R15 010+ Cheap flights to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
ago. 21 — ago. 281
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 22 julio 2026.

dom. 8/1118:50
JNB
-
SJU
2 stops31h 55m
Turkish Airlines
mié. 11/1114:00
SJU
-
JNB
2 stops63h 00m
Turkish Airlines
Deal found 19/7R20 359
mié. 4/110:20
JNB
-
KIN
2 stops47h 38m
Multiple Airlines
jue. 12/1118:30
KIN
-
JNB
2 stops57h 30m
Multiple Airlines
Deal found 21/7R22 334
jue. 17/910:25
JNB
-
SDQ
2 stops42h 21m
United Airlines
lun. 21/96:00
SDQ
-
JNB
1 stop30h 30m
United Airlines
Deal found 19/7R22 367
mié. 21/1022:00
JNB
-
KIN
2 stops46h 58m
United Airlines
mar. 27/1014:58
KIN
-
JNB
3 stops44h 37m
United Airlines
Deal found 17/7R22 433
vie. 6/1119:35
JNB
-
KIN
2 stops33h 36m
British Airways
sáb. 21/1114:58
KIN
-
JNB
2 stops36h 27m
British Airways
Deal found 18/7R22 482
mié. 21/1018:00
JNB
-
KIN
2 stops46h 00m
Multiple Airlines
mar. 27/1017:25
KIN
-
JNB
2 stops58h 35m
Multiple Airlines
Deal found 17/7R22 828
dom. 22/1119:35
JNB
-
MBJ
2 stops45h 41m
American Airlines
vie. 4/1216:23
MBJ
-
JNB
2 stops35h 02m
American Airlines
Deal found 20/7R22 893
mié. 16/922:00
JNB
-
KIN
2 stops46h 51m
United Airlines
vie. 2/1014:57
KIN
-
JNB
2 stops44h 33m
United Airlines
Deal found 18/7R22 976
mar. 1/1219:35
JNB
-
KIN
2 stops33h 59m
British Airways
jue. 10/1220:20
KIN
-
JNB
1 stop31h 05m
British Airways
Deal found 19/7R23 338
vie. 4/920:15
JNB
-
KIN
2 stops30h 58m
Delta
vie. 11/99:10
KIN
-
JNB
1 stop27h 30m
Delta
Deal found 19/7R24 227
jue. 19/1119:35
JNB
-
STT
2 stops46h 32m
British Airways
lun. 23/1118:17
STT
-
JNB
2 stops34h 08m
British Airways
Deal found 18/7R24 391
dom. 8/1120:20
JNB
-
SJU
2 stops46h 03m
Qatar Airways
mié. 11/1116:00
SJU
-
JNB
2 stops41h 35m
Qatar Airways
Deal found 20/7R24 934

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 22 julio 2026
Explore Caribbean

Find flight deals to Caribbean

Find the latest flights to Caribbean in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 22 julio 2026.

One-way from

R15 010

Popular in

June

Cheapest in

May

Average price

R25 609
5/9
  • 5/9
  • 2 total stops
  • 39h 45m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 8% potential increase in price (R1 932 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R533 potential savings vs. average return price).
Average for return flights in July 2026

Cheapflights Fare Finder

 
Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 22 julio 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

dom. 8/11

18:50-20:45

2 stops31h 55m

San Juan Luis Munoz Marin Intl

mié. 11/11

14:00-11:00

2 stops63h 00m

R20 359

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mié. 4/11

0:20-16:58

2 stops47h 38m

Kingston Norman Manley

jue. 12/11

18:30-11:00

2 stops57h 30m

R22 334

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

jue. 17/9

10:25-22:46

2 stops42h 21m

Santo Domingo Las Americas

lun. 21/9

6:00-18:30

1 stop30h 30m

R22 367

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mié. 21/10

22:00-13:58

2 stops46h 58m

Kingston Norman Manley

mar. 27/10

14:58-18:35

3 stops44h 37m

R22 433

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mié. 21/10

18:00-9:00

2 stops46h 00m

Kingston Norman Manley

mar. 27/10

17:25-11:00

2 stops58h 35m

R22 828

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mar. 1/12

19:35-22:34

2 stops33h 59m

Kingston Norman Manley

jue. 10/12

20:20-10:25

1 stop31h 05m

R23 338

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

vie. 4/9

20:15-20:13

2 stops30h 58m

Kingston Norman Manley

vie. 11/9

9:10-19:40

1 stop27h 30m

R24 227

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

jue. 19/11

19:35-12:07

2 stops46h 32m

Saint Thomas Island Cyril E King

lun. 23/11

18:17-10:25

2 stops34h 08m

R24 391

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mar. 18/8

19:25-18:26

2 stops30h 01m

Kingston Norman Manley

lun. 24/8

6:05-7:00

2 stops41h 55m

R25 708
Fastest return journey

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

vie. 6/11

21:55-19:30

1 stop28h 35m

Kingston Norman Manley

sáb. 21/11

9:00-19:00

1 stop27h 00m

R25 839

Flights are sorted by cheapest return flights first.

