Cayman Islands

$98+ 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 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
Jun 17 — Jun 241
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Flights to Cayman Islands in 2026

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 May 18, 2026.

This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 6/66:00 am
EWR
-
GCM
1 stop10h 35m
United Airlines
Sat 6/132:40 pm
GCM
-
EWR
Nonstop3h 58m
United Airlines
Deal found 5/13$303
This American Airlines deal was found by Cheapflights users on 5/16. 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 6/66:00 am
EWR
-
GCM
1 stop10h 07m
American Airlines
Sat 6/1312:31 pm
GCM
-
EWR
1 stop8h 37m
American Airlines
Deal found 5/16$313
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Tue 7/217:29 pm
EWR
-
GCM
2 stops16h 31m
American Airlines
Mon 7/2712:02 pm
GCM
-
EWR
2 stops20h 58m
American Airlines
Deal found 5/13$318
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Tue 6/98:00 am
EWR
-
GCM
1 stop9h 11m
American Airlines
Tue 6/1612:01 pm
GCM
-
EWR
1 stop22h 29m
American Airlines
Deal found 5/13$322
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Wed 6/107:29 pm
EWR
-
GCM
2 stops16h 32m
American Airlines
Wed 6/1712:33 pm
GCM
-
EWR
1 stop8h 35m
American Airlines
Deal found 5/13$323
This American Airlines deal was found by Cheapflights users on 5/15. 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 7/76:30 pm
EWR
-
GCM
1 stop22h 40m
American Airlines
Tue 7/1412:02 pm
GCM
-
EWR
2 stops20h 58m
American Airlines
Deal found 5/15$326

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 May 18, 2026
Explore the Cayman Islands

Find flight deals to Cayman Islands

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 May 18, 2026.

Popular in

February

Cheapest in

January

Average price

$408

Round-trip from

$303

One-way from

$98

Good round-trip deal

$385 or less

Good one-way deal

$140 or less
Highest demand for flights based on searches. 4% 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 May 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.

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 May 18, 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 9/9

6:00 am-11:41 am

1 stop6h 41m

George Town Owen Roberts Intl

Thu 9/17

12:55 pm-1:04 am

1 stop11h 09m

$313
Quickest round-trip

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 6/6

9:35 am-12:35 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 6/13

2:40 pm-7:38 pm

Nonstop3h 58m

$317

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 11/8

6:00 am-4:30 pm

1 stop10h 30m

George Town Owen Roberts Intl

Mon 11/16

5:45 pm-10:25 am

1 stop16h 40m

$403

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 7/4

6:00 am-3:10 pm

1 stop10h 10m

George Town Owen Roberts Intl

Sat 7/11

1:50 pm-11:15 pm

1 stop8h 25m

$403

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 7/4

6:00 am-3:10 pm

1 stop10h 10m

George Town Owen Roberts Intl

Mon 7/13

1:35 pm-7:04 pm

1 stop28h 29m

$413

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Tue 11/10

6:00 am-4:30 pm

1 stop10h 30m

George Town Owen Roberts Intl

Fri 11/13

5:45 pm-9:23 pm

2 stops27h 38m

$419

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 11/11

6:00 am-4:30 pm

1 stop10h 30m

George Town Owen Roberts Intl

Mon 11/16

5:45 pm-9:23 pm

2 stops27h 38m

$419

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 6/6

6:00 am-3:35 pm

1 stop10h 35m

George Town Owen Roberts Intl

Tue 6/9

1:35 pm-11:15 pm

1 stop8h 40m

$421

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 6/6

9:45 am-1:04 pm

Nonstop4h 19m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-11:02 pm

1 stop7h 57m

$441

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 11/8

7:50 am-4:30 pm

1 stop8h 40m

George Town Owen Roberts Intl

Mon 11/16

5:45 pm-9:23 pm

2 stops27h 38m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

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

When is the best time to book a flight to Cayman Islands?

To ensure you get the cheapest price possible for a flight to Cayman Islands, you should look to book at least 43 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

How long is the flight to Cayman Islands?

On average, a flight from New York to Cayman Islands takes 17 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.

What are the cheapest airlines that fly to Cayman Islands?

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

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 May 18, 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.

Comfort

7.8

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Overall

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

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 $98, while round-trip flights cost around $116.

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

    A round-trip flight to Cayman Islands will typically cost around $478, however they can be found for as little as $116.

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

    For those looking to save time traveling to Cayman Islands, Tampa offers the quickest one-way flight (0 hours 50 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. Centrally located, cozy studio in residential neighborhood. 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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