Cayman Islands

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— GCM
May 4 — May 116
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Flights to Cayman Islands in 2026

Find the latest flights to Cayman Islands in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on April 4, 2026.

Popular in

February

Cheapest in

January

Average price

$479

Round-trip from

$322

One-way from

$108

Good round-trip deal

$385 or less

Good one-way deal

$106 or less
Highest demand for flights based on searches. 5% potential increase in price.
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in April 2026
From New York to George Town Owen Roberts Intl
One-way flight from New York to Cayman Islands
Price to beat on a round-trip flight from New York to Cayman Islands.
Price to beat on a one-way flight from New York to Cayman Islands.

Find flights to Cayman Islands

Browse one-way and round-trip flights deals to the Cayman Islands on Cheapflights. Flight deals are based on user searches and were last updated on April 4, 2026
Explore the Cayman Islands

Find flight deals to Cayman Islands

Cheapest flights to Cayman Islands
Explore the most affordable flight options available to Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on April 4, 2026.

This flugladen.de deal was found by Cheapflights users on 4/2. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:00 pm
JFK
-
GCM
Nonstop4h 00m
Multiple Airlines
Tue 4/283:05 pm
GCM
-
JFK
Nonstop4h 00m
Multiple Airlines
Deal found 4/2$322
This Air Canada deal was found by Cheapflights users on 4/1. 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.
Fri 6/53:50 pm
JFK
-
GCM
1 stop19h 10m
Air Canada
Mon 6/812:25 pm
GCM
-
JFK
1 stop20h 35m
Air Canada
Deal found 4/1$325
This Expedia deal was found by Cheapflights users on 4/1. 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.
Fri 6/57:05 pm
LGA
-
GCM
1 stop15h 55m
Air Canada
Mon 6/812:25 pm
GCM
-
LGA
1 stop7h 34m
Air Canada
Deal found 4/1$325
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:55 am
JFK
-
GCM
Nonstop4h 03m
JetBlue
Sun 4/263:05 pm
GCM
-
JFK
Nonstop4h 00m
JetBlue
Deal found 3/31$326
This Air Canada deal was found by Cheapflights users on 4/1. 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.
Fri 6/59:00 am
JFK
-
GCM
2 stops26h 00m
Air Canada
Mon 6/812:25 pm
GCM
-
JFK
1 stop25h 42m
Air Canada
Deal found 4/1$328
This Expedia deal was found by Cheapflights users on 4/1. 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.
Fri 6/53:30 pm
LGA
-
GCM
2 stops19h 30m
Air Canada
Mon 6/812:25 pm
GCM
-
LGA
1 stop18h 26m
Air Canada
Deal found 4/1$328

Cheapflights Fare Finder

 
Locate flights to Cayman Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on April 4, 2026.
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 4/24

10:55 am-1:58 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Mon 4/27

3:05 pm-8:05 pm

Nonstop4h 00m

$330

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 4/24

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sun 4/26

2:45 pm-7:43 pm

Nonstop3h 58m

$335

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 4/29

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Wed 5/6

1:35 pm-12:59 am

1 stop10h 24m

$345

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 4/24

9:15 pm-1:30 pm

1 stop17h 15m

George Town Owen Roberts Intl

Sun 4/26

1:50 pm-9:13 am

1 stop18h 23m

$345

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 4/23

6:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Sun 4/26

1:50 pm-9:13 am

1 stop18h 23m

$345

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 5/8

8:35 pm-1:30 pm

1 stop17h 55m

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-11:15 pm

1 stop8h 40m

$345

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 4/24

8:21 pm-12:30 pm

1 stop17h 09m

George Town Owen Roberts Intl

Mon 4/27

1:50 pm-11:28 pm

1 stop8h 38m

$345
Quickest round-trip

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 4/16

8:45 am-11:45 am

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 4/19

2:45 pm-7:43 pm

Nonstop3h 58m

$351

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 4/21

8:45 am-11:45 am

Nonstop4h 00m

George Town Owen Roberts Intl

Mon 4/27

1:50 pm-11:10 pm

1 stop8h 20m

$351

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 7/22

6:00 am-12:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 7/27

1:35 pm-12:40 pm

1 stop22h 05m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 33 resultsSorted by cheapest first
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Best time to book a flight to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 to the Cayman Islands

How long is the flight to Cayman Islands?

On average, a flight from New York to Cayman Islands takes 18 hours 46 minutes. Flights to Cayman Islands from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Cayman Islands

The most flights from New York to Cayman Islands are scheduled on a Wednesday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

What are the cheapest airlines that fly to Cayman Islands?

