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£147+ Cheap flights from 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 23/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
GCM — JFK
15 Oct — 22 Oct1
1 adult
1 adult, Economy

What to know about flights from Cayman Islands

Discover essential information about flights departing from Cayman Islands, including flight schedules, destinations, airlines operating at the Cayman Islands airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 15 September 2025.

Good round-trip deal

£225 or less

Good one-way deal

£142 or less
Price to beat on a round-trip flight from Cayman Islands.
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Price to beat on a one-way flight from Cayman Islands.
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Find flights from Cayman Islands

Cheapest flights from Cayman Islands
Explore the most affordable flight options available from Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on 15 September 2025.

Fri 26/916:45GCM - MIA
Nonstop1h 35mCayman Airways
Mon 29/911:00MIA - GCM
Nonstop1h 35mCayman Airways
Deal found 12/9£226
Thu 30/1014:45GCM - JFK
Nonstop3h 45mJetBlue
Sun 9/1110:35JFK - GCM
Nonstop3h 56mJetBlue
Deal found 14/9£243
Sun 1/314:50GCM - EWR
1 stop9h 38mUnited Airlines
Sun 8/321:59EWR - GCM
1 stop15h 46mUnited Airlines
Deal found 14/9£247
Thu 22/113:50GCM - MIA
1 stop8h 10mSouthwest
Mon 26/106:55MIA - GCM
1 stop6h 00mSouthwest
Deal found 14/9£251
Thu 30/1012:30GCM - JFK
1 stop26h 44mMultiple Airlines
Sun 30/1110:00JFK - GCM
Nonstop4h 00mMultiple Airlines
Deal found 15/9£251
Thu 30/1014:45GCM - JFK
Nonstop3h 45mJetBlue
Mon 10/1110:35JFK - GCM
Nonstop3h 56mJetBlue
Deal found 15/9£256
Fri 31/1016:45GCM - EWR
1 stop21h 15mUnited Airlines
Sun 30/1109:10EWR - GCM
Nonstop4h 05mUnited Airlines
Deal found 13/9£260
Thu 5/315:10GCM - JFK
Nonstop3h 45mJetBlue
Tue 24/308:15JFK - GCM
1 stop6h 40mJetBlue
Deal found 13/9£265
Sat 1/1111:50GCM - JFK
1 stop8h 26mJetBlue
Sun 9/1110:35JFK - GCM
Nonstop3h 56mJetBlue
Deal found 15/9£270
Thu 30/1012:30GCM - JFK
2 stops31h 28mAir Canada
Sun 30/1110:05JFK - GCM
2 stops50h 20mAir Canada
Deal found 15/9£279
Fri 31/1012:30GCM - JFK
2 stops31h 28mAir Canada
Sun 30/1110:05JFK - GCM
2 stops50h 20mAir Canada
Deal found 13/9£280
Sat 1/1111:50GCM - JFK
1 stop8h 26mJetBlue
Mon 10/1110:35JFK - GCM
Nonstop3h 56mJetBlue
Deal found 15/9£283

Find flights from Cayman Islands within your budget

 
Find flights departing from Cayman Islands that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 15 September 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

John F Kennedy Intl

Route

Depart

Return

Price

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 26/9

16:45-19:20

Nonstop1h 35m

Miami

Mon 29/9

11:00-11:35

Nonstop1h 35m

£226

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Thu 30/10

14:45-19:30

Nonstop3h 45m

New York John F Kennedy Intl

Mon 10/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Fri 31/10

14:45-19:30

Nonstop3h 45m

New York John F Kennedy Intl

Fri 7/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 2/11

15:40-19:27

Nonstop3h 47m

New York John F Kennedy Intl

Fri 7/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 2/11

15:40-19:27

Nonstop3h 47m

New York John F Kennedy Intl

Sun 9/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 1/11

14:44-19:29

Nonstop3h 45m

New York John F Kennedy Intl

Sat 8/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Fri 31/10

14:45-19:30

Nonstop3h 45m

New York John F Kennedy Intl

Sat 8/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Fri 31/10

14:45-19:30

Nonstop3h 45m

New York John F Kennedy Intl

Sun 9/11

10:35-14:31

Nonstop3h 56m

£243

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 2/11

15:40-19:27

Nonstop3h 47m

New York John F Kennedy Intl

Thu 6/11

10:35-14:31

Nonstop3h 56m

£243

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Sun 1/3

14:50-00:28

1 stop9h 38m

Newark

Sun 8/3

21:59-12:45

1 stop15h 46m

£254

Flights are sorted by cheapest return flights first.

Deals found on 14/9

Showing 1-10 of 60 results
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Best time to book a flight from Cayman Islands

Have a flexible travel schedule? Discover the best time to fly from Cayman Islands with our price prediction graph.
Estimated return 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 from Cayman Islands

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

What is the cheapest month to book a flight from Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Cayman Islands (average of £98). Flying from Cayman Islands in May will prove the most costly (average of £282). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Cayman Islands?

Many airlines operate round-trip flights from Cayman Islands: JetBlue, Cayman Airways, American Airlines. These airlines fly to the following popular destinations: New York.

Cayman Airways
Cayman Airways
From £223
British Airways
British Airways
From £281
American Airlines
American Airlines
From £231
JetBlue
JetBlue
From £204

What is the cheapest place to fly to from Cayman Islands?

The cheapest city to fly to from Cayman Islands is Miami, with prices starting at £138. Explore other affordable destinations below.

Miami
Miami
From £188
Toronto
Toronto
From £193
New York
New York
From £214
Houston Hobby
Houston Hobby
From £243

Airline reviews for flights from Cayman Islands

Get insights into the airlines that provide service from 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 airline for your flight from Cayman Islands. In the last 7 days, Cheapflights users made a total of 858,174 searches.
Check out reviews from past customers who have flown American Airlines and JetBlue from the Cayman Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews
Check prices

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sept 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sept 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
JetBlue
7.2
Good
2,912 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Crew

8.0

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Nordia,Sept 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

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Related info for your journey

Access useful and relevant information related to your journey from Cayman Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 15 September 2025.

  • What is the cheapest month to fly from Cayman Islands?

    At the present moment the cheapest month to fly from Cayman Islands is currently January; with May being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Cayman Islands?

    Deals for flights from Cayman Islands are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

  • Why should you use Cheapflights to find cheap flight tickets from Cayman Islands?

    It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Cayman Islands.

  • Can Cheapflights find flights from Cayman Islands with no change fees?

    Yes! Cheapflights helps users easily find flights from Cayman Islands with no change fees.

  • Can Cheapflights notify me if prices for flights from Cayman Islands become cheaper?

    Of course! You can now track prices for flights from Cayman Islands and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Cayman Islands?

Deals for flights from Cayman Islands are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Cayman Islands?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Cayman Islands.

Can Cheapflights find flights from Cayman Islands with no change fees?

Yes! Cheapflights helps users easily find flights from Cayman Islands with no change fees.

Can Cheapflights notify me if prices for flights from Cayman Islands become cheaper?

Of course! You can now track prices for flights from Cayman Islands and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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