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R5 281+ 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 — JNB
Dec 27 — Jan 31
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 27 November 2025.

Good one-way deal

R14 990 or less
Price to beat on a one-way flight from Cayman Islands.
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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 27 November 2025.

Sat 24/117:30GCM - JNB
2 stops42h 05mUnited Airlines
Fri 13/222:00JNB - GCM
2 stops46h 45mUnited Airlines
Deal found 25/11R27 022
Tue 27/114:25GCM - JNB
2 stops37h 40mUnited Airlines
Fri 13/222:00JNB - GCM
2 stops46h 45mUnited Airlines
Deal found 25/11R27 194
Tue 27/114:25GCM - JNB
2 stops37h 40mUnited Airlines
Wed 11/210:25JNB - GCM
2 stops33h 50mUnited Airlines
Deal found 25/11R27 365
Sun 25/114:25GCM - JNB
2 stops37h 40mUnited Airlines
Mon 16/215:05JNB - GCM
2 stops29h 10mUnited Airlines
Deal found 25/11R27 434
Thu 29/114:50GCM - CPT
2 stops66h 20mUnited Airlines
Sat 18/418:05CPT - GCM
2 stops49h 40mUnited Airlines
Deal found 26/11R27 777
Sat 24/114:50GCM - JNB
2 stops44h 45mUnited Airlines
Sat 14/219:45JNB - GCM
2 stops49h 00mUnited Airlines
Deal found 25/11R27 777
Mon 26/114:50GCM - JNB
2 stops59h 40mUnited Airlines
Mon 16/210:25JNB - GCM
2 stops33h 50mUnited Airlines
Deal found 25/11R27 948
Sat 24/117:30GCM - JNB
2 stops33h 00mUnited Airlines
Mon 16/215:05JNB - GCM
2 stops29h 10mUnited Airlines
Deal found 25/11R28 034
Fri 23/114:50GCM - JNB
2 stops44h 45mUnited Airlines
Fri 13/215:05JNB - GCM
2 stops32h 30mUnited Airlines
Deal found 25/11R28 137
Mon 26/114:50GCM - JNB
2 stops59h 40mUnited Airlines
Sat 14/219:45JNB - GCM
2 stops49h 00mUnited Airlines
Deal found 25/11R28 531
Thu 22/114:25GCM - JNB
1 stop21h 10mUnited Airlines
Sat 14/219:45JNB - GCM
2 stops49h 00mUnited Airlines
Deal found 25/11R28 634
Sun 25/114:25GCM - JNB
2 stops44h 00mUnited Airlines
Sat 14/219:45JNB - GCM
2 stops49h 00mUnited Airlines
Deal found 25/11R28 806

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 27 November 2025. In the last 7 days, Cheapflights users made a total of 594 507 searches

Fly to

OR Tambo

Route

Depart

Return

Price

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Wed 21/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Tue 17/2

22:00-13:45

2 stops46h 45m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Thu 22/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Mon 16/2

22:00-13:15

1 stop22h 15m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Sat 24/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Fri 13/2

22:00-13:45

2 stops46h 45m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Thu 22/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Tue 17/2

22:00-13:45

2 stops46h 45m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Fri 23/1

14:50-18:35

2 stops44h 45m

Johannesburg OR Tambo

Mon 16/2

22:00-13:15

1 stop22h 15m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Sun 25/1

14:50-18:35

2 stops44h 45m

Johannesburg OR Tambo

Mon 16/2

22:00-13:15

1 stop22h 15m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Sun 25/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Tue 17/2

22:00-13:15

1 stop22h 15m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Thu 22/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Fri 13/2

22:00-13:45

2 stops46h 45m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Wed 21/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Fri 13/2

22:00-13:45

2 stops46h 45m

R27 022

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Mon 26/1

14:25-18:35

1 stop21h 10m

Johannesburg OR Tambo

Tue 17/2

22:00-13:15

1 stop22h 15m

R27 022

Flights are sorted by cheapest return flights first.

Deals found on 26/11

Showing 1-10 of 18 results
1
2

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 R16 632). Flying from Cayman Islands in July will prove the most costly (average of R31 635). 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?

When flying from Cayman Islands check dates and pricing for the following: British Airways. As it departs for the following popular destinations: Johannesburg.

British Airways
British Airways
From R29 754

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

The cheapest city to fly to from Cayman Islands is New York, with prices starting at R14 990. Explore other affordable destinations below.

New York
New York
From R14 990

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 594 507 searches.
See what other customers who have flown with British Airways from the Cayman Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
British Airways
6,7
Okay
7 539 reviews
Check prices

Entertainment

6,4

Boarding

6,9

Food

6,3

Crew

7,6

Overall

6,7

Comfort

6,7

Reviews

1 / 20
8,0
Excellent

Anonymous,May 2025

ACC - LGW

The flight was excellent , the crew were friendly and efficient , the entertainment on screen made a long (although not a long haul flight) very pleasing the meals and wine and fruit juice were very satisfying all in all a great experience
British Airways
6,7
Okay
7 539 reviews
British Airways
6,7
Okay
7 539 reviews
Check prices

Entertainment

6,4

Boarding

6,9

Food

6,3

Crew

7,6

Overall

6,7

Comfort

6,7

Reviews

1 / 20
8,0
Excellent

Anonymous,May 2025

ACC - LGW

The flight was excellent , the crew were friendly and efficient , the entertainment on screen made a long (although not a long haul flight) very pleasing the meals and wine and fruit juice were very satisfying all in all a great experience

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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 27 November 2025.

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

    January is currently the cheapest month to fly from Cayman Islands. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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

    When you search for this flight from Cayman Islands, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

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

    Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Cayman Islands for you. Better yet — we are completely free to use.

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

    Need flexible booking options for your flight from Cayman Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Cayman Islands today and book when you’re ready!

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Fly with Cheapflights

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How does Cheapflights help users find flights from Cayman Islands?

When you search for this flight from Cayman Islands, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Cayman Islands for you. Better yet — we are completely free to use.

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

Need flexible booking options for your flight from Cayman Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Cayman Islands today and book when you’re ready!

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