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Cheap flights to Caribbean from $1,265

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 8/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — SJU
14 May — 21 May1
1 adult
Tue 14/5
Tue 21/5

Flights to Caribbean in 2024

Find the latest flights to Caribbean in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 538,793 searches and data was last updated on 9 May 2024.

Popular in

December

Cheapest in

February

Average price

$2,493

Return from

$1,778

One-way from

$1,265
High demand for flights, 0% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for return flights in May 2024
From Sydney Kingsford Smith to San Juan
One-way flight from Sydney Kingsford Smith (SYD) to Caribbean

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 9 May 2024
Explore Caribbean

Cheap flights to Caribbean in May & June 2024

Discover affordable flights and deals to Caribbean in May and June 2024. In the last 7 days, Cheapflights users made a total of 538,793 searches and data was last updated on 9 May 2024.
Sun 12/509:15SYD - SXM
2 stops65h 42mAmerican Airlines
Wed 15/512:35SXM - SYD
2 stops28h 30mAmerican Airlines
Deal found 8/5$1,854
Sun 12/509:10SYD - SXM
3 stops65h 47mAmerican Airlines
Wed 15/512:35SXM - SYD
2 stops28h 30mAmerican Airlines
Deal found 8/5$1,878
Fri 7/615:50SYD - PUJ
1 stop37h 23mAmerican Airlines
Fri 14/612:30PUJ - SYD
2 stops29h 40mAmerican Airlines
Deal found 8/5$3,010
Sun 12/509:15SYD - SXM
2 stops40h 20mAmerican Airlines
Wed 15/516:05SXM - SYD
2 stops49h 00mAmerican Airlines
Deal found 7/5$3,059
Sat 8/614:45SYD - KIN
3 stops44h 04mBritish Airways
Sat 15/614:05KIN - SYD
3 stops48h 05mBritish Airways
Deal found 9/5$3,116
Fri 7/609:15SYD - PUJ
2 stops39h 30mAmerican Airlines
Fri 14/611:45PUJ - SYD
2 stops29h 20mAmerican Airlines
Deal found 8/5$3,154
Sat 8/609:15SYD - KIN
2 stops25h 34mAmerican Airlines
Sat 15/606:10KIN - SYD
2 stops33h 55mAmerican Airlines
Deal found 9/5$3,240
Fri 7/611:35SYD - PUJ
3 stops41h 25mLATAM Airlines
Thu 13/601:30PUJ - SYD
3 stops66h 05mLATAM Airlines
Deal found 8/5$3,424
Sun 12/509:10SYD - SXM
3 stops41h 47mAmerican Airlines
Wed 15/512:35SXM - SYD
2 stops28h 30mAmerican Airlines
Deal found 7/5$3,477

Caribbean 2024 flight deals

Explore flight deals for Caribbean in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 538,793 searches and data were last updated on 9 May 2024.
Thu 22/809:15SYD - SJU
2 stops43h 34mAmerican Airlines
Mon 26/815:39SJU - SYD
2 stops25h 26mAmerican Airlines
Deal found 7/5$1,778
Thu 22/815:50SYD - SJU
1 stop36h 59mAmerican Airlines
Mon 26/806:30SJU - SYD
2 stops34h 35mAmerican Airlines
Deal found 8/5$1,779
Thu 22/815:50SYD - SJU
2 stops34h 39mAmerican Airlines
Mon 26/815:39SJU - SYD
1 stop24h 36mAmerican Airlines
Deal found 7/5$1,798
Sun 12/509:15SYD - SXM
2 stops65h 42mAmerican Airlines
Wed 15/512:35SXM - SYD
2 stops28h 30mAmerican Airlines
Deal found 8/5$1,854
Sun 12/509:10SYD - SXM
3 stops65h 47mAmerican Airlines
Wed 15/512:35SXM - SYD
2 stops28h 30mAmerican Airlines
Deal found 8/5$1,878
Thu 8/809:15SYD - CUR
2 stops66h 08mAmerican Airlines
Sun 11/814:45CUR - SYD
2 stops51h 25mAmerican Airlines
Deal found 9/5$1,895
Fri 13/909:10SYD - PUJ
2 stops41h 32mAmerican Airlines
Tue 17/917:27PUJ - SYD
2 stops48h 43mAmerican Airlines
Deal found 7/5$2,020
Sat 23/1111:15SYD - BGI
2 stops64h 25mAmerican Airlines
Wed 27/1108:59BGI - SYD
2 stops31h 26mAmerican Airlines
Deal found 7/5$2,033
Wed 20/1111:20SYD - POS
2 stops52h 03mUnited Airlines
Sat 23/1101:30POS - SYD
1 stop38h 30mUnited Airlines
Deal found 8/5$2,047

