R14 987 Find Cheap Flights to Caribbean in 2026

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Find the cheapest flights from South Africa to Caribbean

Return

One-way

Last minute

Recent return flight deals from South Africa to Caribbean

Enter your travel dates to find the best prices.

18:50 - 20:45

JNB

SJU

31h 55m

2 stops

14:00 - 11:00

SJU

JNB

63h 00m

2 stops

R20 328Turkish Airlines

Sun, Nov 8 - Wed, Nov 11

18:50 - 20:45

JNB

SJU

31h 55m

2 stops

14:00 - 11:00

SJU

JNB

63h 00m

2 stops

R20 509Turkish Airlines

Sun, Nov 8 - Wed, Nov 11

18:50 - 20:45

JNB

SJU

31h 55m

2 stops

14:00 - 22:25

SJU

JNB

50h 25m

2 stops

R20 525Turkish Airlines

Sun, Nov 8 - Wed, Nov 11

10:25 - 22:46

JNB

SDQ

42h 21m

2 stops

6:00 - 18:30

SDQ

JNB

30h 30m

1 stop

R22 333United Airlines

Thu, Sep 17 - Mon, Sep 21

10:25 - 22:46

JNB

SDQ

42h 21m

2 stops

6:00 - 18:30

SDQ

JNB

30h 30m

1 stop

R22 349United Airlines

Thu, Sep 17 - Mon, Sep 21

19:35 - 22:11

JNB

KIN

33h 36m

2 stops

14:58 - 10:25

KIN

JNB

36h 27m

2 stops

R22 448British Airways

Fri, Nov 6 - Sat, Nov 21

19:35 - 21:21

JNB

KIN

32h 46m

2 stops

15:32 - 10:25

KIN

JNB

35h 53m

2 stops

R22 497British Airways

Wed, Jan 13 - Wed, Jan 27

20:20 - 12:23

JNB

SJU

46h 03m

2 stops

16:00 - 15:35

SJU

JNB

41h 35m

2 stops

R24 897Qatar Airways

Sun, Nov 8 - Wed, Nov 11

23:59 - 18:05

JNB

AUA

24h 06m

1 stop

19:30 - 22:00

AUA

JNB

44h 30m

2 stops

R37 435KLM

Wed, Dec 2 - Sun, Dec 27

23:59 - 18:05

JNB

AUA

24h 06m

1 stop

19:30 - 22:00

AUA

JNB

44h 30m

2 stops

R39 194KLM

Wed, Dec 2 - Sun, Dec 27

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 8/11

18:50-20:45

2 stops31h 55m

San Juan Luis Munoz Marin Intl

Wed 11/11

14:00-11:00

2 stops63h 00m

R20 328

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 8/11

18:50-20:45

2 stops31h 55m

San Juan Luis Munoz Marin Intl

Wed 11/11

14:00-11:00

2 stops63h 00m

R20 509

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 8/11

18:50-20:45

2 stops31h 55m

San Juan Luis Munoz Marin Intl

Wed 11/11

14:00-22:25

2 stops50h 25m

R20 525

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 17/9

10:25-22:46

2 stops42h 21m

Santo Domingo Las Americas

Mon 21/9

6:00-18:30

1 stop30h 30m

R22 333

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 17/9

10:25-22:46

2 stops42h 21m

Santo Domingo Las Americas

Mon 21/9

6:00-18:30

1 stop30h 30m

R22 349

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 6/11

19:35-22:11

2 stops33h 36m

Kingston Norman Manley

Sat 21/11

14:58-10:25

2 stops36h 27m

R22 448

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 13/1

19:35-21:21

2 stops32h 46m

Kingston Norman Manley

Wed 27/1

15:32-10:25

2 stops35h 53m

R22 497

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 8/11

20:20-12:23

2 stops46h 03m

San Juan Luis Munoz Marin Intl

Wed 11/11

16:00-15:35

2 stops41h 35m

R24 897

Fastest return journey

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Wed 2/12

23:59-18:05

1 stop24h 06m

Oranjestad Reina Beatrix

Sun 27/12

19:30-22:00

2 stops44h 30m

R37 435

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Wed 2/12

23:59-18:05

1 stop24h 06m

Oranjestad Reina Beatrix

Sun 27/12

19:30-22:00

2 stops44h 30m

R39 194

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest savings

	Price	R20 509 - R40 582

CHEAPEST COUNTRY	Puerto Rico	25% cheaper	Users typically spent R6 738 less on flights to Puerto Rico
MOST EXPENSIVE COUNTRY	The Bahamas	49% more expensive	Users typically spent R13 327 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Jamaica	120% more popular	As a popular travel destination, more of our users plan to visit Jamaica than any other country in Caribbean

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Jamaica, followed by Cuba, The Bahamas, Dominican Republic and Barbados.

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	R14 987
Best Round-Trip Price	R20 328
Fastest flight time	38h 55m
Popular in	January

The best one-way flight price to Caribbean from South Africa in the last 5 days is R14 987 (Johannesburg OR Tambo to Kingston Norman Manley).

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The best return flight price to Caribbean from South Africa in the last 5 days is R20 328 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from South Africa takes 38h 55m (Cape Town Intl to George Town Owen Roberts Intl).

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January has the highest demand for flights to Caribbean, with a 14% price increase on average.

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Frequently asked questions about flying to Caribbean

When did momondo last update prices for flights to Caribbean?

Prices for flights to Caribbean refresh daily.

How many operators does momondo search for flights to Caribbean?

As of July 2026, there are 7 operators available to choose from for flights to Caribbean.

How old do you have to be to fly to Caribbean?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean.

Can I find flights to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for flights to Caribbean to just show those with flexible booking policies.

How can momondo help me find flights to Caribbean?

momondo provides multiple filters to help you find the best flight to Caribbean. Filter by price, airline, airport, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.