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Caribbean Islands

$62+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
1 adult, Economy
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Flights to Caribbean Islands in 2026

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 February 8, 2026.

This Trip.com deal was found by Cheapflights users on 2/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:29 am
JFK
-
SJU
Nonstop3h 57m
Frontier
Fri 5/81:21 am
SJU
-
JFK
Nonstop4h 09m
Frontier
Deal found 2/8$154
This Trip.com deal was found by Cheapflights users on 2/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:15 am
EWR
-
SJU
1 stop8h 07m
Multiple Airlines
Thu 2/267:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Deal found 2/7$154
This Orbitz deal was found by Cheapflights users on 2/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Wed 3/44:06 pm
SJU
-
JFK
1 stop9h 57m
Frontier
Deal found 2/7$155
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Thu 4/236:29 am
JFK
-
SJU
Nonstop3h 57m
Frontier
Wed 4/291:21 am
SJU
-
JFK
Nonstop4h 09m
Frontier
Deal found 2/5$156
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Sun 2/225:15 am
EWR
-
SJU
1 stop8h 07m
Spirit Airlines
Fri 2/275:45 pm
SJU
-
EWR
Nonstop4h 15m
Spirit Airlines
Deal found 2/7$156
This CheapOair deal was found by Cheapflights users on 2/7. 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.
Mon 2/231:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Wed 3/48:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 2/7$157
This Priceline deal was found by Cheapflights users on 2/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:20 am
LGA
-
SJU
1 stop7h 46m
Multiple Airlines
Wed 3/411:52 am
SJU
-
LGA
1 stop8h 08m
Multiple Airlines
Deal found 2/7$157
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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.
Wed 2/2511:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Tue 3/103:08 am
SJU
-
EWR
1 stop7h 26m
Frontier
Deal found 2/7$157
This Frontier deal was found by Cheapflights users on 2/7. 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.
Mon 2/231:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Tue 2/244:11 pm
SJU
-
JFK
1 stop9h 52m
Frontier
Deal found 2/7$158
This Frontier deal was found by Cheapflights users on 2/7. 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.
Tue 2/2411:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Thu 2/264:11 pm
SJU
-
EWR
1 stop9h 57m
Frontier
Deal found 2/7$158
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Mon 2/231:00 pm
JFK
-
SJU
Nonstop3h 58m
Multiple Airlines
Wed 3/411:52 am
SJU
-
JFK
1 stop22h 15m
Multiple Airlines
Deal found 2/5$159
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Mon 2/2311:39 am
EWR
-
SJU
Nonstop4h 00m
Multiple Airlines
Thu 2/266:00 am
SJU
-
EWR
1 stop11h 00m
Multiple Airlines
Deal found 2/5$159

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 February 8, 2026
Explore Caribbean Islands
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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 2,558,603 searches and data was last updated on February 8, 2026.

Popular in

December

Cheapest in

May

Average price

$290

Round-trip from

$154

One-way from

$62
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
From New York to San Juan
Search Deals
One-way flight from New York to Caribbean Islands
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 2,558,603 searches and data was last updated on February 8, 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

New York

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 2/23

8:35 pm-1:35 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 3/4

5:45 am-9:01 am

Nonstop4h 16m

$217

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/23

12:00 pm-4:50 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:00 am-10:05 am

Nonstop4h 05m

$237

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 4/25

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 4/30

6:45 pm-10:55 pm

Nonstop4h 10m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 5/15

7:30 pm-11:43 pm

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Mon 5/18

7:00 am-11:06 am

Nonstop4h 06m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 6/11

8:45 pm-12:59 am

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Thu 6/18

8:10 am-12:04 pm

Nonstop3h 54m

$237

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 5/2

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sun 5/17

1:00 am-5:10 am

Nonstop4h 10m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/13

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Fri 4/17

7:15 am-11:18 am

Nonstop4h 03m

$237

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 4/24

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-5:10 am

Nonstop4h 10m

$237

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 5/14

7:30 pm-11:43 pm

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Wed 5/20

5:40 pm-10:04 pm

Nonstop4h 24m

$237

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/8

7:37 pm-11:36 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Thu 3/12

1:05 am-5:24 am

Nonstop4h 19m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 60 results
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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 round-trip 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 New York to Caribbean Islands takes 11 hours 2 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 January 31, 2026.

Users looking for the lowest fares to Caribbean Islands should consider flying on Tuesday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday afternoons, 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 Saturday (49 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (15 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.

American Airlines
American Airlines
From $161
JetBlue
JetBlue
From $71
Delta
Delta
From $72
United Airlines
United Airlines
From $110

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 February 8, 2026.
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.
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
213 reviews
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Delta
7.9
Good
8,172 reviews
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
United Airlines
7.4
Good
9,254 reviews
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,249 reviews
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
JetBlue
7.2
Good
2,896 reviews
Caribbean Airlines
7.9
Good
213 reviews

Entertainment

6.6

Food

6.7

Comfort

7.8

Boarding

7.9

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands if I am willing to have layovers?

    Yes, flights with layovers 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, Frontier is rated the highest out of the airlines that fly to Caribbean Islands.

  • How much is a round-trip flight to Caribbean Islands?

    A round-trip flight to Caribbean Islands will typically cost around $263, however they can be found for as little as $84.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Fort Lauderdale offers the quickest one-way flight (0 hours 45 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the rental car 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 mi away from San Juan Luis Munoz Marin Intl).

See more FAQs

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