R13 002+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Apr 9 — Apr 161
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 10 March 2026.

Sun 1/1121:25
JNB
-
SJU
2 stops45h 31m
Virgin Atlantic
Sat 7/1114:06
SJU
-
JNB
2 stops36h 34m
Virgin Atlantic
Deal found 6/3R20 844
Thu 15/1019:25
JNB
-
KIN
2 stops53h 55m
British Airways
Mon 19/107:30
KIN
-
JNB
2 stops42h 55m
British Airways
Deal found 5/3R21 376
Sun 26/421:15
JNB
-
KIN
1 stop27h 55m
British Airways
Sat 23/519:10
KIN
-
JNB
1 stop28h 50m
British Airways
Deal found 7/3R21 842
Thu 22/109:50
JNB
-
CUR
2 stops37h 10m
Multiple Airlines
Tue 10/1118:15
CUR
-
JNB
2 stops55h 30m
Multiple Airlines
Deal found 7/3R21 992
Thu 23/415:05
JNB
-
AUA
2 stops28h 55m
United Airlines
Mon 27/413:50
AUA
-
JNB
2 stops46h 40m
United Airlines
Deal found 6/3R22 275
Tue 17/322:00
JNB
-
KIN
2 stops53h 00m
Delta
Thu 23/49:00
KIN
-
JNB
1 stop27h 40m
Delta
Deal found 7/3R22 342
Tue 17/322:00
JNB
-
KIN
2 stops53h 00m
Delta
Mon 20/49:00
KIN
-
JNB
2 stops43h 05m
Delta
Deal found 7/3R22 392
Tue 17/322:00
JNB
-
KIN
2 stops53h 00m
Delta
Wed 22/49:00
KIN
-
JNB
2 stops29h 20m
Delta
Deal found 7/3R22 658
Wed 18/322:00
JNB
-
KIN
2 stops52h 12m
British Airways
Wed 22/47:00
KIN
-
JNB
2 stops43h 25m
British Airways
Deal found 7/3R22 758
Thu 28/59:50
JNB
-
CUR
2 stops30h 30m
Multiple Airlines
Tue 9/618:15
CUR
-
JNB
2 stops54h 50m
Multiple Airlines
Deal found 7/3R22 808
Wed 18/312:45
JNB
-
FPO
2 stops31h 42m
Qatar Airways
Mon 23/312:17
FPO
-
JNB
2 stops33h 38m
Qatar Airways
Deal found 6/3R23 541
Sun 1/1121:55
JNB
-
SJU
1 stop22h 26m
Delta
Sat 7/1115:31
SJU
-
JNB
1 stop21h 29m
Delta
Deal found 6/3R23 590

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 10 March 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 10 March 2026.

One-way from

R13 002

Popular in

April

Cheapest in

November

Average price

R22 109
JetBlue
  • JetBlue
  • 10/5
  • 2 total stops
  • 51h 13m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 1% potential increase in price (R455 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R573 potential savings vs. average return price).
Average for return flights in March 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 10 March 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

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 23/4

15:05-14:00

2 stops28h 55m

Oranjestad Reina Beatrix

Mon 27/4

13:50-18:30

2 stops46h 40m

R22 275

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Fri 3/4

20:55-14:27

2 stops47h 32m

Freeport Grand Bahama Intl

Thu 9/4

10:22-15:50

2 stops47h 28m

R23 707

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Fri 1/5

19:25-11:35

2 stops46h 10m

Saint Thomas Island Cyril E King

Tue 5/5

17:05-9:25

2 stops34h 20m

R24 673

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Fri 1/5

14:45-16:15

2 stops31h 30m

Saint Thomas Island Cyril E King

Tue 5/5

15:30-8:50

2 stops35h 20m

R24 723

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 24/4

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Wed 20/5

9:00-19:40

1 stop27h 40m

R25 372

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 28/4

18:00-20:00

2 stops33h 00m

Kingston Norman Manley

Sat 23/5

9:00-11:05

2 stops43h 05m

R25 472

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 2/4

19:25-17:40

1 stop29h 15m

Kingston Norman Manley

Thu 9/4

14:27-7:00

2 stops33h 33m

R25 488

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 28/4

21:15-17:40

1 stop27h 25m

Kingston Norman Manley

Sat 23/5

19:10-7:00

1 stop28h 50m

R25 671

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sat 25/4

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Tue 26/5

9:00-21:20

2 stops29h 20m

R25 705

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 23/4

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Sun 24/5

9:00-21:20

2 stops29h 20m

R25 705

Flights are sorted by cheapest return flights first.

Deals found on 7/3

Showing 1-10 of 38 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 36 hours 23 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).

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 10 March 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 10 March 2026.
See what other customers who have flown with KLM,Virgin Atlantic, 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.

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

Entertainment

7,1

Boarding

7,8

Overall

7,8

Comfort

7,6

Crew

8,4

Food

7,3

Reviews

1 / 20
2,0
Mediocre

Anonymous,Feb 2026

EZE - SCL

It was a short trip The aeroplane was delay I arrived in Chile late and I lost my fly with Qantas

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 990, while return flights cost around R6 251.

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

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