What is the cheapest month to fly to Caribbean Islands?

September is currently the cheapest month to fly to Caribbean Islands . At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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 $153, however they can be found for as little as $50.

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).

$82+ Cheap Flights to Caribbean Islands

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Flights to Caribbean Islands in 2025

Popular in	December
Cheapest in	March
Average price	$328
Round-trip from	$146
One-way from	$82

Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2025

Search Deals

From New York to San Juan

Search Deals

One-way flight from New York to Caribbean Islands

Search Deals

Find flights to Caribbean Islands

One-wayRound-trip

Explore Caribbean Islands

Flights to San Juan

Flights to Montego Bay

Flights to Punta Cana

Flights to Santo Domingo

Flights to Kingston

Flights to Port of Spain

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 August 14, 2025.

Mon 9/110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Sat 9/134:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/14$146

Fri 10/2410:00 pmEWR - SJU

Nonstop4h 02mFrontier

Thu 10/304:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/12$147

Thu 10/3010:00 pmEWR - SJU

Nonstop4h 03mFrontier

Fri 11/74:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/12$148

Wed 10/1510:00 pmEWR - SJU

Nonstop4h 02mFrontier

Wed 10/224:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/12$149

Fri 10/1010:00 pmEWR - SJU

Nonstop4h 02mFrontier

Wed 10/154:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/12$150

Sat 9/1310:00 pmEWR - SJU

Nonstop3h 58mFrontier

Sat 9/204:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/12$151

Sat 10/410:00 pmEWR - SJU

Nonstop3h 58mFrontier

Sat 10/114:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/12$152

Mon 9/810:00 pmEWR - SJU

Nonstop3h 58mFrontier

Sat 9/274:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/14$153

Sun 8/3110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Thu 9/114:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/14$154

Fri 10/2410:00 pmEWR - SJU

Nonstop4h 02mFrontier

Sun 11/24:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 8/13$155

Sun 8/3110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Wed 9/174:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/14$156

Wed 10/111:30 amJFK - SJU

1 stop22h 22mFrontier

Tue 10/76:22 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/13$157

Best flights to Caribbean Islands
Discover carefully curated flight deals to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2025.

Wed 9/176:00 amJFK - SJU

Nonstop3h 56mFrontier

Wed 9/249:26 pmSJU - JFK

Nonstop3h 59mFrontier

Deal found 8/13$166

Mon 11/35:05 amJFK - SJU

Nonstop3h 47mJetBlue

Fri 11/78:05 amSJU - JFK

Nonstop3h 59mJetBlue

Deal found 8/13$176

Wed 10/16:00 amEWR - SJU

1 stop10h 31mDelta

Sat 10/45:41 pmSJU - EWR

1 stop7h 15mDelta

Deal found 8/13$180

Mon 8/2510:59 amLGA - SJU

1 stop10h 49mSpirit Airlines

Thu 9/42:38 pmSJU - LGA

1 stop8h 00mSpirit Airlines

Deal found 8/13$211

Sat 8/307:55 pmLGA - SJU

1 stop13h 10mMultiple Airlines

Sat 9/63:16 pmSJU - LGA

1 stop8h 41mMultiple Airlines

Deal found 8/11$218

Wed 10/299:15 amLGA - SJU

2 stops12h 07mUnited Airlines

Sat 11/14:50 pmSJU - LGA

1 stop6h 40mUnited Airlines

Deal found 8/13$225

Sun 9/146:00 amJFK - SJU

Nonstop3h 56mFrontier

Fri 9/199:26 pmSJU - JFK

Nonstop3h 59mFrontier

Deal found 8/13$170

Wed 10/16:00 amEWR - SJU

1 stop10h 31mDelta

Wed 10/82:31 pmSJU - EWR

1 stop10h 28mDelta

Deal found 8/13$180

Sat 9/205:39 pmEWR - STI

2 stops18h 48mAmerican Airlines

Sat 9/271:29 pmSTI - EWR

2 stops20h 25mAmerican Airlines

Deal found 8/13$369

Thu 10/26:00 amJFK - SJU

Nonstop3h 56mFrontier

Thu 10/29:26 pmSJU - JFK

Nonstop3h 59mFrontier

Deal found 8/13$172

Tue 10/76:00 amEWR - SJU

1 stop10h 33mDelta

Wed 10/85:43 pmSJU - EWR

1 stop7h 16mDelta

Deal found 8/13$180

Wed 10/1511:30 amJFK - SJU

Nonstop3h 54mFrontier

Mon 10/206:22 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/14$178

Last-minute flights to Caribbean Islands
Discover last-minute flight deals to Caribbean Islands. Data last updated August 14, 2025 and is based on user searches.

