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R3 634+ 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 17/3. 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
mar. 4 — mar. 111
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 2 februar 2026.

Good one-way deal

R6 343 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 2 februar 2026.

on. 15/412:55
GCM
-
JNB
1 stop22h 35m
United Airlines
ti. 5/519:00
JNB
-
GCM
2 stops48h 30m
United Airlines
Deal found 30/1R20 130
on. 29/412:55
GCM
-
CPT
1 stop21h 15m
United Airlines
ti. 19/520:00
CPT
-
GCM
2 stops47h 30m
United Airlines
Deal found 30/1R20 178
to. 30/413:35
GCM
-
CPT
2 stops36h 55m
United Airlines
fr. 22/520:00
CPT
-
GCM
1 stop26h 05m
United Airlines
Deal found 30/1R20 934
ti. 28/412:55
GCM
-
CPT
2 stops40h 45m
United Airlines
fr. 22/520:00
CPT
-
GCM
2 stops47h 30m
United Airlines
Deal found 30/1R21 255
on. 15/412:55
GCM
-
JNB
1 stop22h 35m
United Airlines
ma. 4/519:00
JNB
-
GCM
2 stops48h 30m
United Airlines
Deal found 30/1R21 737
on. 29/412:55
GCM
-
CPT
1 stop21h 15m
United Airlines
to. 21/519:50
CPT
-
GCM
2 stops48h 40m
United Airlines
Deal found 30/1R21 882
on. 29/413:50
GCM
-
CPT
2 stops42h 30m
United Airlines
sø. 24/517:55
CPT
-
GCM
2 stops49h 35m
United Airlines
Deal found 30/1R22 139
to. 30/413:35
GCM
-
CPT
2 stops36h 55m
United Airlines
sø. 24/517:55
CPT
-
GCM
2 stops49h 35m
United Airlines
Deal found 30/1R22 895
ti. 14/412:55
GCM
-
JNB
1 stop22h 35m
United Airlines
to. 14/519:00
JNB
-
GCM
2 stops49h 30m
United Airlines
Deal found 2/2R22 975
fr. 1/513:35
GCM
-
CPT
2 stops42h 45m
United Airlines
fr. 22/520:00
CPT
-
GCM
1 stop26h 05m
United Airlines
Deal found 30/1R23 795
fr. 1/513:35
GCM
-
CPT
2 stops42h 45m
United Airlines
sø. 24/517:55
CPT
-
GCM
2 stops49h 35m
United Airlines
Deal found 30/1R25 757
ma. 15/618:05
GCM
-
JNB
2 stops29h 55m
British Airways
ti. 28/721:15
JNB
-
GCM
2 stops25h 55m
British Airways
Deal found 1/2R26 786

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 2 februar 2026. 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

on. 15/4

12:55-18:30

1 stop22h 35m

Johannesburg OR Tambo

ti. 5/5

19:00-12:30

2 stops48h 30m

R20 130

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

on. 29/4

13:50-15:20

2 stops42h 30m

Cape Town Intl

ti. 19/5

20:00-12:30

2 stops47h 30m

R20 178

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

ti. 28/4

13:35-17:10

2 stops44h 35m

Cape Town Intl

fr. 22/5

20:00-15:05

1 stop26h 05m

R20 178

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

on. 29/4

12:55-17:10

1 stop21h 15m

Cape Town Intl

fr. 22/5

20:00-15:05

1 stop26h 05m

R20 178

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

sø. 3/5

13:35-15:20

2 stops42h 45m

Cape Town Intl

fr. 22/5

20:00-12:30

2 stops47h 30m

R20 178

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

lø. 2/5

16:09-17:10

2 stops42h 01m

Cape Town Intl

fr. 22/5

20:00-15:05

1 stop26h 05m

R20 178

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

ma. 4/5

13:35-9:30

2 stops60h 55m

Cape Town Intl

ti. 19/5

20:00-12:30

2 stops47h 30m

R20 934

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

ma. 4/5

13:35-9:30

2 stops60h 55m

Cape Town Intl

fr. 22/5

20:00-15:05

1 stop26h 05m

R20 934

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

to. 30/4

13:35-9:30

2 stops36h 55m

Cape Town Intl

ti. 19/5

20:00-12:30

2 stops47h 30m

R20 934

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

on. 15/4

12:55-18:30

1 stop22h 35m

Johannesburg OR Tambo

ma. 4/5

19:00-12:30

2 stops48h 30m

R21 737

Flights are sorted by cheapest return flights first.

Deals found on 31/1

Showing 1-10 of 22 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 R15 371). Flying from Cayman Islands in July will prove the most costly (average of R29 664). 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 R27 900

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

The cheapest city to fly to from Cayman Islands is Charlotte Douglas, with prices starting at R5 008. Explore other affordable destinations below.

Charlotte Douglas
Charlotte Douglas
From R5 008

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
7 711 reviews
Check prices

Overall

6,7

Comfort

6,8

Food

6,4

Boarding

6,9

Crew

7,6

Entertainment

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
7 711 reviews
British Airways
6,7
Okay
7 711 reviews
Check prices

Overall

6,7

Comfort

6,8

Food

6,4

Boarding

6,9

Crew

7,6

Entertainment

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 2 februar 2026.

  • 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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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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