The cheapest airlines flying from New York to Cayman Islands are Delta, Cayman Airways and JetBlue.

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 4, 2026.
Read through reviews of airlines servicing the Cayman Islands, such as Delta,United Airlines, andJetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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.

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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.

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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.

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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.

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Entertainment

7.8

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.

FAQs about flying to Cayman Islands

Cayman Islands climate

The Cayman Islands has pleasant, beach-friendly temperatures all year round. The soothing trade winds keep the temperature from getting too hot. From May to November you’ll run into the rainy season, which also coincides with the hurricane season. 

Best Time to Fly to Cayman Islands

Peak season:

Runs between December and April. Travelers looking to book Cayman Islands flights during this time should plan ahead. Hotels book up fast and airline prices rise during peak season.

Off season:

The rainy season runs from May to November and visitors are advised to keep an eye on the weather reports in the days before arrival, as this is also hurricane season. Many regard the wet season as the best time to visit; cheap flights to the Cayman Islands are available, hotel room rates are cheaper, the beaches less crowded and the rain comes in short, sharp bursts that does not usually impact on holiday fun.

Getting around Cayman Islands

Taxis are available on Grand Cayman and there is also a public minibus. The bus service was only recently started; it is a cheap and fun way of traveling round the island. There are designated bus stops, but the easiest way to get on board is simply wave your arm when you see a bus coming. All buses have blue number plates. However, hiring a car is the easiest and quickest way of getting about. On the other two islands it is the only option.

To travel between islands, you need to catch a flight.

The following chart gives approximate journey times from George Town, Grand Cayman, (in hours and minutes) to other major cities and towns in the islands.

AirRoadSea
Cayman Brac0.30
Little Cayman0.45
Rum Point0.451.15
Cayman Kai0.45

Cayman Islands Travel Information

  • One of the many reasons people visit the Cayman Islands is for the excellent diving. Some of the best can be found at Bloody Bay Marine Park, off the north shore of Little Cayman.
  • Seven Mile Beach is the main beach on Grand Cayman and a beautiful expanse of white sand. However, it is extremely popular with tourists and the first place many of the cruise ship passengers head for. Try Rum Point instead, where the shallow waters are ideal for children and the facilities include changing areas, volleyball nets and hammocks on the beach in which you can easily while away an afternoon sipping on a cocktail from the beach bar.
  • There is plenty to do for sports lovers even above the waves. Backpacking, hiking, kayaking, golfing and bird watching are all on offer across the three islands. Queen Elizabeth II Botanic Park on Grand Cayman is a good place to trek.
  • Grand Cayman may seem like a paradise, but it’s also home to Hell. An area containing black lava formations is named Hell, and, for this reason alone, many tourists visit. However, most report that it is a disappointing trip – except for the novelty of sending mail from the post office there. Who wouldn’t want to receive a postcard from Hell?
  • The Cayman Islands are a very popular destination for weddings and honeymoons. A combination of white sand beaches, palm trees and almost guaranteed sunshine make for a romantic destination to tie the knot. You don’t have to opt for a beach wedding, it’s also possible to have the ceremony in a small chapel or church. Just make sure the legal requirements are in place beforehand. Unlike many popular foreign wedding destinations, you don’t need to have spent any time on the island before the ceremony – even if you step off a cruise ship you can get married on the same day. However, you do need a marriage license, proof of citizenship, proof of marital status and two witnesses.
  • Can I find cheaper flights to Cayman Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Cayman Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Cayman Islands?

    Based on reviews from Cheapflights users, Delta is rated the highest out of the airlines that fly to Cayman Islands.

  • What is the cheapest airport to fly to in Cayman Islands?

    George Town Owen Roberts Intl is currently the cheapest airport to fly to in Cayman Islands. One-way flights to George Town Owen Roberts Intl typically cost $74, while round-trip flights cost around $145.

  • How much is a round-trip flight to Cayman Islands?

    A round-trip flight to Cayman Islands will typically cost around $461, however they can be found for as little as $207.

  • Where does the fastest flight to Cayman Islands depart from?

    For those looking to save time traveling to Cayman Islands, Miami offers the quickest one-way flight (1 hour 30 minutes).

  • Does George Town Owen Roberts Intl have rental cars?

    Yes. Those touching down at George Town Owen Roberts Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to George Town Owen Roberts Intl?

    Yes. George Town Owen Roberts Intl has hotels nearby for those requiring accommodations. Amore Suite Cayman Islands is the closest property to George Town Owen Roberts Intl (0.0 mi away from George Town Owen Roberts Intl).

See more FAQs

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