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R10 945+ 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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
May 10 — May 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 April 2026.

Sun 3/518:00
JNB
-
SJU
2 stops35h 59m
Multiple Airlines
Sun 10/514:00
SJU
-
JNB
2 stops25h 20m
Multiple Airlines
Deal found 7/4R19 527
Sun 3/523:15
JNB
-
SJU
2 stops42h 56m
Delta
Mon 11/513:16
SJU
-
JNB
2 stops37h 29m
Delta
Deal found 7/4R20 265
Sun 3/59:45
JNB
-
SJU
2 stops38h 45m
Etihad Airways
Thu 14/58:00
SJU
-
JNB
2 stops42h 15m
Etihad Airways
Deal found 7/4R21 266
Sun 3/59:45
JNB
-
SJU
2 stops38h 45m
Etihad Airways
Fri 8/56:18
SJU
-
JNB
2 stops43h 57m
Etihad Airways
Deal found 7/4R21 414
Wed 22/420:25
JNB
-
AUA
2 stops44h 45m
Delta
Mon 27/413:55
AUA
-
JNB
2 stops60h 50m
Delta
Deal found 6/4R21 463
Sat 2/59:45
JNB
-
SJU
2 stops46h 22m
Etihad Airways
Mon 11/55:01
SJU
-
JNB
2 stops45h 14m
Etihad Airways
Deal found 7/4R21 595
Tue 5/523:15
JNB
-
SJU
2 stops30h 44m
Delta
Thu 14/57:05
SJU
-
JNB
2 stops32h 15m
Delta
Deal found 7/4R21 660
Thu 7/523:15
JNB
-
SJU
2 stops42h 45m
Delta
Thu 14/57:05
SJU
-
JNB
2 stops32h 15m
Delta
Deal found 7/4R21 693
Sat 2/59:45
JNB
-
SJU
2 stops38h 45m
Etihad Airways
Fri 8/56:18
SJU
-
JNB
2 stops43h 57m
Etihad Airways
Deal found 7/4R21 742
Thu 7/523:15
JNB
-
SJU
2 stops43h 34m
Delta
Wed 13/518:00
SJU
-
JNB
2 stops32h 25m
Delta
Deal found 7/4R22 678
Fri 1/519:50
JNB
-
SJU
2 stops44h 29m
Qatar Airways
Wed 13/510:00
SJU
-
JNB
2 stops42h 30m
Qatar Airways
Deal found 7/4R23 022
Mon 4/519:50
JNB
-
SJU
2 stops58h 20m
Qatar Airways
Thu 14/517:27
SJU
-
JNB
2 stops35h 03m
Qatar Airways
Deal found 7/4R23 055

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 April 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to San Juan
Flights to Santo Domingo
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 10 April 2026.

One-way from

R10 945

Popular in

April

Cheapest in

March

Average price

R28 027
15/9
  • 15/9
  • 3 total stops
  • 48h 45m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price.
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R598 potential savings vs. average return price).
Search Deals
Average for return flights in April 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 April 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

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Tue 5/5

23:15-23:15

2 stops30h 00m

San Juan Luis Munoz Marin Intl

Tue 12/5

7:05-21:20

2 stops32h 15m

R19 527

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 3/5

9:45-18:30

2 stops38h 45m

San Juan Luis Munoz Marin Intl

Fri 8/5

6:18-8:15

2 stops43h 57m

R21 414

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 4/5

19:50-0:10

2 stops58h 20m

San Juan Luis Munoz Marin Intl

Thu 14/5

17:27-10:30

2 stops35h 03m

R23 055

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 4/5

19:50-0:10

2 stops58h 20m

San Juan Luis Munoz Marin Intl

Wed 13/5

14:35-4:00

2 stops31h 25m

R23 055

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 3/5

19:50-10:19

2 stops44h 29m

San Juan Luis Munoz Marin Intl

Sat 9/5

12:00-10:30

2 stops40h 30m

R23 515

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 6/5

19:50-15:37

2 stops50h 47m

Montego Bay Sangster Intl

Wed 13/5

12:56-4:00

2 stops32h 04m

R25 582

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Fri 8/5

19:50-15:37

2 stops50h 47m

Montego Bay Sangster Intl

Wed 13/5

12:56-4:00

2 stops32h 04m

R25 582

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 7/5

19:50-15:37

2 stops50h 47m

Montego Bay Sangster Intl

Wed 13/5

12:56-4:00

2 stops32h 04m

R25 582

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Tue 5/5

19:50-15:55

2 stops50h 05m

San Juan Luis Munoz Marin Intl

Sun 10/5

13:31-4:00

2 stops32h 29m

R25 631

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sat 19/9

21:15-18:20

2 stops28h 05m

Kingston Norman Manley

Wed 23/9

7:30-7:00

2 stops40h 30m

R26 862

Flights are sorted by cheapest return flights first.

Deals found on 10/4

Showing 1-10 of 50 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 41 hours 12 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 487
Qatar Airways
Qatar Airways
From R22 259
United Airlines
United Airlines
From R11 288
KLM
KLM
From R10 916

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 10 April 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
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Virgin Atlantic
7,5
Good
685 reviews
Virgin Atlantic
7,5
Good
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Qatar Airways
7,4
Good
3 727 reviews
Virgin Atlantic
7,5
Good
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
United Airlines
7,4
Good
9 561 reviews
Virgin Atlantic
7,5
Good
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
American Airlines
7,1
Good
11 564 reviews
Virgin Atlantic
7,5
Good
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
British Airways
6,7
Okay
7 869 reviews
Virgin Atlantic
7,5
Good
685 reviews
Check prices

Crew

8,1

Overall

7,5

Entertainment

7,5

Food

6,9

Boarding

7,7

Comfort

7,3

Reviews

1 / 20
6,0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

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 0 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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