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R14 931+ Cheap flights to Caribbean Islands

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 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jul 10 — Jul 171
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on 10 June 2026.

Tue 18/89:25
JNB
-
AUA
2 stops41h 05m
Multiple Airlines
Wed 11/1122:20
AUA
-
JNB
1 stop27h 25m
Multiple Airlines
Deal found 8/6R18 095
Wed 4/1115:05
JNB
-
SDQ
2 stops30h 01m
United Airlines
Sun 8/1114:53
SDQ
-
JNB
1 stop21h 42m
United Airlines
Deal found 8/6R22 495
Thu 5/1119:35
JNB
-
KIN
2 stops33h 36m
British Airways
Mon 9/1114:58
KIN
-
JNB
2 stops36h 27m
British Airways
Deal found 8/6R22 726
Tue 9/620:15
JNB
-
MBJ
2 stops46h 19m
Delta
Sat 20/613:24
MBJ
-
JNB
2 stops48h 56m
Delta
Deal found 5/6R22 890
Wed 10/620:15
JNB
-
MBJ
2 stops46h 44m
Delta
Wed 17/614:37
MBJ
-
JNB
2 stops47h 43m
Delta
Deal found 5/6R23 187
Mon 9/1120:20
JNB
-
GGT
2 stops48h 10m
Qatar Airways
Fri 13/1114:10
GGT
-
JNB
2 stops35h 30m
Qatar Airways
Deal found 7/6R24 126
Wed 10/621:55
JNB
-
MBJ
1 stop24h 39m
Delta
Sat 20/613:24
MBJ
-
JNB
2 stops48h 56m
Delta
Deal found 5/6R26 681
Thu 20/816:40
JNB
-
AUA
2 stops58h 20m
Multiple Airlines
Wed 11/1122:20
AUA
-
JNB
1 stop27h 25m
Multiple Airlines
Deal found 8/6R26 829
Mon 17/823:15
JNB
-
AUA
2 stops43h 25m
Delta
Sat 14/1114:30
AUA
-
JNB
2 stops59h 50m
Delta
Deal found 9/6R27 225
Fri 12/622:00
JNB
-
MBJ
2 stops48h 10m
United Airlines
Tue 23/612:52
MBJ
-
JNB
1 stop22h 38m
United Airlines
Deal found 5/6R27 406
Sun 16/822:00
JNB
-
AUA
2 stops44h 40m
United Airlines
Thu 12/1117:35
AUA
-
JNB
2 stops43h 00m
United Airlines
Deal found 9/6R27 571
Wed 10/621:55
JNB
-
MBJ
1 stop21h 04m
Delta
Mon 22/614:37
MBJ
-
JNB
1 stop22h 03m
Delta
Deal found 5/6R27 571

Find flights to Caribbean Islands

Browse one-way and return flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on 10 June 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to San Juan
Flights to Santo Domingo
Flights to Saint Thomas Island

Find flight deals to Caribbean Islands

Find the latest flights to Caribbean Islands 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 June 2026.

One-way from

R14 865

Popular in

June

Cheapest in

May

Average price

R25 873
Qatar Airways
  • Qatar Airways
  • 13/7
  • 2 total stops
  • 33h 09m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (R1 967 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R466 potential savings vs. average return price).
Search Deals
Average for return flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Caribbean Islands 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 June 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Wed 4/11

15:05-15:06

2 stops30h 01m

Santo Domingo Las Americas

Sun 8/11

14:53-18:35

1 stop21h 42m

R22 495

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 5/11

19:35-22:11

2 stops33h 36m

Kingston Norman Manley

Mon 9/11

14:58-10:25

2 stops36h 27m

R22 726

JohannesburgGeorgetown

JNB - GGT

JNBGGT

Johannesburg OR Tambo

Mon 9/11

20:20-13:30

2 stops48h 10m

Georgetown Exuma Intl

Fri 13/11

14:10-8:40

2 stops35h 30m

R24 126

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Fri 23/10

14:45-15:55

2 stops31h 10m

Oranjestad Reina Beatrix

Mon 2/11

15:42-3:55

2 stops30h 13m

R28 082

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Fri 23/10

20:55-15:05

2 stops48h 10m

Willemstad Hato Int.

Mon 2/11

15:26-8:40

2 stops35h 14m

R28 230

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Fri 27/11

9:50-11:00

3 stops55h 10m

Oranjestad Reina Beatrix

Sun 6/12

12:05-8:20

3 stops62h 15m

R29 087

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 20/8

22:00-15:40

2 stops47h 40m

Oranjestad Reina Beatrix

Wed 11/11

14:50-18:35

1 stop21h 45m

R29 631

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Wed 19/8

23:15-14:10

2 stops44h 55m

Oranjestad Reina Beatrix

Tue 10/11

15:10-19:00

2 stops69h 50m

R30 174

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Mon 17/8

23:15-12:40

2 stops67h 25m

Oranjestad Reina Beatrix

Fri 13/11

15:10-22:00

2 stops48h 50m

R30 273

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Wed 19/8

22:00-15:20

2 stops71h 20m

Oranjestad Reina Beatrix

Thu 12/11

17:35-18:35

2 stops43h 00m

R31 361

Flights are sorted by cheapest return flights first.

Deals found on 8/6

Showing 1-10 of 32 resultsSorted by cheapest first
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Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

How long is the flight to Caribbean Islands?

On average, a flight from Johannesburg to Caribbean Islands takes 38 hours 32 minutes. Flights to Caribbean Islands 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 most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from Johannesburg to Caribbean Islands are British Airways, Qatar Airways and United Airlines.

British Airways
British Airways
From R15 554
Qatar Airways
Qatar Airways
From R22 537
United Airlines
United Airlines
From R11 337
KLM
KLM
From R10 963

What are the cheapest airlines that fly to Caribbean Islands?

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 40.0 mm.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands?

To ensure you get the cheapest price possible for a flight to Caribbean Islands, you should look to book at least 52 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.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated 10 June 2026.
Read through reviews of airlines serving Caribbean Islands, such as Virgin Atlantic,United Airlines, andQatar Airways. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Virgin Atlantic
7,5
Good
689 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
United Airlines
7,4
Good
9 809 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Qatar Airways
7,3
Good
3 726 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
American Airlines
7,1
Good
11 639 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
British Airways
6,7
Okay
8 035 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Food

6,9

Comfort

7,3

Overall

7,5

Crew

8,1

Boarding

7,7

Entertainment

7,5

Reviews

1 / 20
10,0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands 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 Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

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

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, 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 Islands?

Cheapflights makes it easy to find Caribbean Islands flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands.

Can Cheapflights find flights to Caribbean Islands with no change fees?

Yes, we can. To see specific flights to Caribbean Islands with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on Caribbean Islands flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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