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R13 140+ 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
Apr 10 — Apr 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 11 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 386
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 509
Thu 23/415:05
JNB
-
AUA
2 stops28h 55m
United Airlines
Mon 27/413:50
AUA
-
JNB
2 stops46h 40m
United Airlines
Deal found 6/3R21 786
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 307
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 023
Sun 1/1121:55
JNB
-
SJU
1 stop22h 26m
Delta
Sat 7/1115:31
SJU
-
JNB
1 stop21h 29m
Delta
Deal found 6/3R23 072
Fri 3/420:55
JNB
-
FPO
2 stops47h 32m
Qatar Airways
Thu 9/410:22
FPO
-
JNB
2 stops47h 28m
Qatar Airways
Deal found 9/3R23 186
Wed 18/312:45
JNB
-
FPO
2 stops31h 42m
Multiple Airlines
Mon 23/312:17
FPO
-
JNB
2 stops33h 38m
Multiple Airlines
Deal found 8/3R23 251
Tue 26/519:00
JNB
-
CUR
2 stops45h 20m
Multiple Airlines
Wed 10/618:15
CUR
-
JNB
2 stops32h 20m
Multiple Airlines
Deal found 7/3R23 740
Fri 1/514:45
JNB
-
STT
2 stops31h 30m
Qatar Airways
Tue 5/515:30
STT
-
JNB
2 stops35h 20m
Qatar Airways
Deal found 6/3R24 179
Fri 1/519:25
JNB
-
STT
2 stops46h 10m
British Airways
Tue 5/517:05
STT
-
JNB
2 stops34h 20m
British Airways
Deal found 9/3R24 228
Thu 26/1113:45
JNB
-
FPO
2 stops30h 53m
Qatar Airways
Mon 30/1114:19
FPO
-
JNB
2 stops35h 21m
Qatar Airways
Deal found 6/3R24 310

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 11 March 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to San Juan
Flights to Freeport
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 11 March 2026.

One-way from

R13 140

Popular in

April

Cheapest in

November

Average price

R21 623
Qatar Airways
  • Qatar Airways
  • 13/7
  • 2 total stops
  • 30h 17m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (R446 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R559 potential savings vs. average return price).
Search Deals
Average for return flights in March 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 11 March 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

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

R21 786

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 186

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 179

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 228

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 14/5

12:20-15:20

2 stops34h 00m

Montego Bay Sangster Intl

Fri 22/5

17:35-7:50

1 stop31h 15m

R25 238

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Fri 10/4

20:55-14:52

2 stops47h 57m

San Juan Luis Munoz Marin Intl

Fri 17/4

17:30-15:50

2 stops40h 20m

R27 989

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Fri 1/5

10:25-12:20

2 stops31h 55m

Saint Thomas Island Cyril E King

Tue 5/5

14:10-18:30

1 stop22h 20m

R30 106

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Sun 24/5

20:40-15:36

2 stops48h 56m

Willemstad Hato Int.

Sun 7/6

15:05-16:10

2 stops43h 05m

R30 350

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 16/7

10:25-11:43

2 stops32h 18m

Montego Bay Sangster Intl

Thu 23/7

12:52-18:30

1 stop22h 38m

R30 383

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Mon 25/5

14:45-15:36

2 stops30h 51m

Willemstad Hato Int.

Sun 14/6

14:40-9:00

2 stops36h 20m

R30 432

Flights are sorted by cheapest return flights first.

Deals found on 10/3

Showing 1-10 of 26 resultsSorted by cheapest first
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2
3

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 37 hours 3 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 410
Qatar Airways
Qatar Airways
From R22 013
United Airlines
United Airlines
From R11 201
KLM
KLM
From R10 832

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).

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 11 March 2026.
Read through reviews of airlines serving Caribbean Islands, such as SWISS,Virgin Atlantic, 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.
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.
SWISS
7,5
Good
1 897 reviews
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.
Virgin Atlantic
7,5
Good
680 reviews
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.
Qatar Airways
7,4
Good
3 743 reviews
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.
United Airlines
7,4
Good
9 414 reviews
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.
British Airways
6,7
Okay
7 781 reviews
SWISS
7,5
Good
1 897 reviews
Check prices

Boarding

7,7

Entertainment

6,8

Overall

7,5

Comfort

7,4

Food

7,1

Crew

8,3

Reviews

1 / 20
10,0
Excellent

Thomas,Mar 2026

BOS - ZRH

The business class seats on the new Swiss A350 are hard as a rock. Seems like a bit of a miss on the new "Swiss Senses" experience. Other than that, excellent service.

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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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.

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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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