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R16 721+ Cheap flights to Caribbean Islands

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Apr 1 — Apr 81
1 adult

Flights to Caribbean Islands in 2025

Find the latest flights to Caribbean Islands in 2025, 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 March 2025.

Popular in

August

Cheapest in

February

Average price

R24 278
Highest demand for flights based on searches. 8% potential increase in price (R44 578 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R8 925 potential savings vs. average return price).
Average for return flights in March 2025

Find flight deals to Caribbean Islands

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 March 2025.

Sun 11/523:15JNB - SJU
2 stops29h 32mKLM
Sun 18/513:39SJU - JNB
2 stops25h 41mKLM
Deal found 27/3R16 721
Sun 11/517:55JNB - SJU
2 stops45h 19mTurkish Airlines
Sat 17/53:33SJU - JNB
2 stops49h 02mTurkish Airlines
Deal found 27/3R24 224
Wed 7/521:15JNB - KIN
2 stops29h 25mBritish Airways
Thu 15/56:30KIN - JNB
2 stops41h 30mBritish Airways
Deal found 26/3R24 424
Sat 19/418:50JNB - KIN
2 stops32h 10mDelta
Sat 17/59:00KIN - JNB
1 stop27h 40mDelta
Deal found 26/3R25 611
Sun 11/521:20JNB - SJU
1 stop22h 25mUnited Airlines
Sun 18/515:56SJU - JNB
2 stops43h 49mUnited Airlines
Deal found 27/3R28 185
Sun 11/521:55JNB - SJU
1 stop30h 52mDelta
Sun 18/57:30SJU - JNB
1 stop30h 10mDelta
Deal found 27/3R29 937
Wed 7/513:25JNB - KIN
2 stops34h 20mMultiple Airlines
Thu 15/57:15KIN - JNB
3 stops44h 00mMultiple Airlines
Deal found 26/3R31 142
Wed 2/421:20JNB - SDQ
1 stop22h 50mUnited Airlines
Wed 23/415:20SDQ - JNB
1 stop20h 25mUnited Airlines
Deal found 26/3R32 036
Wed 2/48:10JNB - SDQ
2 stops60h 55mQatar Airways
Thu 17/422:40SDQ - JNB
2 stops35h 30mQatar Airways
Deal found 26/3R32 456
Wed 2/48:10JNB - SDQ
2 stops60h 55mMultiple Airlines
Wed 23/412:15SDQ - JNB
2 stops36h 45mMultiple Airlines
Deal found 26/3R32 748
Sun 11/513:55JNB - SJU
3 stops34h 55mMultiple Airlines
Sun 18/518:15SJU - JNB
3 stops36h 00mMultiple Airlines
Deal found 27/3R33 040
Sat 10/523:15JNB - MBJ
2 stops43h 31mKLM
Sat 17/511:31MBJ - JNB
2 stops26h 49mKLM
Deal found 26/3R33 624

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 March 2025.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 11/5

23:15-22:47

2 stops29h 32m

San Juan Luis Munoz Marin Intl

Sun 18/5

13:39-21:20

2 stops25h 41m

R16 721

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 11/5

17:55-9:14

2 stops45h 19m

San Juan Luis Munoz Marin Intl

Sat 17/5

3:33-10:35

2 stops49h 02m

R24 224

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 7/5

21:15-19:40

2 stops29h 25m

Kingston Norman Manley

Thu 15/5

6:30-7:00

2 stops41h 30m

R24 424

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sat 19/4

18:50-20:00

2 stops32h 10m

Kingston Norman Manley

Sat 17/5

9:00-19:40

1 stop27h 40m

R25 611

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 11/5

21:20-13:45

1 stop22h 25m

San Juan Luis Munoz Marin Intl

Sun 18/5

15:56-17:45

2 stops43h 49m

R28 185

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 11/5

21:55-22:47

1 stop30h 52m

San Juan Luis Munoz Marin Intl

Sun 18/5

7:30-19:40

1 stop30h 10m

R29 937

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 7/5

13:25-16:45

2 stops34h 20m

Kingston Norman Manley

Thu 15/5

7:15-10:15

3 stops44h 00m

R31 142

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 11/5

13:55-18:50

3 stops34h 55m

San Juan Luis Munoz Marin Intl

Sun 18/5

18:15-12:15

3 stops36h 00m

R33 040

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Sat 10/5

23:15-11:46

2 stops43h 31m

Montego Bay Sangster Intl

Sat 17/5

11:31-21:20

2 stops26h 49m

R33 624

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Sat 10/5

21:20-13:10

1 stop22h 50m

Montego Bay Sangster Intl

Sat 17/5

14:17-17:45

1 stop20h 28m

R39 247

Flights are sorted by cheapest return flights first.

Deals found on 27/3

Showing 1-10 of 11 results
1
2

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 10 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.

When is the cheapest time to fly to Caribbean Islands?

Use this chart to determine the cheapest time to fly return from Johannesburg to Caribbean Islands. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Caribbean Islands should consider flying on Thursday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Friday afternoons, when prices are usually at their highest.

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Johannesburg to Caribbean Islands are KLM, United Airlines 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 27 March 2025.
Read through reviews of airlines servicing Caribbean Islands, such as Delta, KLM and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Crew

8,5

Overall

8,0

Entertainment

7,9

Boarding

8,2

Comfort

8,0

Food

7,3

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

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 (22 hours 50 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

Browse thousands of different options on Cheapflights for your next trip

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Search flights to Caribbean Islands by cabin class

Find flights to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

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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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