
Search Deals
Price to beat on a one-way flight from New York to Cayman Islands.
Search Deals

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 December 14, 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 2/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Fri 2/13

2:25 pm-6:17 pm

Nonstop3h 52m

$260

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 1/19

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Fri 1/23

2:50 pm-12:45 am

1 stop9h 55m

$266

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 1/5

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/10

5:30 pm-11:59 pm

1 stop6h 29m

$266

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 1/18

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 1/25

2:50 pm-12:45 am

1 stop9h 55m

$266

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 1/12

2:50 pm-10:58 pm

1 stop8h 08m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Mon 3/9

6:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Mon 3/16

4:45 pm-12:12 pm

2 stops18h 27m

$270

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 1/9

6:15 am-1:45 pm

1 stop7h 30m

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 2/5

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-11:21 pm

1 stop8h 31m

$270

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 1/5

6:00 am-12:40 pm

1 stop6h 40m

George Town Owen Roberts Intl

Sat 1/10

12:45 pm-11:13 pm

1 stop10h 28m

$280

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/9

6:45 pm-1:55 pm

1 stop19h 10m

George Town Owen Roberts Intl

Thu 1/15

3:40 pm-7:30 pm

Nonstop3h 50m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 State to the Cayman Islands

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

Currently, October is the cheapest month in which you can book a flight from State of New York to Cayman Islands (average of $119). Flying from State of New York to Cayman Islands in June is currently the most expensive (average of $345). 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 December 14, 2025.

A simple way to save on the total cost of your ticket is to fly from State of New York to Cayman Islands at noon. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight in the evening.

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 State of New York to Cayman Islands?

    For as low as $296, United Airlines can have you in Cayman Islands from State of New York in 4h 09m. State of New York and Cayman Islands are separated by a distance of 1540 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 JetBlue ($79), American Airlines ($86), and United Airlines ($104).

  • 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, October is the cheapest month in which you can book a flight from State of New York to Cayman Islands (average of $119). Flying from State of New York to Cayman Islands in June is currently the most expensive (average of $345). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$519FlexibilityNo cancel feeOn-timeN/A
Cayman AirwaysCheapest$178Average$460FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$220Average$439FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$290Average$623FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$301Average$556FlexibilityNo cancel feeOn-time71%

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