Cayman Islands

$138+ Cheap flights 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
Jan 28 — Feb 41
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Flights to Cayman Islands in 2025

Find the latest flights to Cayman Islands in 2025, 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 January 23, 2025.

Popular in

December

Cheapest in

March

Average price

$378

Round-trip from

$246

One-way from

$138

Good round-trip deal

$321 or less

Good one-way deal

$125 or less
Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in January 2025
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 January 23, 2025
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 January 23, 2025.

Mon 3/248:03 amJFK - GCM
Nonstop4h 07mJetBlue
Thu 4/312:03 pmGCM - JFK
Nonstop3h 54mJetBlue
Deal found 1/22$246
Fri 2/286:30 amJFK - GCM
1 stop6h 00mAmerican Airlines
Mon 3/33:20 pmGCM - JFK
1 stop6h 39mAmerican Airlines
Deal found 1/22$261
Thu 3/610:28 amLGA - GCM
1 stop5h 47mUnited Airlines
Mon 3/101:50 pmGCM - LGA
1 stop8h 22mUnited Airlines
Deal found 1/22$261
Fri 2/286:10 amLGA - GCM
2 stops8h 10mAmerican Airlines
Thu 3/61:00 pmGCM - LGA
1 stop9h 02mAmerican Airlines
Deal found 1/22$265
Wed 3/126:00 amLGA - GCM
1 stop6h 38mDelta
Mon 3/171:03 pmGCM - LGA
1 stop9h 38mDelta
Deal found 1/22$280
Tue 2/115:57 amEWR - GCM
1 stop6h 38mAmerican Airlines
Wed 2/193:20 pmGCM - EWR
1 stop18h 08mAmerican Airlines
Deal found 1/23$301

Find flights to Cayman Islands within your budget

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 January 23, 2025.

Fly from

Any airport

Route

Depart

Return

Price

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 3/24

8:03 am-11:10 am

Nonstop4h 07m

George Town Owen Roberts Intl

Wed 4/2

12:03 pm-4:57 pm

Nonstop3h 54m

$246

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 2/28

6:30 am-12:30 pm

1 stop6h 00m

George Town Owen Roberts Intl

Mon 3/3

3:20 pm-9:59 pm

1 stop6h 39m

$261

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 3/6

7:30 am-4:25 pm

1 stop8h 55m

George Town Owen Roberts Intl

Mon 3/10

4:40 pm-2:12 pm

2 stops20h 32m

$261

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 2/28

6:10 am-2:20 pm

2 stops8h 10m

George Town Owen Roberts Intl

Thu 3/6

1:00 pm-10:02 pm

1 stop9h 02m

$265

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 3/12

6:00 am-11:38 am

1 stop6h 38m

George Town Owen Roberts Intl

Mon 3/17

1:03 pm-11:41 pm

1 stop9h 38m

$280

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 2/11

5:57 am-12:35 pm

1 stop6h 38m

George Town Owen Roberts Intl

Wed 2/19

3:20 pm-9:28 am

1 stop18h 08m

$301

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 5/10

7:00 am-1:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sat 5/17

1:25 pm-11:45 pm

1 stop9h 20m

$305

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 4/28

6:25 am-11:35 am

1 stop6h 10m

George Town Owen Roberts Intl

Fri 5/2

2:00 pm-10:30 am

2 stops19h 30m

$313

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Tue 4/22

6:00 am-11:29 am

1 stop6h 29m

George Town Owen Roberts Intl

Thu 5/1

12:50 pm-12:58 am

1 stop11h 08m

$355

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 3/12

9:45 pm-11:45 am

2 stops15h 00m

George Town Owen Roberts Intl

Mon 3/17

12:40 pm-10:55 pm

2 stops9h 15m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 47 results
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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.

Travel insights for flights to Cayman Islands

Get recent, data-driven insights about flights to Cayman Islands including ideal travel times, pricing trends, and more.

How long is the flight to Cayman Islands?

On average, a flight from New York to Cayman Islands takes 11 hours 18 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 Monday (4 on average). You will have fewer flight options on Tuesday, 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 Cayman Airways, JetBlue and Delta.

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 January 23, 2025.
To help decide which airline to fly to Cayman Islands, see what other customers have to say about JetBlue, United Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,654 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,512 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,191 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,975 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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, Cayman Airways 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 $89, while round-trip flights cost around $119.

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

    A round-trip flight to Cayman Islands will typically cost around $369, however they can be found for as little as $119.

  • 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 (0 hours 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).

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