Deals found on 19/7

Showing 1-10 of 35 resultsSorted by cheapest first
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Caribbean

How long is the flight to Caribbean?

On average, a flight from Johannesburg to Caribbean takes 40 hours 42 minutes. Flights to Caribbean from other popular cities in South Africa will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Caribbean?

The cheapest airlines flying from Johannesburg to Caribbean are United Airlines, KLM and British Airways.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 40.0 - 180.0 mm per month. September is typically the wettest month, when rainfall can reach 180.0 mm. January is typically the driest time to visit Caribbean when rainfall is around 40.0 mm.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.0 C).

When is the best time to book a flight to Caribbean?

To ensure you get the cheapest price possible for a flight to Caribbean, you should look to book at least 49 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What are the most popular places to fly to in Caribbean?

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 22 julio 2026.
The most popular places in Caribbean to fly to are Cuba, The Bahamas, Jamaica, Barbados and Dominican Republic.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 22 julio 2026.
See what other customers who have flown with KLM,United Airlines, andQatar Airways to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

Crew

8,4

Boarding

7,8

Food

7,3

Comfort

7,7

Entertainment

7,2

Overall

7,8

Reviews

1 / 20
4,0
Okay

Subhash,Jul 2026

CDG - ATL

The priority tag for bags were taken out. 1 bag is missing. Food was worst for AVML. The food was dry and burnt.

FAQs about flying to Caribbean

  • What is the best way to travel around the Caribbean?

    If this is a beach-bum holiday on some idyllic beach with cocktails, then the only travelling you’ll be doing is between the hammock in your bungalow and the beach chair. If you’re more adventurous, you might want to look into boat cruises around the Caribbean Sea. For island hopping through the West Indies, you’ll need to fly, so get ready to book flights to the Caribbean.

  • What are some things to do in the Caribbean?

    Aruba, Sint Marten and the many other parts of the West Indies make for perfect beach getaways, while Cuba has long been a sought-after destination for Saffers because it stretches the Rand. When you compare flights to the Caribbean, keep this island in mind. From old cars straight out of the 50s to cobbled streets lined with bars and bistros, UNESCO world heritage site listed Old Havana, and sun-drenched beaches, South Africans love this part of the world.

  • How long is the flight to the Caribbean?

    With no direct flights to the Caribbean from South Africa, you can expect at least one stopover, possibly in Europe or the Middle East. As you search for Caribbean flight deals, consider Sint Maarten, the Bahamas or Aruba as destinations. From Johannesburg’s OR Tambo International Airport (JNB) to Princess Juliana International Airport (SXM) on the island of Sint Maarten, you could look at Caribbean flight deals on KLM via Amsterdam, with a flight time of around 23h 30min. From Cape Town International (CPT) to Queen Beatrix International Airport (AUA) on the island of Aruba, you could look at cheap flights to the Caribbean on British Airways and United via Johannesburg and New York with a flight time of about 28h. To book flights to the Caribbean from Durban’s King Shaka International (DUR) to Jose Marti International Airport in Havana (HAV), compare flights to the Caribbean on British Airways and Air France via Johannesburg and Paris, for a flight time of around 27h.

  • What do I need to do before my flight to the Caribbean?

    Aruba and Sint Marten are part of the Netherlands, so as a Saffer, you will need a Schengen visa. This is quite a lengthy process with several documents (including proof of income, return air ticket, confirmation of accommodation, and medical insurance for the duration of your stay). Your valid South African passport will need to have enough pages available to hold the visa and more than six months from expiring when you return. Looking for Caribbean flight deals and cost-effective Caribbean airfare is the easy part.

  • Can I find cheaper flights to Caribbean if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, KLM is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Punta Cana is currently the cheapest airport to fly to in Caribbean. One-way flights to Punta Cana typically cost R1 968, while return flights cost around R4 451.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Johannesburg offers the quickest one-way flight (26 hours 11 minutes).

  • Does San Juan Luis Munoz Marin Intl have car hire?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0,0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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How does Cheapflights help users find flights to Caribbean?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights to Caribbean. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets to Caribbean?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights to Caribbean with no change fees.

Can Cheapflights notify me if prices for flights to Caribbean become cheaper?

Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

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