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 $191, however they can be found for as little as $34.

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).

$86+ Flights to Caribbean Islands

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Flights to Caribbean Islands in 2025

Popular in	December
Cheapest in	March
Average price	$255
Round-trip from	$139
One-way from	$86

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 June 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 Bridgetown

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 June 12, 2025.

Tue 9/96:00 amJFK - SJU

Nonstop3h 54mFrontier

Fri 9/129:26 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 6/10$139

Mon 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

Mon 7/2111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 6/11$143

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mMultiple Airlines

Thu 6/268:24 pmSJU - EWR

1 stop12h 35mMultiple Airlines

Deal found 6/10$149

Tue 9/1610:00 pmEWR - SJU

Nonstop4h 03mFrontier

Fri 9/264:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 6/12$155

Sun 7/207:30 pmJFK - SJU

Nonstop4h 29mDelta

Sat 7/267:00 amSJU - JFK

Nonstop4h 06mDelta

Deal found 6/11$156

Fri 7/44:48 pmEWR - SJU

Nonstop4h 01mJetBlue

Thu 7/109:59 pmSJU - EWR

Nonstop3h 59mJetBlue

Deal found 6/12$166

Sat 8/305:30 pmLGA - SJU

1 stop15h 29mFrontier

Fri 9/53:40 amSJU - LGA

1 stop8h 24mFrontier

Deal found 6/11$167

Wed 7/25:30 pmLGA - SJU

1 stop7h 14mMultiple Airlines

Wed 7/93:50 pmSJU - LGA

1 stop7h 36mMultiple Airlines

Deal found 6/11$184

Sat 6/147:29 pmJFK - SJU

Nonstop4h 21mJetBlue

Tue 6/249:45 pmSJU - JFK

Nonstop3h 56mJetBlue

Deal found 6/10$186

Sat 7/129:24 pmLGA - SJU

1 stop14h 08mSpirit Airlines

Tue 7/153:50 pmSJU - LGA

1 stop7h 36mSpirit Airlines

Deal found 6/12$215

Tue 7/156:00 amEWR - SJU

1 stop7h 26mDelta

Fri 8/15:45 pmSJU - EWR

1 stop7h 14mDelta

Deal found 6/10$235

Sun 6/157:43 amJFK - SJU

1 stop10h 22mAmerican Airlines

Fri 6/206:15 amSJU - JFK

1 stop14h 45mAmerican Airlines

Deal found 6/11$245

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 June 12, 2025.

Tue 9/96:00 amJFK - SJU

Nonstop3h 54mFrontier

Fri 9/129:26 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 6/10$139

Mon 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

Mon 7/2111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 6/11$143

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mMultiple Airlines

Thu 6/268:24 pmSJU - EWR

1 stop12h 35mMultiple Airlines

Deal found 6/10$149

Sun 7/207:30 pmJFK - SJU

Nonstop4h 29mDelta

Sat 7/266:14 pmSJU - JFK

Nonstop4h 16mDelta

Deal found 6/11$156

Mon 6/3010:00 pmJFK - SJU

Nonstop4h 21mJetBlue

Fri 7/43:23 amSJU - JFK

Nonstop4h 01mJetBlue

Deal found 6/12$166

Sun 6/157:43 amJFK - SJU

1 stop10h 22mAmerican Airlines

Fri 6/206:15 amSJU - JFK

1 stop14h 45mAmerican Airlines

Deal found 6/11$245

Fri 7/47:58 pmEWR - SJU

Nonstop4h 04mUnited Airlines

Tue 7/86:40 pmSJU - EWR

Nonstop4h 09mUnited Airlines

Deal found 6/11$247

Wed 9/1010:00 pmEWR - SJU

Nonstop4h 03mFrontier

Fri 9/194:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 6/11$155

Fri 7/44:48 pmEWR - SJU

Nonstop4h 01mJetBlue

Thu 7/109:59 pmSJU - EWR

Nonstop3h 59mJetBlue

Deal found 6/12$166

Sat 8/305:30 pmLGA - SJU

1 stop15h 29mFrontier

Fri 9/53:40 amSJU - LGA

1 stop8h 24mFrontier

Deal found 6/11$167

Wed 7/25:30 pmLGA - SJU

1 stop7h 14mMultiple Airlines

Wed 7/93:50 pmSJU - LGA

1 stop7h 36mMultiple Airlines

Deal found 6/11$184

Fri 6/2012:00 pmEWR - SDQ

Nonstop4h 30mArajet

Tue 6/246:18 amSDQ - EWR

Nonstop4h 12mArajet

Deal found 6/12$380

Last-minute flights to Caribbean Islands
Discover last-minute flight deals to Caribbean Islands. Data last updated June 12, 2025 and is based on user searches.

