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R10 644+ 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 15/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Feb 26 — Mar 51
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 January 2026.

Wed 11/310:25
JNB
-
MBJ
2 stops34h 12m
United Airlines
Tue 17/313:48
MBJ
-
JNB
2 stops45h 47m
United Airlines
Deal found 27/1R18 899
Thu 12/310:25
JNB
-
MBJ
2 stops34h 12m
United Airlines
Thu 19/314:55
MBJ
-
JNB
1 stop20h 40m
United Airlines
Deal found 26/1R18 947
Thu 7/521:15
JNB
-
KIN
2 stops28h 19m
British Airways
Mon 11/514:27
KIN
-
JNB
2 stops59h 58m
British Airways
Deal found 26/1R19 797
Thu 12/319:10
JNB
-
KIN
2 stops36h 04m
Multiple Airlines
Thu 19/35:07
KIN
-
JNB
2 stops46h 43m
Multiple Airlines
Deal found 26/1R20 711
Thu 5/310:25
JNB
-
SDQ
2 stops33h 16m
United Airlines
Wed 11/313:53
SDQ
-
JNB
1 stop22h 42m
United Airlines
Deal found 25/1R20 743
Fri 30/119:35
JNB
-
KIN
2 stops32h 41m
British Airways
Wed 18/215:29
KIN
-
JNB
2 stops35h 56m
British Airways
Deal found 25/1R22 233
Thu 19/322:00
JNB
-
FPO
2 stops44h 22m
American Airlines
Sun 22/315:07
FPO
-
JNB
2 stops37h 18m
American Airlines
Deal found 26/1R22 506
Fri 30/119:35
JNB
-
KIN
2 stops32h 41m
British Airways
Fri 20/27:32
KIN
-
JNB
2 stops41h 03m
British Airways
Deal found 25/1R22 843
Wed 18/322:00
JNB
-
FPO
2 stops45h 04m
American Airlines
Mon 23/312:17
FPO
-
JNB
2 stops37h 18m
American Airlines
Deal found 26/1R23 115
Mon 2/322:00
JNB
-
MBJ
2 stops43h 07m
American Airlines
Thu 19/312:21
MBJ
-
JNB
2 stops32h 34m
American Airlines
Deal found 27/1R23 211
Thu 12/213:45
JNB
-
FPO
2 stops55h 42m
Qatar Airways
Sat 28/215:07
FPO
-
JNB
2 stops41h 28m
Qatar Airways
Deal found 25/1R23 420
Sun 25/122:00
JNB
-
KIN
2 stops30h 16m
British Airways
Tue 17/215:29
KIN
-
JNB
2 stops35h 56m
British Airways
Deal found 25/1R23 548

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 January 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 27 January 2026.

One-way from

R10 644

Popular in

April

Cheapest in

November

Average price

R21 817
15/3
  • 15/3
  • 3 total stops
  • 48h 58m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (R636 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R550 potential savings vs. average return price).
Search Deals
Average for return flights in January 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 January 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 11/3

10:25-13:37

2 stops34h 12m

Montego Bay Sangster Intl

Tue 17/3

13:48-18:35

2 stops45h 47m

R18 899

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 12/3

10:25-13:37

2 stops34h 12m

Montego Bay Sangster Intl

Thu 19/3

14:20-18:35

2 stops45h 15m

R18 947

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 7/5

21:15-18:34

2 stops28h 19m

Kingston Norman Manley

Mon 11/5

14:27-9:25

2 stops59h 58m

R19 797

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 5/3

10:25-13:41

2 stops33h 16m

Santo Domingo Las Americas

Wed 11/3

13:53-18:35

1 stop22h 42m

R20 743

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

22:00-14:27

2 stops46h 27m

Freeport Grand Bahama Intl

Mon 23/3

12:17-7:35

2 stops37h 18m

R23 115

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 2/3

22:00-10:07

2 stops43h 07m

Montego Bay Sangster Intl

Thu 19/3

12:21-3:55

2 stops32h 34m

R23 211

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 12/3

23:00-12:35

3 stops44h 35m

Kingston Norman Manley

Thu 19/3

5:07-3:55

3 stops39h 48m

R23 356

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Thu 12/2

13:45-14:27

2 stops55h 42m

Freeport Grand Bahama Intl

Sat 28/2

15:07-15:35

2 stops41h 28m

R23 420

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 7/5

19:25-22:52

2 stops33h 27m

Santo Domingo Las Americas

Mon 11/5

14:25-9:25

2 stops37h 00m

R23 740

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 7/5

10:25-11:55

2 stops31h 30m

Santo Domingo Las Americas

Mon 11/5

15:20-18:30

1 stop21h 10m

R23 965

Flights are sorted by cheapest return flights first.

Deals found on 27/1

Showing 1-10 of 30 results
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2
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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 36 hours 51 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 523
Qatar Airways
Qatar Airways
From R19 577
United Airlines
United Airlines
From R14 737
KLM
KLM
From R10 664

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 January 2026.
Read through reviews of airlines serving Caribbean Islands, such as KLM, 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.
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
KLM
7,7
Good
1 443 reviews
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Virgin Atlantic
7,5
Good
678 reviews
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
Qatar Airways
7,4
Good
3 732 reviews
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
United Airlines
7,4
Good
9 205 reviews
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.
British Airways
6,7
Okay
7 702 reviews
KLM
7,7
Good
1 443 reviews
Check prices

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,7

Comfort

7,6

Boarding

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by 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.

  • How much is a return flight to Caribbean Islands?

    A return flight to Caribbean Islands will typically cost around R5 100, however they can be found for as little as R3 029.

  • 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 (23 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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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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