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R3 960+ 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 3/4. 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 23 — Mar 301
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 21 February 2026.

Good one-way deal

R6 351 or less
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 21 February 2026.

Fri 24/413:10
GCM
-
CPT
2 stops45h 10m
United Airlines
Sun 3/520:00
CPT
-
GCM
2 stops47h 30m
United Airlines
Deal found 19/2R18 465
Fri 24/413:10
GCM
-
JNB
1 stop22h 20m
United Airlines
Sun 3/519:00
JNB
-
GCM
2 stops48h 30m
United Airlines
Deal found 20/2R22 570
Sat 23/514:40
GCM
-
CPT
2 stops39h 00m
United Airlines
Sun 31/520:00
CPT
-
GCM
2 stops47h 30m
United Airlines
Deal found 17/2R23 198
Sat 23/516:45
GCM
-
JNB
2 stops42h 45m
United Airlines
Sun 31/519:00
JNB
-
GCM
2 stops48h 30m
United Airlines
Deal found 19/2R24 968
Fri 22/513:35
GCM
-
CPT
2 stops42h 45m
United Airlines
Sun 31/520:00
CPT
-
GCM
2 stops47h 30m
United Airlines
Deal found 17/2R27 448
Fri 22/513:35
GCM
-
JNB
2 stops45h 55m
United Airlines
Sun 31/519:00
JNB
-
GCM
2 stops48h 30m
United Airlines
Deal found 19/2R27 786
Mon 15/618:05
GCM
-
JNB
2 stops32h 20m
British Airways
Tue 28/719:25
JNB
-
GCM
2 stops27h 45m
British Airways
Deal found 18/2R27 834
Sat 23/513:45
GCM
-
JNB
3 stops34h 25m
Multiple Airlines
Sun 31/512:10
JNB
-
GCM
2 stops33h 35m
Multiple Airlines
Deal found 19/2R28 462
Sat 23/514:40
GCM
-
JNB
1 stop20h 50m
United Airlines
Mon 1/622:00
JNB
-
GCM
2 stops45h 30m
United Airlines
Deal found 19/2R28 977
Fri 22/518:05
GCM
-
JNB
2 stops29h 55m
British Airways
Mon 1/621:15
JNB
-
GCM
2 stops25h 55m
British Airways
Deal found 19/2R29 315
Sat 23/513:45
GCM
-
CPT
3 stops38h 45m
Multiple Airlines
Sun 31/514:25
CPT
-
GCM
3 stops31h 20m
Multiple Airlines
Deal found 17/2R29 798
Fri 22/58:00
GCM
-
CPT
2 stops30h 30m
Multiple Airlines
Sun 31/514:25
CPT
-
GCM
3 stops31h 20m
Multiple Airlines
Deal found 19/2R31 247

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 21 February 2026. In the last 7 days, Cheapflights users made a total of 594 507 searches

Fly to

OR Tambo

Route

Depart

Return

Price

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

Fri 24/4

13:10-17:20

2 stops45h 10m

Cape Town Intl

Sun 3/5

20:00-12:30

2 stops47h 30m

R18 465

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Fri 24/4

13:10-18:30

1 stop22h 20m

Johannesburg OR Tambo

Sun 3/5

19:00-12:30

2 stops48h 30m

R22 586

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

Sat 23/5

14:40-12:40

2 stops39h 00m

Cape Town Intl

Sun 31/5

20:00-12:30

2 stops47h 30m

R23 198

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Sat 23/5

16:45-18:30

2 stops42h 45m

Johannesburg OR Tambo

Sun 31/5

19:00-12:30

2 stops48h 30m

R24 968

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Mon 15/6

18:05-9:25

2 stops32h 20m

Johannesburg OR Tambo

Tue 28/7

19:25-16:10

2 stops27h 45m

R27 834

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Sat 23/5

16:45-18:30

2 stops42h 45m

Johannesburg OR Tambo

Mon 1/6

22:00-12:30

2 stops45h 30m

R28 977

George TownJohannesburg

GCM - JNB

GCMJNB

George Town Owen Roberts Intl

Fri 22/5

18:05-7:00

2 stops29h 55m

Johannesburg OR Tambo

Mon 1/6

21:15-16:10

2 stops25h 55m

R29 315

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

Sat 23/5

13:45-11:30

3 stops38h 45m

Cape Town Intl

Sun 31/5

14:25-14:45

3 stops31h 20m

R29 798

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

Fri 22/5

13:35-15:20

2 stops42h 45m

Cape Town Intl

Sun 31/5

20:00-12:30

2 stops47h 30m

R29 862

George TownCape Town

GCM - CPT

GCMCPT

George Town Owen Roberts Intl

Fri 22/5

8:00-21:30

2 stops30h 30m

Cape Town Intl

Sun 31/5

14:25-14:45

3 stops31h 20m

R31 247

Flights are sorted by cheapest return flights first.

Deals found on 17/2

Showing 1-10 of 16 results
1
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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 390). Flying from Cayman Islands in May will prove the most costly (average of R29 218). 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 R26 810

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 014. Explore other affordable destinations below.

Charlotte Douglas
Charlotte Douglas
From R5 014

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
7 756 reviews
Check prices

Boarding

6,9

Comfort

6,8

Overall

6,7

Crew

7,6

Food

6,4

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
7 756 reviews
British Airways
6,7
Okay
7 756 reviews
Check prices

Boarding

6,9

Comfort

6,8

Overall

6,7

Crew

7,6

Food

6,4

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 21 February 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 May 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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