R14 421 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.

18:00 - 23:35

JNB

SJU

35h 35m

2 stops

13:30 - 21:20

SJU

JNB

25h 50m

2 stops

R19 911KLM

Thu, Jun 4 - Mon, Sep 14

9:50 - 23:58

JNB

SJU

44h 08m

2 stops

6:12 - 8:20

SJU

JNB

44h 08m

2 stops

R21 598Multiple Airlines

Sun, Oct 4 - Fri, Oct 9

7:00 - 16:10

CPT

GCM

40h 10m

3 stops

18:05 - 11:00

GCM

CPT

33h 55m

2 stops

R22 408British 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 590British Airways

Tue, Jun 2 - Tue, Jun 9

21:15 - 19:54

JNB

KIN

29h 39m

2 stops

12:41 - 9:25

KIN

JNB

37h 44m

2 stops

R23 880British Airways

Sun, Jun 7 - Sun, Jun 14

19:50 - 9:08

JNB

SJU

43h 18m

2 stops

12:05 - 4:00

SJU

JNB

33h 55m

2 stops

R24 492Qatar Airways

Wed, Jun 3 - Mon, Sep 14

12:40 - 16:13

JNB

MBJ

34h 33m

2 stops

12:47 - 9:00

MBJ

JNB

37h 13m

2 stops

R30 330Qatar Airways

Mon, Aug 17 - Sun, Aug 30

19:00 - 13:30

JNB

MBJ

49h 30m

2 stops

13:25 - 18:35

MBJ

JNB

22h 10m

1 stop

R36 349United Airlines

Wed, May 13 - Fri, Nov 6

20:25 - 21:05

JNB

MBJ

31h 40m

1 stop

22:55 - 8:45

MBJ

JNB

26h 50m

1 stop

R39 194Virgin Atlantic

Mon, Aug 17 - Sun, Aug 30

22:00 - 14:10

JNB

SDQ

22h 10m

1 stop

15:20 - 18:30

SDQ

JNB

21h 10m

1 stop

R39 491United Airlines

Sun, Oct 18 - Thu, Oct 22

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Thu 4/6

18:00-23:35

2 stops35h 35m

San Juan Luis Munoz Marin Intl

Mon 14/9

13:30-21:20

2 stops25h 50m

R19 911

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 598

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 408

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 590

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:15-19:54

2 stops29h 39m

Kingston Norman Manley

Sun 14/6

12:41-9:25

2 stops37h 44m

R23 880

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 3/6

19:50-9:08

2 stops43h 18m

San Juan Luis Munoz Marin Intl

Mon 14/9

12:05-4:00

2 stops33h 55m

R24 492

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 330

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 349

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 17/8

20:25-21:05

1 stop31h 40m

Montego Bay Sangster Intl

Sun 30/8

22:55-8:45

1 stop26h 50m

R39 194

Fastest return journey

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Sun 18/10

22:00-14:10

1 stop22h 10m

Santo Domingo Las Americas

Thu 22/10

15:20-18:30

1 stop21h 10m

R39 491

Flights are sorted by cheapest return flights first.

Showing 1-10 of 18 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 598 - R32 959

CHEAPEST COUNTRY	Puerto Rico	21% cheaper	Users typically spent R5 722 less on flights to Puerto Rico
MOST EXPENSIVE COUNTRY	The Bahamas	21% more expensive	Users typically spent R5 639 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Jamaica	158% 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 421
Best Round-Trip Price	R19 911
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 421 (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 R19 911 (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.