Tue 8/196:59 amJFK - SJU

1 stop12h 09mFrontier

Tue 9/29:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/14$199

Tue 8/1910:00 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

Fri 8/294:12 pmSJU - EWR

1 stop16h 45mMultiple Airlines

Deal found 8/12$209

Tue 8/196:00 amJFK - SJU

Nonstop4h 02mFrontier

Thu 9/49:26 pmSJU - JFK

Nonstop3h 59mFrontier

Deal found 8/13$222

Wed 8/206:00 amJFK - SJU

Nonstop4h 02mFrontier

Tue 9/29:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/14$179

Thu 8/2111:00 amJFK - SJU

1 stop13h 03mFrontier

Tue 9/29:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/14$205

Fri 8/223:59 pmJFK - SJU

Nonstop4h 05mJetBlue

Wed 9/311:00 amSJU - JFK

Nonstop3h 54mJetBlue

Deal found 8/14$216

Fri 8/225:35 amEWR - SJU

Nonstop3h 55mJetBlue

Sat 8/309:59 pmSJU - EWR

Nonstop3h 59mJetBlue

Deal found 8/14$216

Sat 8/236:00 amJFK - SJU

Nonstop4h 02mFrontier

Tue 9/29:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 8/14$183

Sun 8/2410:00 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

Fri 8/294:12 pmSJU - EWR

1 stop16h 45mMultiple Airlines

Deal found 8/11$186

Sun 8/2410:00 pmEWR - SJU

Nonstop4h 03mFrontier

Thu 9/44:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 8/12$196

Sun 8/246:10 amEWR - SJU

1 stop15h 38mSpirit Airlines

Fri 8/294:12 pmSJU - EWR

1 stop16h 45mSpirit Airlines

Deal found 8/11$205

Sun 8/2410:00 pmEWR - SJU

Nonstop4h 03mFrontier

Sat 8/303:21 pmSJU - EWR

1 stop9h 16mFrontier

Deal found 8/12$217

One-way flights to Caribbean Islands
Search for one-way flight options to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated August 14, 2025.

Sat 10/410:00 pmEWR - SJU

Nonstop3h 58mFrontier

Deal found 8/11$82

Sat 11/110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Deal found 8/12$83

Wed 10/2210:00 pmEWR - SJU

Nonstop4h 02mFrontier

Deal found 8/11$86

Sat 8/307:54 amEWR - SJU

1 stop25h 11mSpirit Airlines

Deal found 8/14$87

Sun 8/316:00 amJFK - SJU

Nonstop4h 02mFrontier

Deal found 8/12$88

Tue 8/266:12 amEWR - SJU

1 stop17h 45mSpirit Airlines

Deal found 8/12$88

Mon 9/86:00 amJFK - SJU

Nonstop3h 56mFrontier

Deal found 8/12$89

Mon 9/110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Deal found 8/12$89

Sun 9/76:00 amJFK - SJU

Nonstop3h 56mFrontier

Deal found 8/12$90

Sun 8/3110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Deal found 8/12$90

Fri 9/266:00 amJFK - SJU

Nonstop3h 56mFrontier

Deal found 8/12$91

Tue 8/269:59 amLGA - SJU

1 stop13h 58mSpirit Airlines

Deal found 8/12$91

Fly from

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/17

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 9/24

9:26 pm-1:25 am

Nonstop3h 59m

$166

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 9/14

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 9/19

9:26 pm-1:25 am

Nonstop3h 59m

$170

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 10/2

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 10/2

9:26 pm-1:25 am

Nonstop3h 59m

$172

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 11/3

5:05 am-9:52 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:05 am-11:04 am

Nonstop3h 59m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 10/15

11:30 am-3:24 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Mon 10/20

6:22 am-10:25 am

Nonstop4h 03m

$178

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 10/3

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Tue 10/7

6:22 am-10:25 am

Nonstop4h 03m

$178

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 10/1

6:00 am-4:31 pm

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Sat 10/4

5:41 pm-12:56 am

1 stop7h 15m

$180

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 10/1

6:00 am-4:31 pm

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Wed 10/8

2:31 pm-12:59 am

1 stop10h 28m

$180

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 10/7

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Wed 10/8

5:43 pm-12:59 am

1 stop7h 16m

$180

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 9/8

6:00 am-1:10 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Wed 9/24

5:41 pm-12:56 am

1 stop7h 15m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 60 results

...

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 10 hours 46 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?

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 Saturday evenings, 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 Thursday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (45 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

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

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 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

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Caribbean Airlines

8.1

Very good

169 reviews

Caribbean Airlines

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

Delta

8.0

Very good

7,980 reviews

Caribbean Airlines

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

United Airlines

7.4

Good

8,916 reviews

Caribbean Airlines

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

American Airlines

7.2

Good

10,000 reviews

Caribbean Airlines

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

JetBlue

7.2

Good

2,914 reviews

Caribbean Airlines

8.1

Very good

169 reviews

Reviews

1 / 10

6.0

Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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 $153, however they can be found for as little as $50.
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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$82+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights to Caribbean Islands with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

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 August 14, 2025.

Popular in

Cheapest in

Average price

Round-trip from

One-way from

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 August 14, 2025

Explore Caribbean Islands

Find flight deals to Caribbean Islands

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 August 14, 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 August 14, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights to Caribbean Islands that are best for you.

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?

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 August 10, 2025.

Weekly flight availability to Caribbean Islands

What are the most popular airlines that fly to Caribbean Islands?

What are the cheapest airlines that fly to Caribbean Islands?

Rainfall in Caribbean Islands by month

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

Temperature in Caribbean Islands by month

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

Reviews of airlines servicing Caribbean Islands

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.

FAQs about flying to Caribbean Islands

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

What is the best airline to fly to Caribbean Islands?

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

Where does the fastest flight to Caribbean Islands depart from?

Does San Juan Luis Munoz Marin Intl have rental cars?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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Find flights to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

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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 August 14, 2025.