R14 356 Find Cheap Flights to Caribbean in 2026

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Find the cheapest flights from South Africa to Caribbean

Round-trip

One-way

Last minute

Recent return flight deals from South Africa to Caribbean

Enter your travel dates to find the best prices.

9:50 - 23:58

JNB

SJU

44h 08m

2 stops

6:12 - 8:20

SJU

JNB

44h 08m

2 stops

R21 501Multiple Airlines

Sun, Oct 4 - Fri, Oct 9

9:50 - 1:55

JNB

SJU

46h 05m

2 stops

6:00 - 8:20

SJU

JNB

44h 20m

2 stops

R22 242Etihad Airways

Wed, Jul 15 - Wed, Jul 22

7:00 - 16:10

CPT

GCM

40h 10m

3 stops

18:05 - 11:00

GCM

CPT

33h 55m

2 stops

R22 308British Airways

Tue, Jun 2 - Tue, Jun 9

14:00 - 16:10

CPT

GCM

33h 10m

3 stops

18:05 - 14:35

GCM

CPT

37h 30m

3 stops

R22 489British Airways

Tue, Jun 2 - Tue, Jun 9

20:25 - 21:05

JNB

MBJ

31h 40m

1 stop

22:55 - 8:45

MBJ

JNB

26h 50m

1 stop

R29 206Virgin Atlantic

Tue, Jun 9 - Tue, Jun 16

12:40 - 16:13

JNB

MBJ

34h 33m

2 stops

12:47 - 9:00

MBJ

JNB

37h 13m

2 stops

R30 193Qatar Airways

Mon, Aug 17 - Sun, Aug 30

12:40 - 12:45

JNB

MBJ

55h 05m

2 stops

14:08 - 15:20

MBJ

JNB

42h 12m

2 stops

R32 827Qatar Airways

Fri, Jun 12 - Sun, Jun 21

22:00 - 13:45

JNB

SJU

21h 45m

1 stop

7:00 - 18:30

SJU

JNB

29h 30m

2 stops

R34 342United Airlines

Sun, Oct 4 - Fri, Oct 9

19:00 - 13:30

JNB

MBJ

49h 30m

2 stops

13:25 - 18:35

MBJ

JNB

22h 10m

1 stop

R36 186United Airlines

Wed, May 13 - Fri, Nov 6

20:25 - 22:29

JNB

SJU

32h 04m

2 stops

14:42 - 19:40

SJU

JNB

22h 58m

1 stop

R36 812Virgin Atlantic

Wed, Jul 15 - Wed, Jul 22

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 4/10

9:50-23:58

2 stops44h 08m

San Juan Luis Munoz Marin Intl

Fri 9/10

6:12-8:20

2 stops44h 08m

R21 501

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 15/7

9:50-1:55

2 stops46h 05m

San Juan Luis Munoz Marin Intl

Wed 22/7

6:00-8:20

2 stops44h 20m

R22 242

Cape TownGeorge Town

CPT - GCM

CPTGCM

Cape Town Intl

Tue 2/6

7:00-16:10

3 stops40h 10m

George Town Owen Roberts Intl

Tue 9/6

18:05-11:00

2 stops33h 55m

R22 308

Cape TownGeorge Town

CPT - GCM

CPTGCM

Cape Town Intl

Tue 2/6

14:00-16:10

3 stops33h 10m

George Town Owen Roberts Intl

Tue 9/6

18:05-14:35

3 stops37h 30m

R22 489

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Tue 9/6

20:25-21:05

1 stop31h 40m

Montego Bay Sangster Intl

Tue 16/6

22:55-8:45

1 stop26h 50m

R29 206

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 17/8

12:40-16:13

2 stops34h 33m

Montego Bay Sangster Intl

Sun 30/8

12:47-9:00

2 stops37h 13m

R30 193

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Fri 12/6

12:40-12:45

2 stops55h 05m

Montego Bay Sangster Intl

Sun 21/6

14:08-15:20

2 stops42h 12m

R32 827

Fastest return journey

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 4/10

22:00-13:45

1 stop21h 45m

San Juan Luis Munoz Marin Intl

Fri 9/10

7:00-18:30

2 stops29h 30m

R34 342

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 13/5

19:00-13:30

2 stops49h 30m

Montego Bay Sangster Intl

Fri 6/11

13:25-18:35

1 stop22h 10m

R36 186

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 15/7

20:25-22:29

2 stops32h 04m

San Juan Luis Munoz Marin Intl

Wed 22/7

14:42-19:40

1 stop22h 58m

R36 812

Flights are sorted by cheapest return flights first.

Showing 1-10 of 19 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	R21 501 - R32 811

CHEAPEST COUNTRY	Puerto Rico	23% cheaper	Users typically spent R6 470 less on flights to Puerto Rico
MOST EXPENSIVE COUNTRY	The Bahamas	17% more expensive	Users typically spent R4 840 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Jamaica	133% 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 356
Best Round-Trip Price	R21 501
Fastest flight time	55h 29m
Popular in	June

The best one-way flight price to Caribbean from South Africa in the last 72 hours is R14 356 (Johannesburg OR Tambo to Montego Bay Sangster Intl).

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The best round-trip flight price to Caribbean from South Africa in the last 72 hours is R21 501 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from South Africa takes 55h 29m (Johannesburg OR Tambo to Montego Bay Sangster Intl).

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June has the highest demand for flights to Caribbean, with a 18% 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 April 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.