$82 Cheap Flights to Caribbean in 2025

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Find the cheapest flights from the United States to Caribbean

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One-way

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Direct

Recent round-trip flight deals from the United States to Caribbean

6:00 am - 9:56 amJFK-SJU

3h 56mnonstop

9:26 pm - 1:25 amSJU-JFK

3h 59mnonstop

$133Frontier

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dom., sep. 21 - sáb., sep. 27

6:00 am - 9:56 amJFK-SJU

3h 56mnonstop

9:26 pm - 1:25 amSJU-JFK

3h 59mnonstop

$135Frontier

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dom., sep. 21 - lun., sep. 22

5:25 pm - 9:24 pmJFK-SJU

3h 59mnonstop

2:25 pm - 6:20 pmSJU-JFK

3h 55mnonstop

$164JetBlue

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vie., oct. 3 - jue., oct. 9

5:25 pm - 9:24 pmJFK-SJU

3h 59mnonstop

3:03 am - 7:00 amSJU-JFK

3h 57mnonstop

$173JetBlue

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vie., oct. 3 - dom., oct. 5

3:00 pm - 11:54 pmLGA-SJU

8h 54m1 stop

1:50 pm - 11:45 pmSJU-LGA

9h 55m1 stop

$205American Airlines

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lun., oct. 20 - mar., oct. 28

6:00 am - 3:55 pmLGA-SJU

9h 55m1 stop

1:50 pm - 10:45 pmSJU-LGA

8h 55m1 stop

$206American Airlines

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mar., oct. 21 - mar., oct. 28

6:00 am - 12:17 pmLGA-SJU

6h 17m1 stop

7:10 am - 4:11 pmSJU-LGA

9h 01m1 stop

$211United Airlines

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dom., oct. 26 - mié., oct. 29

6:00 am - 12:34 pmLGA-SJU

6h 34m1 stop

7:00 am - 4:45 pmSJU-LGA

9h 45m1 stop

$215United Airlines

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mar., sep. 30 - sáb., oct. 4

8:30 am - 12:28 pmJFK-PUJ

3h 58mnonstop

2:53 pm - 5:59 pmPUJ-JFK

4h 06mnonstop

$292Delta

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vie., oct. 31 - mié., nov. 5

8:30 am - 1:28 pmJFK-PUJ

3h 58mnonstop

2:53 pm - 5:59 pmPUJ-JFK

4h 06mnonstop

$293Delta

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lun., nov. 3 - mar., nov. 4

Fly from

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

dom. 9/21

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

sáb. 9/27

9:26 pm-1:25 am

Nonstop3h 59m

$133

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

dom. 9/21

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

lun. 9/22

9:26 pm-1:25 am

Nonstop3h 59m

$135

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

vie. 10/3

5:25 pm-9:24 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

jue. 10/9

2:25 pm-6:20 pm

Nonstop3h 55m

$164

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

vie. 10/3

5:25 pm-9:24 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

dom. 10/5

3:03 am-7:00 am

Nonstop3h 57m

$173

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

lun. 10/20

3:00 pm-11:54 pm

1 stop8h 54m

San Juan Luis Munoz Marin Intl

mar. 10/28

1:50 pm-11:45 pm

1 stop9h 55m

$205

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

mar. 10/21

6:00 am-3:55 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

mar. 10/28

1:50 pm-10:45 pm

1 stop8h 55m

$206

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

dom. 10/26

6:00 am-12:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

mié. 10/29

7:10 am-4:11 pm

1 stop9h 01m

$211

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

mar. 9/30

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

sáb. 10/4

7:00 am-4:45 pm

1 stop9h 45m

$215

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

vie. 10/31

8:30 am-12:28 pm

Nonstop3h 58m

Punta Cana

mié. 11/5

2:53 pm-5:59 pm

Nonstop4h 06m

$292

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

lun. 11/3

8:30 am-1:28 pm

Nonstop3h 58m

Punta Cana

mar. 11/4

2:53 pm-5:59 pm

Nonstop4h 06m

$293

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest bang for your buck

	Price	$553 - $868

CHEAPEST COUNTRY	Dominican Republic	21% cheaper	Users typically spent $143 less on flights to Dominican Republic
MOST EXPENSIVE COUNTRY	Puerto Rico	25% more expensive	Users typically spent $173 more on trips to Puerto Rico
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	268% more popular	As a popular travel destination, more of our users plan to visit Puerto Rico than any other country in Caribbean

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Puerto Rico, followed by Dominican Republic, Jamaica, The Bahamas and Cuba.

Cheapest flights to cities in Caribbean

Click on the cities below to find out when it's cheapest to fly to Caribbean from United States

San Juan Luis Munoz Marin Intl Airport

Caribbean

Cheapest flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

Christiansted

When booking a flight to Caribbean, the best-priced flight will typically be to Christiansted for $84, which is 91% less than the continental average.

Most expensive flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

Nassau

Flights to Caribbean are typically 87% more expensive when flying to Nassau, where the average price is $871

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$82
Best Round-Trip Price	$133
Fastest flight time	2h 53m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $82 (Orlando to San Juan Luis Munoz Marin Intl).

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The best round-trip flight price to Caribbean from United States in the last 72 hours is $133 (New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 2h 53m (Orlando to San Juan Luis Munoz Marin Intl).

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December has the highest demand for flights to Caribbean, with a 8% price increase on average.

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Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

If you're headed to Caribbean, consider flying into San Juan Luis Munoz Marin Intl airport in San Juan for the best deals, with an average airfare of $53. Alternatively, Ponce Mercedita airport in Ponce is a close second for cheapest flights to Caribbean with an average airfare of $73.

When did momondo last update prices for flights to Caribbean?

Prices for flights to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights to Caribbean?

As of September 2025, there are 66 operators available to choose from for flights to Caribbean.

How old do you have to be to fly to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Caribbean. Millions of users trust and use momondo every year so you are in good company.

Can I find flights to Caribbean with flexible booking policies on momondo?

Flights to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Caribbean.

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to Caribbean

$82 Cheap flights to Caribbean

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Caribbean departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from the United States to Caribbean

Recent round-trip flight deals from the United States to Caribbean

Recent one-way flight deals from the United States to Caribbean

Recent last minute flight deals from the United States to Caribbean

Recent direct flight deals from the United States to Caribbean

momondo Fare Finder

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

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest bang for your buck

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Puerto Rico, followed by Dominican Republic, Jamaica, The Bahamas and Cuba.

Cheapest flights to cities in Caribbean

Click on the cities below to find out when it's cheapest to fly to Caribbean from United States

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price

Best Round-Trip Price

Fastest flight time

Popular in

Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

When did momondo last update prices for flights to Caribbean?

How many operators does momondo search for flights to Caribbean?

How old do you have to be to fly to Caribbean?

What documentation or ID do you need to fly to Caribbean?

Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

Can I find flights to Caribbean with flexible booking policies on momondo?

How can momondo help me find flights to Caribbean?

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular flights to Caribbean

Popular routes according to searches in the past day on momondo