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 $146, 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).

$82+ 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	$145
One-way from	$82

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 julio 9, 2025.

mar. 7/2210:05 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

vie. 7/2511:59 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/7$145

lun. 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

jue. 7/3111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/6$146

dom. 10/510:00 pmEWR - SJU

Nonstop4h 03mFrontier

mié. 10/84:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 7/7$150

dom. 7/136:00 amJFK - SJU

Nonstop4h 02mFrontier

vie. 7/189:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/6$155

jue. 10/96:30 amLGA - SJU

1 stop7h 45mFrontier

lun. 10/133:21 pmSJU - LGA

1 stop8h 11mFrontier

Deal found 7/7$160

vie. 10/37:36 amJFK - SJU

1 stop16h 01mAmerican Airlines

mar. 10/77:00 amSJU - JFK

2 stops9h 17mAmerican Airlines

Deal found 7/8$165

mié. 11/511:15 amLGA - SJU

1 stop8h 45mUnited Airlines

mié. 11/128:10 amSJU - LGA

1 stop10h 57mUnited Airlines

Deal found 7/6$165

lun. 8/410:00 pmJFK - SJU

Nonstop4h 14mJetBlue

mié. 8/63:05 amSJU - JFK

Nonstop3h 55mJetBlue

Deal found 7/8$166

mar. 10/213:00 pmLGA - SJU

1 stop7h 11mAmerican Airlines

mar. 10/284:45 pmSJU - LGA

1 stop7h 00mAmerican Airlines

Deal found 7/9$166

lun. 7/145:29 amEWR - SJU

1 stop17h 56mAmerican Airlines

mar. 7/156:15 amSJU - EWR

1 stop15h 45mAmerican Airlines

Deal found 7/7$170

mar. 8/56:00 amLGA - SJU

1 stop9h 30mSpirit Airlines

lun. 8/111:37 amSJU - LGA

1 stop17h 23mSpirit Airlines

Deal found 7/8$173

lun. 7/144:45 pmEWR - SJU

Nonstop4h 01mJetBlue

dom. 7/2011:25 amSJU - EWR

Nonstop4h 09mJetBlue

Deal found 7/7$176

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 julio 9, 2025.

mar. 7/2210:05 pmEWR - SJU

Nonstop4h 03mMultiple Airlines

vie. 7/2511:59 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/7$145

lun. 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

vie. 8/111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/6$146

dom. 10/510:00 pmEWR - SJU

Nonstop4h 03mFrontier

mié. 10/84:51 pmSJU - EWR

Nonstop4h 13mFrontier

Deal found 7/7$150

vie. 10/37:36 amJFK - SJU

1 stop16h 01mAmerican Airlines

mar. 10/77:00 amSJU - JFK

2 stops9h 17mAmerican Airlines

Deal found 7/8$165

lun. 8/410:00 pmJFK - SJU

Nonstop4h 14mJetBlue

jue. 8/76:00 amSJU - JFK

Nonstop3h 57mJetBlue

Deal found 7/8$166

mar. 7/227:30 pmJFK - SJU

Nonstop4h 29mDelta

sáb. 7/267:00 amSJU - JFK

Nonstop4h 06mDelta

Deal found 7/7$186

mar. 11/1811:00 amEWR - SDQ

Nonstop4h 26mArajet

vie. 11/286:10 amSDQ - EWR

Nonstop4h 20mArajet

Deal found 7/8$292

dom. 7/136:00 amJFK - SJU

Nonstop4h 02mFrontier

vie. 7/189:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/6$155

lun. 9/89:00 amLGA - SJU

1 stop6h 52mAmerican Airlines

vie. 9/124:43 pmSJU - LGA

1 stop7h 02mAmerican Airlines

Deal found 7/8$165

mar. 8/56:00 amLGA - SJU

1 stop9h 30mSpirit Airlines

lun. 8/111:37 amSJU - LGA

1 stop17h 23mSpirit Airlines

Deal found 7/8$173

lun. 7/144:45 pmEWR - SJU

Nonstop4h 01mJetBlue

dom. 7/2011:25 amSJU - EWR

Nonstop4h 09mJetBlue

Deal found 7/7$176

lun. 7/145:29 amEWR - SJU

1 stop17h 56mAmerican Airlines

mar. 7/156:15 amSJU - EWR

1 stop15h 45mAmerican Airlines

Deal found 7/7$170

Last-minute flights to Caribbean Islands
Discover last-minute flight deals to Caribbean Islands. Data last updated julio 9, 2025 and is based on user searches.

