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 $161, however they can be found for as little as $54.

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).

$83+ Flights to Caribbean Islands

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Flights to Caribbean Islands in 2025

Popular in	December
Cheapest in	March
Average price	$293
Round-trip from	$144
One-way from	$83

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. 4% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 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 July 3, 2025.

Thu 9/185:55 amEWR - SJU

1 stop8h 16mFrontier

Thu 9/184:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 6/30$144

Wed 7/910:00 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

Thu 7/1011:59 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/1$145

Fri 8/17:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

Fri 8/811:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/3$148

Sat 7/126:00 amJFK - SJU

Nonstop4h 02mFrontier

Wed 7/236:00 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/2$155

Thu 10/236:30 amLGA - SJU

1 stop7h 45mFrontier

Sun 10/269:39 pmSJU - LGA

1 stop24h 21mFrontier

Deal found 6/30$159

Fri 10/318:15 amLGA - SJU

2 stops13h 07mUnited Airlines

Mon 11/35:50 pmSJU - LGA

1 stop6h 40mUnited Airlines

Deal found 7/1$165

Wed 7/233:30 pmJFK - SJU

Nonstop4h 05mJetBlue

Fri 8/16:00 amSJU - JFK

Nonstop3h 59mJetBlue

Deal found 7/2$166

Wed 7/98:00 amLGA - SJU

1 stop13h 55mAmerican Airlines

Wed 7/306:03 amSJU - LGA

1 stop9h 02mAmerican Airlines

Deal found 7/2$170

Sun 7/136:30 amJFK - SJU

1 stop17h 25mAmerican Airlines

Wed 7/161:37 pmSJU - JFK

1 stop9h 33mAmerican Airlines

Deal found 7/3$175

Mon 7/144:49 pmEWR - SJU

1 stop12h 17mAmerican Airlines

Wed 7/166:15 amSJU - EWR

1 stop12h 28mAmerican Airlines

Deal found 7/3$175

Sat 7/125:00 pmLGA - SJU

1 stop7h 46mMultiple Airlines

Thu 7/1710:14 pmSJU - LGA

1 stop11h 46mMultiple Airlines

Deal found 7/3$177

Sun 7/206:00 amLGA - SJU

1 stop15h 09mSpirit Airlines

Wed 7/233:50 pmSJU - LGA

1 stop7h 36mSpirit Airlines

Deal found 7/1$178

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 July 3, 2025.

Thu 9/185:55 amEWR - SJU

1 stop8h 16mFrontier

Thu 9/184:51 pmSJU - EWR

Nonstop4h 11mFrontier

Deal found 6/30$144

Wed 7/910:00 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

Thu 7/1011:59 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/1$145

Fri 8/17:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

Fri 8/811:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/3$148

Wed 9/176:25 amLGA - SJU

1 stop8h 19mUnited Airlines

Sat 9/204:55 pmSJU - LGA

1 stop6h 35mUnited Airlines

Deal found 7/2$165

Wed 7/233:30 pmJFK - SJU

Nonstop4h 05mJetBlue

Fri 8/16:00 amSJU - JFK

Nonstop3h 59mJetBlue

Deal found 7/2$166

Wed 7/98:00 amLGA - SJU

1 stop13h 55mAmerican Airlines

Wed 7/306:03 amSJU - LGA

1 stop9h 02mAmerican Airlines

Deal found 7/2$170

Sat 7/126:00 amJFK - SJU

Nonstop4h 02mFrontier

Wed 7/166:00 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/2$155

Sun 7/136:30 amJFK - SJU

1 stop17h 25mAmerican Airlines

Tue 7/156:04 amSJU - JFK

2 stops10h 16mAmerican Airlines

Deal found 7/3$175

Sun 7/206:00 amLGA - SJU

1 stop15h 09mSpirit Airlines

Fri 7/251:37 amSJU - LGA

1 stop13h 58mSpirit Airlines

Deal found 7/1$178

Mon 7/145:00 pmLGA - SJU

1 stop7h 46mMultiple Airlines

Tue 7/151:37 amSJU - LGA

1 stop13h 58mMultiple Airlines

Deal found 7/2$182

Thu 9/258:20 amJFK - SDQ

Nonstop4h 00mDelta

Tue 9/307:40 pmSDQ - JFK

Nonstop4h 03mDelta

Deal found 7/2$380

Mon 7/144:49 pmEWR - SJU

1 stop12h 17mAmerican Airlines

Wed 7/166:15 amSJU - EWR

1 stop12h 28mAmerican Airlines

Deal found 7/3$175

Last-minute flights to Caribbean Islands
Discover last-minute flight deals to Caribbean Islands. Data last updated July 3, 2025 and is based on user searches.

