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Cayman Islands

$114+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Jun 28 — Jul 51
Sat 6/28
Sat 7/5
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 June 23, 2025.

Round-trip from

$332
(American Airlines)

One-way from

$114
(Southwest)

Popular in

December

Cheapest in

March

Average price

$418

Good round-trip deal

$425 or less

Good one-way deal

$183 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. 5% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 23, 2025.

This American Airlines deal was found by Cheapflights users on 6/22. 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 9/246:05 amEWR - GCM
1 stop6h 20mAmerican Airlines
Mon 9/2912:10 pmGCM - EWR
1 stop11h 15mAmerican Airlines
Deal found 6/22$332
This American Airlines deal was found by Cheapflights users on 6/21. 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 9/139:30 pmJFK - GCM
2 stops14h 40mAmerican Airlines
Sat 9/2012:25 pmGCM - JFK
2 stops18h 24mAmerican Airlines
Deal found 6/21$336
This American Airlines deal was found by Cheapflights users on 6/23. 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 9/106:30 amLGA - GCM
1 stop5h 55mAmerican Airlines
Wed 9/1712:10 pmGCM - LGA
2 stops10h 35mAmerican Airlines
Deal found 6/23$336
This JetBlue deal was found by Cheapflights users on 6/20. 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.
Mon 11/38:25 amJFK - GCM
Nonstop4h 07mJetBlue
Wed 11/51:40 pmGCM - JFK
Nonstop3h 45mJetBlue
Deal found 6/20$337
This Cayman Airways deal was found by Cheapflights users on 6/22. 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 11/29:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 11/25:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 6/22$365
This United Airlines deal was found by Cheapflights users on 6/23. 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.
Sun 9/286:00 amEWR - GCM
1 stop7h 30mUnited Airlines
Sun 10/51:35 pmGCM - EWR
1 stop20h 01mUnited Airlines
Deal found 6/23$374
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 8/158:30 pmLGA - GCM
1 stop18h 00mUnited Airlines
Sat 8/231:35 pmGCM - LGA
1 stop20h 56mUnited Airlines
Deal found 6/21$382
This Priceline deal was found by Cheapflights users on 6/21. 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.
Wed 10/159:00 amJFK - GCM
2 stops27h 55mAir Canada
Mon 10/2012:50 pmGCM - JFK
2 stops31h 55mAir Canada
Deal found 6/21$427
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:55 pmJFK - GCM
1 stop20h 25mMultiple Airlines
Sat 12/135:10 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
Deal found 6/23$438
This Delta deal was found by Cheapflights users on 6/23. 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.
Sat 8/167:50 pmJFK - GCM
1 stop16h 47mDelta
Sat 8/2312:52 pmGCM - JFK
1 stop8h 39mDelta
Deal found 6/23$443
This Priceline deal was found by Cheapflights users on 6/21. 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.
Tue 9/233:30 pmEWR - GCM
2 stops45h 25mAir Canada
Mon 9/2912:50 pmGCM - EWR
2 stops17h 47mAir Canada
Deal found 6/21$466
This Southwest deal was found by Cheapflights users on 6/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/229:35 pmLGA - GCM
2 stops15h 15mSouthwest
Tue 7/2912:45 pmGCM - LGA
2 stops9h 35mSouthwest
Deal found 6/22$477

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 June 23, 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 9/24

6:05 am-11:25 am

1 stop6h 20m

George Town Owen Roberts Intl

Mon 9/29

12:10 pm-10:54 pm

1 stop9h 44m

$332

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 9/13

9:30 pm-11:22 am

2 stops14h 52m

George Town Owen Roberts Intl

Sat 9/20

12:10 pm-10:21 pm

1 stop9h 11m

$336

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 9/10

6:00 am-11:10 am

1 stop6h 10m

George Town Owen Roberts Intl

Wed 9/17

12:10 pm-11:45 pm

2 stops10h 35m

$336

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 11/3

8:25 am-12:32 pm

Nonstop4h 07m

George Town Owen Roberts Intl

Wed 11/5

1:40 pm-5:25 pm

Nonstop3h 45m

$337

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/2

9:00 am-1:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 11/2

5:10 pm-9:00 pm

Nonstop3h 50m

$365

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 9/28

6:00 am-12:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 10/5

1:35 pm-10:36 am

1 stop20h 01m

$374

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 8/15

8:30 pm-1:30 pm

1 stop18h 00m

George Town Owen Roberts Intl

Sat 8/23

1:35 pm-11:31 am

1 stop20h 56m

$382

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 10/15

9:00 am-11:55 am

2 stops27h 55m

George Town Owen Roberts Intl

Mon 10/20

12:50 pm-9:45 pm

2 stops31h 55m

$427

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 12/6

3:55 pm-12:20 pm

1 stop20h 25m

George Town Owen Roberts Intl

Sat 12/13

5:10 pm-9:00 pm

Nonstop3h 50m

$438

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 8/16

7:50 pm-11:37 am

1 stop16h 47m

George Town Owen Roberts Intl

Sat 8/23

12:52 pm-10:31 pm

1 stop8h 39m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 37 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 June 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New York to Cayman Islands as you normally would.

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 June 23, 2025.
To help decide which airline to fly from New York to Cayman Islands, see what other customers have to say about Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,965 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,831 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 New York to Cayman Islands one-way?

    $114 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on JetBlue and American Airlines, with prices starting from $119 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 Qatar Airways (96%), JetBlue (95%) and Cayman Airways (54%).

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

    While on average a flight from New York to Cayman Islands is generally $412, our data shows the cheapest flight currently is $128. When looking at the most popular route, (Newark - George Town Owen Roberts Intl), you can expect to pay $332 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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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 June 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$132Average$422FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$178Average$430FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$323Average$530FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$330Average$488FlexibilityNo cancel feeOn-time71%
DeltaCheapest$403Average$740FlexibilityNo cancel feeOn-timeN/A

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