dom. 7/136:00 amJFK - SJU

Nonstop4h 02mFrontier

vie. 7/189:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/6$155

lun. 7/147:00 pmEWR - SJU

Nonstop4h 00mSpirit Airlines

vie. 8/111:59 pmSJU - EWR

Nonstop4h 12mSpirit Airlines

Deal found 7/6$146

lun. 7/147:00 pmEWR - SJU

Nonstop4h 00mMultiple Airlines

mié. 7/164:58 pmSJU - EWR

Nonstop4h 12mMultiple Airlines

Deal found 7/7$147

lun. 7/1410:00 pmEWR - SJU

Nonstop4h 03mFrontier

vie. 7/254:58 pmSJU - EWR

Nonstop4h 12mFrontier

Deal found 7/7$152

lun. 7/145:29 amEWR - SJU

1 stop17h 56mAmerican Airlines

mar. 7/156:15 amSJU - EWR

1 stop15h 45mAmerican Airlines

Deal found 7/7$170

lun. 7/147:30 pmJFK - SJU

Nonstop4h 29mDelta

jue. 7/177:00 amSJU - JFK

Nonstop4h 06mDelta

Deal found 7/7$176

lun. 7/144:45 pmEWR - SJU

Nonstop4h 01mJetBlue

dom. 7/2011:25 amSJU - EWR

Nonstop4h 09mJetBlue

Deal found 7/7$176

mar. 7/152:40 pmJFK - SJU

1 stop9h 47mAmerican Airlines

mié. 7/166:03 amSJU - JFK

1 stop7h 26mAmerican Airlines

Deal found 7/7$170

mar. 7/153:30 pmJFK - SJU

Nonstop4h 05mJetBlue

mar. 7/153:05 amSJU - JFK

Nonstop3h 57mJetBlue

Deal found 7/7$171

mar. 7/152:55 pmLGA - SJU

1 stop9h 32mAmerican Airlines

vie. 7/186:03 amSJU - LGA

1 stop9h 02mAmerican Airlines

Deal found 7/8$175

mar. 7/155:38 pmLGA - SJU

1 stop18h 50mFrontier

mar. 7/221:43 pmSJU - LGA

1 stop26h 39mFrontier

Deal found 7/8$209

mié. 7/1611:04 amJFK - SJU

Nonstop4h 02mFrontier

jue. 7/249:30 pmSJU - JFK

Nonstop4h 03mFrontier

Deal found 7/8$160

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 julio 9, 2025.

sáb. 10/46:59 amEWR - SJU

Nonstop3h 55mJetBlue

Deal found 7/7$82

dom. 9/215:00 amEWR - SJU

1 stop9h 59mAmerican Airlines

Deal found 7/8$83

dom. 8/39:00 pmEWR - SJU

1 stop14h 32mSpirit Airlines

Deal found 7/8$84

lun. 7/2110:00 pmEWR - SJU

Nonstop4h 03mFrontier

Deal found 7/7$85

jue. 7/246:00 amLGA - SJU

1 stop15h 09mSpirit Airlines

Deal found 7/7$87

mar. 7/159:59 pmJFK - SJU

Nonstop4h 21mJetBlue

Deal found 7/7$88

mar. 7/155:05 pmLGA - SJU

1 stop7h 22mAmerican Airlines

Deal found 7/7$88

mar. 7/156:00 amJFK - SJU

1 stop6h 44mAmerican Airlines

Deal found 7/7$89

dom. 7/276:00 amJFK - SJU

Nonstop4h 02mFrontier

Deal found 7/7$91

sáb. 7/195:38 pmLGA - SJU

1 stop22h 29mFrontier

Deal found 7/7$92

dom. 8/316:00 amLGA - SJU

1 stop9h 42mUnited Airlines

Deal found 7/6$93

mar. 8/55:45 amEWR - PUJ

1 stop8h 45mSpirit Airlines

Deal found 7/8$100

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

mar. 7/22

10:05 pm-2:08 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

vie. 7/25

11:59 pm-4:11 am

Nonstop4h 12m

$145

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

lun. 7/14

7:00 pm-11:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

vie. 8/1

11:59 pm-4:11 am

Nonstop4h 12m

$146

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dom. 10/5

10:00 pm-2:03 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

mié. 10/8

4:51 pm-9:04 pm

Nonstop4h 13m

$150

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

dom. 7/13

6:00 am-10:02 am

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

vie. 7/18

9:30 pm-1:33 am

Nonstop4h 03m

$155

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

vie. 10/3

7:36 am-11:37 pm

1 stop16h 01m

San Juan Luis Munoz Marin Intl

mar. 10/7

7:00 am-4:17 pm

2 stops9h 17m

$165

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

lun. 9/8

9:00 am-3:52 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

vie. 9/12

4:43 pm-11:45 pm

1 stop7h 02m

$165

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

lun. 8/4

10:00 pm-2:14 am

Nonstop4h 14m

San Juan Luis Munoz Marin Intl

mié. 8/6

3:05 am-7:00 am

Nonstop3h 55m

$166

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

lun. 7/14

5:29 am-11:25 pm

1 stop17h 56m

San Juan Luis Munoz Marin Intl

mar. 7/15

6:15 am-10:00 pm

1 stop15h 45m

$170

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

mar. 8/5

6:00 am-3:30 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

lun. 8/11

1:37 am-7:00 pm

1 stop17h 23m

$173

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

lun. 7/14

4:45 pm-8:46 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

dom. 7/20

11:25 am-3:34 pm

Nonstop4h 09m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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 53 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 Tuesday (70 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 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 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

7,958 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

7,958 reviews

Delta

8.0

Very good

7,958 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Copa Airlines

7.5

Good

1,473 reviews

Delta

8.0

Very good

7,958 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

United Airlines

7.4

Good

8,843 reviews

Delta

8.0

Very good

7,958 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

JetBlue

7.3

Good

2,909 reviews

Delta

8.0

Very good

7,958 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

7,958 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 $146, 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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$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

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 julio 9, 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 julio 9, 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 julio 9, 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 julio 9, 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 julio 9, 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 July 6, 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 julio 9, 2025.