Sun 6/157:43 amJFK - SJU

1 stop10h 22mAmerican Airlines

Fri 6/206:15 amSJU - JFK

1 stop14h 45mAmerican Airlines

Deal found 6/11$245

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mMultiple Airlines

Thu 6/268:24 pmSJU - EWR

1 stop12h 35mMultiple Airlines

Deal found 6/10$148

Tue 6/178:40 pmJFK - SJU

Nonstop4h 14mJetBlue

Thu 6/196:00 amSJU - JFK

Nonstop3h 59mJetBlue

Deal found 6/10$156

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mFrontier

Tue 6/244:58 pmSJU - EWR

Nonstop4h 02mFrontier

Deal found 6/10$161

Tue 6/1711:00 amJFK - SJU

Nonstop3h 58mFrontier

Wed 6/259:30 pmSJU - JFK

Nonstop4h 07mFrontier

Deal found 6/11$165

Tue 6/1712:59 pmLGA - SJU

1 stop6h 57mFrontier

Tue 6/248:00 amSJU - LGA

1 stop8h 29mFrontier

Deal found 6/10$180

Tue 6/175:30 pmLGA - SJU

1 stop7h 14mMultiple Airlines

Wed 6/252:36 amSJU - LGA

1 stop8h 24mMultiple Airlines

Deal found 6/10$205

Tue 6/1711:00 amJFK - SJU

1 stop10h 45mAmerican Airlines

Wed 6/256:15 amSJU - JFK

1 stop14h 45mAmerican Airlines

Deal found 6/12$240

Tue 6/179:55 amLGA - SJU

1 stop11h 09mSpirit Airlines

Sun 6/292:36 amSJU - LGA

1 stop8h 24mSpirit Airlines

Deal found 6/10$243

Tue 6/176:35 pmEWR - SJU

1 stop20h 46mAmerican Airlines

Sat 6/2111:55 amSJU - EWR

1 stop12h 34mAmerican Airlines

Deal found 6/12$270

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mMultiple Airlines

Thu 6/268:24 pmSJU - EWR

1 stop12h 35mMultiple Airlines

Deal found 6/10$149

Tue 6/1710:00 pmEWR - SJU

Nonstop4h 01mFrontier

Thu 6/194:58 pmSJU - EWR

Nonstop4h 02mFrontier

Deal found 6/10$163

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 June 12, 2025.

Mon 6/2310:00 pmEWR - SJU

Nonstop4h 01mFrontier

Deal found 6/12$86

Fri 8/2911:00 amJFK - SJU

1 stop13h 03mFrontier

Deal found 6/12$91

Mon 8/186:30 amLGA - SJU

1 stop7h 48mFrontier

Deal found 6/10$91

Wed 7/95:45 amEWR - SJU

1 stop9h 45mSpirit Airlines

Deal found 6/10$92

Sat 6/217:30 pmJFK - SJU

Nonstop4h 24mDelta

Deal found 6/11$93

Fri 6/2010:00 pmJFK - SJU

Nonstop4h 21mJetBlue

Deal found 6/10$98

Fri 6/205:50 amEWR - SJU

Nonstop3h 55mJetBlue

Deal found 6/11$98

Sun 6/296:00 amLGA - SJU

1 stop13h 19mSpirit Airlines

Deal found 6/10$105

Sun 6/154:49 pmEWR - SJU

1 stop12h 17mAmerican Airlines

Deal found 6/12$113

Mon 7/710:00 pmJFK - SJU

2 stops24h 50mAmerican Airlines

Deal found 6/12$114

Tue 6/246:00 amLGA - SJU

2 stops16h 55mAmerican Airlines

Deal found 6/11$114

Tue 7/85:15 amEWR - PUJ

1 stop8h 55mSpirit Airlines

Deal found 6/10$116

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

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 9/9

6:00 am-9:54 am

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 9/12

9:26 pm-1:29 am

Nonstop4h 03m

$139

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/14

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Mon 7/21

11:59 pm-4:11 am

Nonstop4h 12m

$143

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 8/5

10:05 pm-2:08 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 8/8

11:59 pm-4:11 am

Nonstop4h 12m

$152

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 9/16

10:00 pm-2:03 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 9/26

4:51 pm-9:04 pm

Nonstop4h 13m

$155

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 7/20

7:30 pm-11:59 pm

Nonstop4h 29m

San Juan Luis Munoz Marin Intl

Sat 7/26

7:00 am-11:06 am

Nonstop4h 06m

$156

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 7/4

4:48 pm-8:49 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 7/10

9:59 pm-1:58 am

Nonstop3h 59m

$166

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/30

5:30 pm-8:59 am

1 stop15h 29m

San Juan Luis Munoz Marin Intl

Fri 9/5

3:40 am-12:04 pm

1 stop8h 24m

$167

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 7/2

5:30 pm-12:44 am

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 7/9

3:50 pm-11:26 pm

1 stop7h 36m

$184

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 6/29

6:00 am-7:19 pm

1 stop13h 19m

San Juan Luis Munoz Marin Intl

Sun 6/29

2:36 am-11:00 am

1 stop8h 24m

$198

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 7/14

7:20 pm-11:34 pm

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

Sat 7/26

6:00 am-9:59 am

Nonstop3h 59m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 28 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 (60 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (23 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

Peruse reviews from past customers who have flown Delta, Southwest and Copa Airlines to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,946 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

7,946 reviews

Delta

8.0

Very good

7,946 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Southwest

8.0

Very good

4,287 reviews

Delta

8.0

Very good

7,946 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Copa Airlines

7.5

Good

1,451 reviews

Delta

8.0

Very good

7,946 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Aeromexico

7.5

Good

1,706 reviews

Delta

8.0

Very good

7,946 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

United Airlines

7.4

Good

8,790 reviews

Delta

8.0

Very good

7,946 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 $191, however they can be found for as little as $34.
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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$86+ 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 6/23. 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 June 12, 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 June 12, 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 June 12, 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 June 12, 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 June 12, 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 8, 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

Peruse reviews from past customers who have flown Delta, Southwest and Copa Airlines to Caribbean Islands to help guide your decision. You can also see how each airline compares 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 June 12, 2025.