Tue 7/85:15 amEWR - SJU

1 stop14h 04mSpirit Airlines

Fri 7/1111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/1$162

Tue 7/89:55 amLGA - SJU

1 stop10h 43mUnited Airlines

Fri 7/117:45 amSJU - LGA

1 stop10h 35mUnited Airlines

Deal found 7/1$237

Wed 7/910:00 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

Thu 7/1011:59 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/1$145

Wed 7/911:00 amJFK - SJU

1 stop10h 55mAmerican Airlines

Thu 7/106:04 amSJU - JFK

1 stop8h 55mAmerican Airlines

Deal found 7/2$170

Wed 7/98:00 amLGA - SJU

1 stop13h 55mAmerican Airlines

Wed 7/306:03 amSJU - LGA

1 stop9h 02mAmerican Airlines

Deal found 7/2$170

Sat 7/126:00 amJFK - SJU

Nonstop4h 02mFrontier

Wed 7/236:00 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/2$155

Sat 7/125:00 pmLGA - SJU

1 stop7h 46mMultiple Airlines

Thu 7/1710:14 pmSJU - LGA

1 stop11h 46mMultiple Airlines

Deal found 7/3$177

Sat 7/125:00 pmLGA - SJU

1 stop7h 46mFrontier

Mon 7/146:00 amSJU - LGA

1 stop10h 22mFrontier

Deal found 7/3$227

Sat 7/125:00 pmLGA - SJU

1 stop18h 32mSpirit Airlines

Tue 7/153:50 pmSJU - LGA

1 stop7h 36mSpirit Airlines

Deal found 7/1$263

Sat 7/126:00 amJFK - SJU

Nonstop4h 02mFrontier

Wed 7/166:00 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/2$155

Sun 7/1310:05 pmEWR - SJU

Nonstop4h 03mFrontier

Thu 7/174:58 pmSJU - EWR

Nonstop4h 12mFrontier

Deal found 7/1$168

Sun 7/1311:20 amJFK - SJU

Nonstop3h 57mJetBlue

Fri 7/253:05 amSJU - JFK

Nonstop3h 57mJetBlue

Deal found 7/1$171

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 July 3, 2025.

Tue 7/154:45 pmEWR - SJU

Nonstop4h 01mJetBlue

Deal found 7/1$83

Sun 7/1310:05 pmEWR - SJU

Nonstop4h 03mFrontier

Deal found 7/2$84

Mon 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

Deal found 7/3$85

Sun 7/206:00 amJFK - SJU

Nonstop4h 02mFrontier

Deal found 7/1$87

Sun 7/206:00 amLGA - SJU

1 stop15h 09mSpirit Airlines

Deal found 7/2$87

Mon 7/218:40 pmJFK - SJU

Nonstop4h 14mJetBlue

Deal found 7/2$88

Tue 7/89:55 amLGA - SJU

1 stop10h 43mUnited Airlines

Deal found 7/1$88

Tue 7/157:59 amJFK - SJU

1 stop16h 28mAmerican Airlines

Deal found 7/3$89

Wed 7/97:34 amEWR - SJU

1 stop14h 21mAmerican Airlines

Deal found 7/2$90

Sat 8/25:00 pmLGA - SJU

1 stop7h 46mFrontier

Deal found 7/2$95

Sat 8/95:00 pmLGA - SJU

1 stop6h 59mAmerican Airlines

Deal found 7/2$103

Tue 7/295:45 amEWR - PUJ

1 stop8h 45mSpirit Airlines

Deal found 7/1$104

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

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 9/18

5:55 am-2:11 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Thu 9/18

4:51 pm-9:02 pm

Nonstop4h 11m

$144

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 8/1

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 8/8

11:59 pm-4:11 am

Nonstop4h 12m

$148

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/14

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 7/22

4:53 pm-9:05 pm

Nonstop4h 12m

$149

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/16

11:04 am-3:06 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Tue 7/22

9:30 pm-1:33 am

Nonstop4h 03m

$155

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 10/23

6:30 am-2:15 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Sun 10/26

9:39 pm-10:00 pm

1 stop24h 21m

$159

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Fri 10/31

8:15 am-9:22 pm

2 stops13h 07m

San Juan Luis Munoz Marin Intl

Wed 11/5

5:50 pm-11:30 pm

1 stop6h 40m

$165

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 7/23

7:20 pm-11:34 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Fri 8/1

6:00 am-9:59 am

Nonstop3h 59m

$166

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 7/13

6:30 am-11:55 pm

1 stop17h 25m

San Juan Luis Munoz Marin Intl

Wed 7/16

1:37 pm-11:10 pm

1 stop9h 33m

$175

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 7/14

7:00 pm-5:06 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Thu 7/17

6:04 am-8:59 pm

1 stop14h 55m

$175

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/14

4:49 pm-5:06 am

1 stop12h 17m

San Juan Luis Munoz Marin Intl

Wed 7/16

6:15 am-6:43 pm

1 stop12h 28m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 11 hours 20 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 Sunday 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 Wednesday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 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 Cayman Airways.

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 Delta, Copa Airlines, 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.

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta

8.0

Very good

7,982 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Copa Airlines

7.5

Good

1,467 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

United Airlines

7.4

Good

8,861 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

JetBlue

7.3

Good

2,916 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

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 $161, however they can be found for as little as $54.
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

Browse thousands of different options on Cheapflights for your next trip

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$83+ 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 7/15. 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

1. Tell us where you want to go

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 July 3, 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 July 3, 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 July 3, 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 July 3, 2025.

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 July 3, 2025.

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 June 29, 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 Delta, Copa Airlines, 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.

Search flights to Caribbean Islands by cabin class

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 July 3, 2025.