R19 961 Find Cheap Flights to Caribbean in 2026

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Find the cheapest flights from South Africa to Caribbean

Round-trip

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

7:00 - 21:20

SJU

JNB

32h 20m

2 stops

R19 961KLM

Thu, Jun 4 - Tue, Sep 15

9:50 - 23:58

JNB

SJU

44h 08m

2 stops

6:12 - 8:20

SJU

JNB

44h 08m

2 stops

R21 652Multiple Airlines

Sun, Oct 4 - Fri, Oct 9

21:15 - 19:54

JNB

KIN

29h 39m

2 stops

12:41 - 9:25

KIN

JNB

37h 44m

2 stops

R23 940British Airways

Sun, Jun 7 - Sun, Jun 14

19:50 - 9:13

JNB

SJU

43h 23m

2 stops

12:00 - 10:30

SJU

JNB

40h 30m

2 stops

R24 437Multiple Airlines

Tue, May 5 - Fri, May 8

19:50 - 9:08

JNB

SJU

43h 18m

2 stops

12:05 - 4:00

SJU

JNB

33h 55m

2 stops

R24 554Qatar Airways

Wed, Jun 3 - Mon, Sep 14

19:25 - 12:40

JNB

STT

47h 15m

2 stops

17:40 - 9:25

STT

JNB

33h 45m

2 stops

R25 184British Airways

Thu, Oct 8 - Mon, Oct 12

19:30 - 16:10

CPT

GCM

51h 40m

3 stops

14:10 - 13:10

GCM

CPT

40h 00m

2 stops

R31 931Qatar Airways

Mon, May 4 - Thu, May 7

22:00 - 14:10

JNB

SDQ

22h 10m

1 stop

15:20 - 18:30

SDQ

JNB

21h 10m

1 stop

R39 591United Airlines

Sun, Oct 18 - Thu, Oct 22

22:00 - 14:10

JNB

SDQ

22h 10m

1 stop

15:20 - 18:30

SDQ

JNB

21h 10m

1 stop

R39 674United Airlines

Sun, Oct 18 - Thu, Oct 22

18:00 - 2:25

JNB

SDQ

38h 25m

3 stops

14:16 - 10:30

SDQ

JNB

38h 14m

2 stops

R70 278Turkish 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

Tue 15/9

7:00-21:20

2 stops32h 20m

R19 961

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 652

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 940

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Tue 5/5

19:50-9:13

2 stops43h 23m

San Juan Luis Munoz Marin Intl

Fri 8/5

12:00-10:30

2 stops40h 30m

R24 437

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 554

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Thu 8/10

19:25-12:40

2 stops47h 15m

Saint Thomas Island Cyril E King

Mon 12/10

17:40-9:25

2 stops33h 45m

R25 184

Cape TownGeorge Town

CPT - GCM

CPTGCM

Cape Town Intl

Mon 4/5

19:30-16:10

3 stops51h 40m

George Town Owen Roberts Intl

Thu 7/5

14:10-13:10

2 stops40h 00m

R31 931

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 591

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 674

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Sun 18/10

18:00-2:25

3 stops38h 25m

Santo Domingo Las Americas

Thu 22/10

14:16-10:30

2 stops38h 14m

R70 278

Flights are sorted by cheapest return flights first.

Sorted 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 652 - R33 042

CHEAPEST COUNTRY	Puerto Rico	21% cheaper	Users typically spent R5 736 less on flights to Puerto Rico
MOST EXPENSIVE COUNTRY	The Bahamas	21% more expensive	Users typically spent R5 653 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 Round-Trip Price	R19 961
Fastest flight time	29h 39m
Popular in	June

The best round-trip flight price to Caribbean from South Africa in the last 72 hours is R19 961 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from South Africa takes 29h 39m (Johannesburg OR Tambo to Kingston Norman Manley).

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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.