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£96+ Cheap flights from the Cayman Islands

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/2. 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 — LHR
22 Jan — 29 Jan1
1 adult
1 adult, Economy, 0 bags

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 23 December 2025.

Good round-trip deal

£183 or less

Good one-way deal

£151 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

Enter your travel dates to find the best prices.

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 23 December 2025.

Wed 13/512:45GCM - MIA
1 stop11h 11mDelta
Tue 19/507:00MIA - GCM
1 stop5h 24mDelta
Deal found 22/12£187
Fri 2/107:00GCM - MIA
Nonstop1h 35mCayman Airways
Sun 4/110:00MIA - GCM
Nonstop1h 35mCayman Airways
Deal found 22/12£276
Fri 30/113:50GCM - MIA
1 stop8h 10mSouthwest
Sun 1/206:45MIA - GCM
1 stop6h 10mSouthwest
Deal found 21/12£324
Fri 9/114:05GCM - MIA
1 stop8h 43mDelta
Sun 11/105:50MIA - GCM
1 stop6h 50mDelta
Deal found 22/12£345
Sat 2/513:05GCM - MIA
1 stop8h 00mSouthwest
Mon 4/506:20MIA - GCM
1 stop6h 50mSouthwest
Deal found 22/12£357
Fri 6/214:50GCM - MIA
2 stops31h 30mUnited Airlines
Sun 15/209:00MIA - GCM
1 stop28h 45mUnited Airlines
Deal found 22/12£362
Tue 19/513:35GCM - ORD
1 stop20h 30mUnited Airlines
Wed 27/518:25ORD - GCM
1 stop18h 05mUnited Airlines
Deal found 21/12£380
Wed 20/513:05GCM - ORD
1 stop8h 50mSouthwest
Mon 25/506:00ORD - GCM
1 stop6h 10mSouthwest
Deal found 21/12£383
Mon 18/513:35GCM - ORD
1 stop21h 09mUnited Airlines
Mon 25/506:00ORD - GCM
1 stop6h 30mUnited Airlines
Deal found 21/12£399
Thu 15/114:50GCM - ORD
Nonstop4h 14mUnited Airlines
Sun 18/118:16ORD - GCM
1 stop17h 59mUnited Airlines
Deal found 21/12£407
Tue 19/513:35GCM - ORD
1 stop20h 30mUnited Airlines
Tue 26/506:00ORD - GCM
1 stop6h 30mUnited Airlines
Deal found 21/12£414
Mon 18/512:45GCM - ORD
2 stops18h 41mDelta
Tue 26/519:35ORD - GCM
2 stops15h 49mDelta
Deal found 21/12£433

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 23 December 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Wed 13/5

12:45-20:57

1 stop7h 12m

Miami

Tue 19/5

07:00-11:24

1 stop5h 24m

£187

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 2/1

07:00-08:35

Nonstop1h 35m

Miami

Sun 4/1

10:00-11:35

Nonstop1h 35m

£276

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 30/1

13:50-22:00

1 stop8h 10m

Miami

Sun 1/2

06:45-12:55

1 stop6h 10m

£324

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 9/1

14:05-22:48

1 stop8h 43m

Miami

Sun 11/1

05:50-12:40

1 stop6h 50m

£345

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Sat 2/5

13:05-22:05

1 stop8h 00m

Miami

Mon 4/5

06:20-12:10

1 stop6h 50m

£357

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 6/2

14:50-22:20

2 stops31h 30m

Miami

Sun 15/2

09:00-13:45

1 stop28h 45m

£362

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Wed 20/5

13:35-10:07

1 stop20h 32m

Chicago O'Hare Intl

Sun 24/5

12:49-12:30

1 stop23h 41m

£380

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 19/5

13:35-10:05

1 stop20h 30m

Chicago O'Hare Intl

Wed 27/5

18:25-12:30

1 stop18h 05m

£380

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Fri 22/5

13:35-09:25

1 stop19h 50m

Chicago O'Hare Intl

Mon 25/5

09:25-12:30

1 stop27h 05m

£380

George TownChicago

GCM - ORD

GCMORD

George Town Owen Roberts Intl

Tue 19/5

13:35-07:44

1 stop18h 09m

Chicago O'Hare Intl

Sun 24/5

21:35-12:30

1 stop14h 55m

£380

Flights are sorted by cheapest return flights first.

Deals found on 22/12

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, August is the cheapest month in which you can book a flight from Cayman Islands (average of £201). Flying from Cayman Islands in December will prove the most costly (average of £812). 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?

Only one airline operates round-trip flights from Cayman Islands: British Airways. This airline flies to the following popular destinations: London.

British Airways
British Airways
From £743
Cayman Airways
Cayman Airways
From £177
American Airlines
American Airlines
From £170
United Airlines
United Airlines
From £746

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

The cheapest city to fly to from Cayman Islands is Houston Hobby, with prices starting at £147. Explore other affordable destinations below.

Houston Hobby
Houston Hobby
From £147
Miami
Miami
From £148
New York
New York
From £169
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From £289

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 British Airways 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.
British Airways
6.7
Okay
7,605 reviews
Check prices

Boarding

6.9

Comfort

6.7

Entertainment

6.4

Crew

7.6

Overall

6.7

Food

6.4

Reviews

1 / 20
8.0
Excellent

Lakshmi,Dec 2025

SFO - LHR

I had a great time on the flight with good entertainment and food. The staff was awesome. The only thing was there was a delay in boarding and takeoff from London. However, I was pleasantly surprised when the airline sent an apology for the few later landing in Mumbai. They did not have WiFi on board on the leg from London to Mumbai but that was okay for me. On the first leg from SF to London, a couple of seats ahead of me had issues with their display so they could not watch anything on their screens although the stewardess gas be them an option to use the WiFi on their devices. This did not affect me, however, so that was cool. I would recommend British Airways. This was my first time flying with them and I had a lovely flight.
British Airways
6.7
Okay
7,605 reviews
British Airways
6.7
Okay
7,605 reviews
Check prices

Boarding

6.9

Comfort

6.7

Entertainment

6.4

Crew

7.6

Overall

6.7

Food

6.4

Reviews

1 / 20
8.0
Excellent

Lakshmi,Dec 2025

SFO - LHR

I had a great time on the flight with good entertainment and food. The staff was awesome. The only thing was there was a delay in boarding and takeoff from London. However, I was pleasantly surprised when the airline sent an apology for the few later landing in Mumbai. They did not have WiFi on board on the leg from London to Mumbai but that was okay for me. On the first leg from SF to London, a couple of seats ahead of me had issues with their display so they could not watch anything on their screens although the stewardess gas be them an option to use the WiFi on their devices. This did not affect me, however, so that was cool. I would recommend British Airways. This was my first time flying with them and I had a lovely flight.

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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 23 December 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 August; with December 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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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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