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R13 162+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jun 26 — Jul 31
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 27 May 2026.

Sun 7/620:15
JNB
-
MBJ
2 stops46h 19m
Delta
Fri 19/612:59
MBJ
-
JNB
2 stops49h 21m
Delta
Deal found 25/5R22 857
Mon 1/621:55
JNB
-
KIN
1 stop29h 05m
Delta
Sat 20/69:00
KIN
-
JNB
2 stops42h 25m
Delta
Deal found 27/5R22 988
Fri 5/621:55
JNB
-
KIN
1 stop29h 05m
Delta
Sat 20/69:00
KIN
-
JNB
2 stops42h 25m
Delta
Deal found 27/5R23 740
Sun 7/621:15
JNB
-
KIN
2 stops29h 38m
British Airways
Wed 17/612:42
KIN
-
JNB
2 stops35h 18m
British Airways
Deal found 27/5R24 165
Thu 4/623:15
JNB
-
KIN
2 stops51h 45m
Delta
Sat 20/69:00
KIN
-
JNB
2 stops42h 25m
Delta
Deal found 27/5R24 623
Sun 7/621:15
JNB
-
KIN
2 stops29h 38m
British Airways
Fri 19/617:10
KIN
-
JNB
2 stops57h 15m
British Airways
Deal found 27/5R24 786
Thu 19/1112:45
JNB
-
MBJ
2 stops32h 29m
Qatar Airways
Mon 23/1112:37
MBJ
-
JNB
2 stops37h 03m
Qatar Airways
Deal found 23/5R25 015
Sat 6/623:15
JNB
-
KIN
2 stops51h 45m
Delta
Sat 20/69:00
KIN
-
JNB
2 stops42h 25m
Delta
Deal found 27/5R25 473
Sun 7/621:15
JNB
-
KIN
2 stops29h 38m
British Airways
Thu 18/612:42
KIN
-
JNB
2 stops37h 43m
British Airways
Deal found 27/5R25 522
Mon 1/621:55
JNB
-
KIN
1 stop29h 05m
Delta
Fri 19/69:00
KIN
-
JNB
1 stop27h 40m
Delta
Deal found 27/5R25 653
Sun 7/619:50
JNB
-
MBJ
2 stops48h 13m
Qatar Airways
Fri 19/611:19
MBJ
-
JNB
2 stops57h 41m
Qatar Airways
Deal found 25/5R25 686
Mon 8/621:55
JNB
-
MBJ
1 stop24h 39m
Delta
Sun 21/612:59
MBJ
-
JNB
2 stops47h 41m
Delta
Deal found 25/5R25 751

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 27 May 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to Santo Domingo
Flights to Freeport

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 27 May 2026.

One-way from

R13 162

Popular in

July

Cheapest in

March

Average price

R16 938
7/9
  • 7/9
  • 3 total stops
  • 57h 42m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (R4 233 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R456 potential savings vs. average return price).
Search Deals
Average for return flights in May 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 27 May 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

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Sun 7/6

20:15-11:34

2 stops46h 19m

Montego Bay Sangster Intl

Fri 19/6

12:59-21:20

2 stops49h 21m

R22 857

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:15-19:53

2 stops29h 38m

Kingston Norman Manley

Wed 17/6

12:42-7:00

2 stops35h 18m

R24 165

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:15-19:53

2 stops29h 38m

Kingston Norman Manley

Fri 19/6

17:10-9:25

2 stops57h 15m

R24 786

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 19/11

12:45-14:14

2 stops32h 29m

Montego Bay Sangster Intl

Mon 23/11

12:37-8:40

2 stops37h 03m

R25 408

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:15-19:53

2 stops29h 38m

Kingston Norman Manley

Thu 18/6

12:42-9:25

2 stops37h 43m

R25 522

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Wed 17/6

9:00-19:40

1 stop27h 40m

R25 653

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 8/6

15:05-11:43

2 stops27h 38m

Montego Bay Sangster Intl

Wed 24/6

16:12-18:30

2 stops43h 18m

R26 389

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 7/6

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Thu 18/6

9:00-21:20

2 stops29h 20m

R27 272

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Thu 19/11

13:45-13:38

2 stops30h 53m

Freeport Grand Bahama Intl

Mon 23/11

14:19-3:55

2 stops30h 36m

R27 697

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 10/6

23:15-11:59

2 stops43h 44m

Montego Bay Sangster Intl

Mon 22/6

16:59-21:20

2 stops45h 21m

R28 040

Flights are sorted by cheapest return flights first.

Deals found on 23/5

Showing 1-10 of 30 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 40 hours 34 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 431
Qatar Airways
Qatar Airways
From R22 178
United Airlines
United Airlines
From R11 248
KLM
KLM
From R10 877

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 62 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 27 May 2026.
Read through reviews of airlines serving Caribbean Islands, such as Virgin Atlantic,Qatar Airways, andUnited Airlines. 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

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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
7,4
Good
3 726 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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
9 753 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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
11 642 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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
8 007 reviews
Virgin Atlantic
7,5
Good
689 reviews
Check prices

Crew

8,1

Food

6,9

Entertainment

7,5

Comfort

7,3

Overall

7,5

Boarding

7,7

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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