R13 553 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.

23:15 - 23:52

JNB

SJU

30h 37m

2 stops

7:30 - 21:20

SJU

JNB

31h 50m

2 stops

R20 873KLM

Thu, Aug 27 - Thu, Sep 3

22:00 - 13:58

JNB

KIN

46h 58m

2 stops

14:58 - 18:35

KIN

JNB

44h 37m

3 stops

R22 472United Airlines

Wed, Oct 21 - Tue, Oct 27

22:00 - 13:58

JNB

KIN

46h 58m

3 stops

14:58 - 18:35

KIN

JNB

44h 37m

3 stops

R22 555United Airlines

Wed, Oct 21 - Tue, Oct 27

18:00 - 9:00

JNB

KIN

46h 00m

2 stops

17:25 - 11:00

KIN

JNB

58h 35m

2 stops

R22 868Multiple Airlines

Wed, Oct 21 - Tue, Oct 27

20:15 - 0:54

JNB

SDQ

34h 39m

2 stops

14:05 - 8:45

SDQ

JNB

36h 40m

2 stops

R23 297Delta

Tue, Aug 4 - Tue, Aug 18

19:35 - 22:11

JNB

KIN

33h 36m

2 stops

7:30 - 10:25

KIN

JNB

43h 55m

2 stops

R23 923British Airways

Mon, Nov 23 - Fri, Nov 27

19:35 - 12:07

JNB

STT

46h 32m

2 stops

18:17 - 10:25

STT

JNB

34h 08m

2 stops

R24 550British Airways

Thu, Nov 19 - Mon, Nov 23

20:15 - 23:52

JNB

SJU

33h 37m

2 stops

12:56 - 19:40

SJU

JNB

24h 44m

1 stop

R29 282Virgin Atlantic

Thu, Aug 27 - Thu, Sep 3

23:59 - 18:05

JNB

AUA

24h 06m

1 stop

19:30 - 22:00

AUA

JNB

44h 30m

2 stops

R31 211KLM

Wed, Dec 2 - Wed, Dec 23

21:15 - 11:03

JNB

MBJ

44h 48m

2 stops

17:13 - 7:00

MBJ

JNB

30h 47m

2 stops

R79 271American Airlines

Thu, Sep 17 - Fri, Oct 9

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Thu 27/8

23:15-23:52

2 stops30h 37m

San Juan Luis Munoz Marin Intl

Thu 3/9

7:30-21:20

2 stops31h 50m

R20 873

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/10

22:00-13:58

2 stops46h 58m

Kingston Norman Manley

Tue 27/10

14:58-18:35

3 stops44h 37m

R22 472

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/10

22:00-13:58

3 stops46h 58m

Kingston Norman Manley

Tue 27/10

14:58-18:35

3 stops44h 37m

R22 555

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/10

18:00-9:00

2 stops46h 00m

Kingston Norman Manley

Tue 27/10

17:25-11:00

2 stops58h 35m

R22 868

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Tue 4/8

20:15-0:54

2 stops34h 39m

Santo Domingo Las Americas

Tue 18/8

14:05-8:45

2 stops36h 40m

R23 297

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Mon 23/11

19:35-22:11

2 stops33h 36m

Kingston Norman Manley

Fri 27/11

7:30-10:25

2 stops43h 55m

R23 923

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Thu 19/11

19:35-12:07

2 stops46h 32m

Saint Thomas Island Cyril E King

Mon 23/11

18:17-10:25

2 stops34h 08m

R24 550

Fastest return journey

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Thu 27/8

20:15-23:52

2 stops33h 37m

San Juan Luis Munoz Marin Intl

Thu 3/9

12:56-19:40

1 stop24h 44m

R29 282

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Wed 2/12

23:59-18:05

1 stop24h 06m

Oranjestad Reina Beatrix

Wed 23/12

19:30-22:00

2 stops44h 30m

R31 211

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 17/9

21:15-11:03

2 stops44h 48m

Montego Bay Sangster Intl

Fri 9/10

17:13-7:00

2 stops30h 47m

R79 271

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 395 - R39 067

CHEAPEST COUNTRY	Puerto Rico	27% cheaper	Users typically spent R7 568 less on flights to Puerto Rico
MOST EXPENSIVE COUNTRY	The Bahamas	40% more expensive	Users typically spent R11 112 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Jamaica	114% 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	R13 553
Best Round-Trip Price	R20 873
Fastest flight time	46h 32m
Popular in	January

The best one-way flight price to Caribbean from South Africa in the last 5 days is R13 553 (Cape Town Intl to George Town Owen Roberts Intl).

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The best return flight price to Caribbean from South Africa in the last 5 days is R20 873 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from South Africa takes 46h 32m (Johannesburg OR Tambo to Montego Bay Sangster Intl).

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January has the highest demand for flights to Caribbean, with a 16% 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.