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Caribbean Islands

$74+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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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 2,558,603 searches and data was last updated on November 26, 2025.

Popular in

December

Cheapest in

March

Average price

$284

Round-trip from

$150

One-way from

$74
Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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From New York to San Juan
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One-way flight from New York to Caribbean Islands
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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 November 26, 2025
Explore Caribbean Islands
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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 November 26, 2025.

This Super.com deal was found by Cheapflights users on 11/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/111:00 amJFK - SJU
Nonstop3h 55mFrontier
Tue 12/169:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/24$150
This Cheapflightsfares deal was found by Cheapflights users on 11/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/84:54 pmLGA - SJU
1 stop6h 51mSpirit Airlines
Fri 12/126:14 pmSJU - LGA
1 stop6h 28mSpirit Airlines
Deal found 11/25$150
This Priceline deal was found by Cheapflights users on 11/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:59 amJFK - SJU
1 stop18h 51mFrontier
Sat 12/208:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/26$151
This CheapOair deal was found by Cheapflights users on 11/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:59 amJFK - SJU
1 stop18h 51mFrontier
Thu 12/1811:45 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/26$152
This CheapOair deal was found by Cheapflights users on 11/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:15 amJFK - SJU
1 stop7h 56mFrontier
Mon 12/159:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/24$153
This CheapOair deal was found by Cheapflights users on 11/25. 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.
Mon 12/111:00 amJFK - SJU
Nonstop3h 55mFrontier
Thu 12/49:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/25$154
This CheapOair deal was found by Cheapflights users on 11/25. 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.
Sat 12/64:30 pmLGA - SJU
1 stop16h 25mFrontier
Sat 12/206:05 amSJU - LGA
Nonstop4h 18mFrontier
Deal found 11/25$155
This Super.com deal was found by Cheapflights users on 11/26. 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.
Sat 12/61:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/89:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/26$157
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Sat 12/61:29 pmJFK - SJU
Nonstop3h 54mFrontier
Tue 12/99:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/25$158
This Priceline deal was found by Cheapflights users on 11/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:59 amLGA - SJU
1 stop8h 51mMultiple Airlines
Sat 12/206:05 amSJU - LGA
Nonstop4h 18mMultiple Airlines
Deal found 11/24$158
This Frontier deal was found by Cheapflights users on 11/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2911:30 amEWR - SJU
Nonstop3h 58mFrontier
Fri 12/57:10 amSJU - EWR
Nonstop4h 25mFrontier
Deal found 11/25$158
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:29 pmJFK - SJU
Nonstop3h 54mFrontier
Fri 12/123:55 amSJU - JFK
1 stop7h 05mFrontier
Deal found 11/24$159

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 November 26, 2025.
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

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 1/26

9:29 pm-2:25 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:15 am-11:18 am

Nonstop4h 03m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/2

6:56 pm-11:57 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 2/11

7:00 am-10:07 am

Nonstop4h 07m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 12/26

5:01 am-9:55 am

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 1/2

8:10 am-11:11 am

Nonstop4h 01m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 2/24

10:55 pm-3:50 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 2/27

5:10 am-8:17 am

Nonstop4h 07m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 2/12

10:00 am-2:58 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Wed 2/18

11:50 pm-2:50 am

Nonstop4h 00m

$196

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 1/18

3:20 pm-6:11 am

2 stops13h 51m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:50 pm-11:43 pm

1 stop6h 53m

$205

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/1

6:00 am-3:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Wed 2/4

5:50 pm-11:59 pm

1 stop7h 09m

$205

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 1/18

7:30 pm-6:11 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Thu 1/22

4:52 pm-12:45 am

1 stop8h 53m

$205

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 1/19

6:10 am-4:36 pm

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Thu 1/22

2:05 am-5:24 am

Nonstop4h 19m

$219

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 1/19

6:10 am-4:36 pm

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Mon 1/26

2:05 am-5:24 am

Nonstop4h 19m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

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 44 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 November 25, 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 Friday 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 Tuesday (63 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (24 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 $106
JetBlue
JetBlue
From $71
Delta
Delta
From $108
Frontier
Frontier
From $59

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 November 26, 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.
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
8.0
Very good
201 reviews
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

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
8,004 reviews
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

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
9,050 reviews
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

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
11,037 reviews
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

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
2,904 reviews
Caribbean Airlines
8.0
Very good
201 reviews

Comfort

7.8

Crew

8.4

Entertainment

6.7

Overall

8.0

Boarding

8.1

Food

6.8

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, Spirit Airlines 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 $195, however they can be found for as little as $83.

  • 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 20 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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