One-way flights to Caribbean

Explore one-way flight options to Caribbean for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 538,793 searches and data was last updated on 9 May 2024.
Thu 8/816:20SYD - CUR
3 stops32h 34mMultiple Airlines
Deal found 9/5$1,265
Tue 11/609:05SYD - SJU
3 stops43h 54mMultiple Airlines
Deal found 9/5$1,434
Tue 6/813:15SYD - PUJ
3 stops35h 51mMultiple Airlines
Deal found 7/5$1,744
Tue 6/811:30SYD - PUJ
2 stops41h 30mLATAM Airlines
Deal found 7/5$1,843
Tue 11/610:20SYD - SJU
2 stops39h 41mMultiple Airlines
Deal found 9/5$1,887
Thu 13/609:15SYD - CUR
2 stops42h 35mAmerican Airlines
Deal found 8/5$1,890
Thu 8/809:20SYD - CUR
2 stops43h 15mAir Canada
Deal found 9/5$2,164
Thu 8/809:20SYD - CUR
1 stop43h 15mAir Canada
Deal found 9/5$2,196
Thu 13/618:00SYD - CUR
3 stops33h 50mMultiple Airlines
Deal found 8/5$2,914

Average price of flights to Caribbean by month

Plan your trip to Caribbean by taking into account the cheapest months to travel. The average price of a one-way flight to Caribbean is currently $1,927 while a return flight costs $2,391. Price data was last updated on 5 May 2024.

Temperature and rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature and rainfall totals by month.

SJU

Temperature

25 - 28 °C

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June 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 25.0 C).

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 9 May 2024.
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

7.6
Good
2,439 reviews
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

7.4
Good
11,027 reviews
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

7.3
Good
14,665 reviews
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

7.0
Good
6,926 reviews
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

6.8
Okay
6,867 reviews
7.6
Good
2,439 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

Boarding

7.6

Entertainment

7.1

Reviews

1 / 10

I almost lost my connection flight because of tehe delay, but the worst part was that the crew didn’t help me at all

Where are the most popular flight destinations in Caribbean?

The most popular flight destinations in Caribbean are Cuba, Jamaica, The Bahamas, Dominican Republic and Puerto Rico.
  • What is the best way to travel around the Caribbean?

    If you book flights to the Caribbean and secure a Caribbean airfare, you may want to find the best way to travel in-between the islands. Air travel is relatively inexpensive, and Caribbean flight deals offer several routes which are mainly served by Seaborn, Caribbean and Sunrise airlines. Cheap flights to Caribbean islands exist between popular destinations such as Cuba, Barbados, Jamaica, Grenada and The Bahamas, which can prove useful if fair distances are involved. Another option would be to book a cruise which will transport you between some of the larger and most visited islands which can be convenient and you will find several operators offering this service at varying prices.

  • What are some things to do in the Caribbean?

    The Caribbean has a wealth of options to explore. If you are visiting the Dominican Republic, make sure to visit the Punta Cana resort which boasts emerald waters and some of the best white sandy beaches on the island. Costa Rica is a nature lovers paradise and is well renowned for its spectacular national parks and rainforests where you can experience a wide range of exotic wildlife. Puerto Rico is equally known for its beautiful beaches and national parks and boasts a unique Spanish Caribbean culture with American influences which is reflected in the local cuisine.

  • How long is the flight to the Caribbean?

    If you are flying to the Caribbean, you can find flights to the Caribbean from Sydney Kingsford Smith Airport (SYD) in Australia to San Juan Luis Munoz Marin International Airport in Puerto Rico with flight times averaging between 45 and 54h, including two stopovers in Abu Dhabi Airport (AUH) and New York (JFK) Airport. You can also book flights to the Caribbean from Brisbane Airport (BNE) to San Jose Juan Santamaria International Airport (SJO) in Costa Rica around 35h with one stopover in Los Angeles Airport (LAX). You can also compare flights to the Caribbean and find Caribbean flight deals to Costa Rica from Melbourne Airport (MEL) to San Jose Airport with flight times under 24h and one stopover in Los Angeles Airport. Equally, you can find cheap flights to the Caribbean from Melbourne Airport to Santo Domingo Las Americas Airport (SDQ) in Dominican Republic with flight times just under 39h and two stopovers in Dubai (DXB) and New York (JFK) airports.

  • What do I need to do before my flight to the Caribbean?

    If you have flights to the Caribbean booked, you will be pleased to know that many Caribbean Islands are visa free for Australian citizens, including The Bahamas, Barbados, Costa Rica, Dominican Republic and Puerto Rico who all guarantee stays of up to 90 days, with Puerto Rico requiring an ESTA travel authorisation which can be obtained online. You will need a valid passport to travel, however, and it may also be beneficial to check your mobile network compatibility for the Caribbean region. You could take advantage of price plans offered by T-Mobile who have an international option available which has coverage throughout the Caribbean region.

  • Can I find cheaper flights to Caribbean 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 on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Nassau Intl Airport is currently the cheapest airport to fly to in Caribbean. One-way flights to Nassau Intl Airport typically cost $124, while return flights cost around $108.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around $274, however they can be found for as little as $248.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Canberra offers the quickest one-way flight (24 hours 45 minutes).

  • Does San Juan Luis Munoz Marin Intl Airport have car hire?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl Airport can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl Airport?

    Yes. San Juan Luis Munoz Marin Intl Airport has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl Airport (0.0 km away from San Juan Luis Munoz Marin Intl Airport).

See more FAQs

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