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Caribbean Islands

$92+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This SmartFares deal was found by Cheapflights users on 5/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:30 pm
EWR
-
SJU
Nonstop4h 05m
JetBlue
Wed 6/176:00 am
SJU
-
EWR
Nonstop3h 59m
JetBlue
Deal found 5/9$242
This eDestinos deal was found by Cheapflights users on 5/11. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:30 am
EWR
-
SJU
1 stop14h 24m
Frontier
Mon 9/219:03 am
SJU
-
EWR
1 stop25h 24m
Frontier
Deal found 5/11$250
This Cheapflightsfares deal was found by Cheapflights users on 5/10. 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.
Sat 6/1310:25 pm
EWR
-
SJU
Nonstop4h 03m
JetBlue
Wed 6/177:40 pm
SJU
-
EWR
Nonstop4h 03m
JetBlue
Deal found 5/10$252
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/225:55 am
EWR
-
SJU
1 stop8h 20m
Frontier
Wed 8/265:15 pm
SJU
-
EWR
1 stop7h 50m
Frontier
Deal found 5/11$253
This Frontier deal was found by Cheapflights users on 5/12. 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 9/15:55 am
EWR
-
SJU
1 stop8h 20m
Frontier
Thu 9/174:30 pm
SJU
-
EWR
1 stop8h 29m
Frontier
Deal found 5/12$256
This United Airlines deal was found by Cheapflights users on 5/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:45 pm
EWR
-
SJU
Nonstop4h 05m
United Airlines
Thu 6/41:00 am
SJU
-
EWR
Nonstop4h 10m
United Airlines
Deal found 5/9$257
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 8/611:30 am
EWR
-
SJU
1 stop14h 41m
Frontier
Tue 8/115:15 pm
SJU
-
EWR
1 stop7h 48m
Frontier
Deal found 5/12$258
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 7/304:45 pm
LGA
-
SJU
1 stop24h 49m
Frontier
Mon 8/109:00 am
SJU
-
LGA
1 stop10h 30m
Frontier
Deal found 5/12$265
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
LGA
-
SJU
1 stop7h 38m
American Airlines
Wed 8/261:38 pm
SJU
-
LGA
1 stop7h 47m
American Airlines
Deal found 5/11$266
This Trip.com deal was found by Cheapflights users on 5/9. 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.
Tue 8/254:56 pm
LGA
-
SJU
1 stop24h 29m
Frontier
Mon 8/313:06 am
SJU
-
LGA
1 stop12h 55m
Frontier
Deal found 5/9$267
This Orbitz deal was found by Cheapflights users on 5/10. 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.
Sun 5/318:30 pm
EWR
-
SJU
Nonstop4h 05m
Multiple Airlines
Fri 6/55:15 pm
SJU
-
EWR
1 stop8h 03m
Multiple Airlines
Deal found 5/10$267
This Booking.com deal was found by Cheapflights users on 5/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/44:45 pm
LGA
-
SJU
1 stop24h 49m
Frontier
Mon 8/109:00 am
SJU
-
LGA
1 stop10h 30m
Frontier
Deal found 5/12$268

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 May 14, 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 May 14, 2026.

Popular in

April

Cheapest in

October

Average price

$345

Round-trip from

$242

One-way from

$92
Highest demand for flights based on searches. 12% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 14, 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/24

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Thu 8/27

1:19 pm-5:30 pm

Nonstop4h 11m

$322

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 5/26

7:20 pm-11:35 pm

Nonstop4h 15m

San Juan Luis Munoz Marin Intl

Thu 6/11

5:45 pm-10:01 pm

Nonstop4h 16m

$322

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 6/14

7:25 pm-11:43 pm

Nonstop4h 18m

San Juan Luis Munoz Marin Intl

Thu 6/18

5:45 pm-10:01 pm

Nonstop4h 16m

$322

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 8/23

12:40 pm-4:33 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Thu 8/27

1:19 pm-5:30 pm

Nonstop4h 11m

$322

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 8/11

4:19 pm-11:18 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Thu 8/13

11:05 am-7:52 pm

1 stop8h 47m

$325

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 7/21

6:00 am-3:21 pm

1 stop9h 21m

San Juan Luis Munoz Marin Intl

Thu 8/13

3:01 pm-11:12 pm

1 stop8h 11m

$325
Quickest round-trip

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/16

3:50 pm-7:54 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Wed 6/17

5:07 am-9:00 am

Nonstop3h 53m

$326

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 10/13

7:40 pm-11:56 pm

Nonstop4h 16m

San Juan Luis Munoz Marin Intl

Tue 10/20

7:00 am-11:02 am

Nonstop4h 02m

$327

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 9/10

6:00 am-1:16 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Thu 9/17

5:41 pm-1:04 am

1 stop7h 23m

$336

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 10/4

8:10 am-12:13 pm

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Wed 10/7

7:00 am-11:02 am

Nonstop4h 02m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 60 resultsSorted by cheapest first
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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

When is the best time to book a flight to Caribbean Islands?

Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

How long is the flight to Caribbean Islands?

On average, a flight from New York to Caribbean Islands takes 12 hours 50 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 May 9, 2026.

Users looking for the lowest fares to Caribbean Islands should consider flying on Friday 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 Monday (47 on average). You will have fewer flight options on Saturday, 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 $161
JetBlue
JetBlue
From $88
United Airlines
United Airlines
From $110
Delta
Delta
From $72

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from New York to Caribbean Islands are Frontier, Arajet and JetBlue.

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 May 14, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue 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.
Delta
7.9
Good
8,452 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
Delta
7.9
Good
8,452 reviews
Delta
7.9
Good
8,452 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
United Airlines
7.4
Good
9,711 reviews
Delta
7.9
Good
8,452 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
JetBlue
7.2
Good
2,975 reviews
Delta
7.9
Good
8,452 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
American Airlines
7.1
Good
11,664 reviews
Delta
7.9
Good
8,452 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

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 $207, however they can be found for as little as $91.

  • 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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