$78+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
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Cheapest flights to Caribbean IslandsExplore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on December 27, 2025.
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 December 27, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Super.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights to Caribbean Islands
Browse one-way and round-trip flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on December 27, 2025
Explore Caribbean Islands
Find flight deals to Caribbean Islands
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 2,558,603 searches and data was last updated on December 27, 2025.
Popular in | December |
|---|---|
Cheapest in | March |
Average price | $365 |
Round-trip from | $147 |
One-way from | $78 |
Cheapflights Fare Finder
Use the filters below to find and compare flights to Caribbean Islands that are best for you.
Fly from
Route
Depart
Return
Price
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 2/28
7:30 pm-12:29 am
Nonstop3h 59m
San Juan Luis Munoz Marin Intl
Tue 3/3
11:59 pm-2:59 am
Nonstop4h 00m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 2/22
7:55 am-12:49 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Wed 2/25
2:05 am-5:24 am
Nonstop4h 19m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 2/20
10:59 pm-3:55 am
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Fri 2/27
11:59 pm-2:59 am
Nonstop4h 00m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 2/23
8:35 pm-1:35 am
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Tue 3/3
6:00 am-9:16 am
Nonstop4h 16m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 1/26
6:00 am-1:17 pm
1 stop6h 17m
San Juan Luis Munoz Marin Intl
Fri 1/30
4:52 pm-12:45 am
1 stop8h 53m
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 3/22
9:25 pm-1:25 am
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Thu 4/2
6:00 am-9:59 am
Nonstop3h 59m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 2/3
7:00 am-5:17 pm
1 stop9h 17m
San Juan Luis Munoz Marin Intl
Fri 2/13
6:42 pm-12:53 am
1 stop7h 11m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 2/10
8:00 am-5:17 pm
1 stop8h 17m
San Juan Luis Munoz Marin Intl
Fri 2/13
6:42 pm-12:53 am
1 stop7h 11m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 2/24
3:59 pm-11:58 pm
1 stop6h 59m
San Juan Luis Munoz Marin Intl
Wed 3/4
6:15 am-12:59 pm
1 stop7h 44m
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 2/18
8:35 pm-1:35 am
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Sun 2/22
5:45 am-3:04 pm
1 stop10h 19m
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.
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 New York to Caribbean Islands takes 11 hours 32 minutes. Flights to Caribbean Islands from other popular cities in USA 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 round-trip from New York to Caribbean Islands. Price data was last updated on December 20, 2025.
Users looking for the lowest fares to Caribbean Islands should consider flying on Wednesday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Thursday mornings, when prices are usually at their highest.
Weekly flight availability to Caribbean Islands
The most flights from New York to Caribbean Islands are scheduled on a Friday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (35 on average).
What are the most popular airlines that fly to Caribbean Islands?
The most popular airlines flying from New York to Caribbean Islands are JetBlue, United Airlines and Delta.
What are the cheapest airlines that fly to Caribbean Islands?
The cheapest airlines flying from New York to Caribbean Islands are Frontier, Spirit Airlines and Delta.
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 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.
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, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
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 December 27, 2025.
Get a feel of what it's like to fly with Caribbean Airlines, Delta, and United Airlines to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
Boy,Oct 2025
YYZ - POS