$74 Cheap Flights to Caribbean in 2025/26

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Find the cheapest flights from the United States to Caribbean

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

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4:00 pm - 8:54 pm

JFK

SJU

3h 54mnonstop

8:15 am - 9:07 am

SJU

JFK

25h 52m1 stop

$150Frontier

Thu, Jan 1 - Mon, Feb 2

12:30 pm - 11:59 pm

LGA

SJU

10h 29m1 stop

4:11 pm - 11:05 pm

SJU

LGA

7h 54m1 stop

$150Frontier

Mon, Feb 2 - Tue, Feb 10

4:00 pm - 8:54 pm

JFK

SJU

3h 54mnonstop

4:22 pm - 1:03 am

SJU

JFK

9h 41m1 stop

$151Frontier

Wed, Jan 7 - Thu, Jan 22

7:29 pm - 4:33 pm

JFK

PUJ

20h 04m1 stop

5:33 pm - 1:59 pm

PUJ

JFK

21h 26m1 stop

$283American Airlines

Thu, Jan 22 - Mon, Feb 2

2:44 pm - 1:51 pm

JFK

PUJ

22h 07m1 stop

2:10 pm - 10:23 pm

PUJ

JFK

9h 13m1 stop

$284American Airlines

Thu, Jan 29 - Wed, Feb 4

8:15 am - 12:18 pm

JFK

PUJ

4h 03mnonstop

1:45 pm - 6:02 pm

PUJ

JFK

4h 17mnonstop

$287Delta

Tue, Apr 28 - Wed, May 6

10:25 am - 3:22 pm

JFK

PUJ

3h 57mnonstop

9:28 am - 9:11 am

PUJ

JFK

24h 43m1 stop

$288JetBlue

Fri, Jan 30 - Mon, Feb 2

6:00 am - 12:59 pm

EWR

PUJ

5h 59m1 stop

6:32 pm - 9:49 pm

PUJ

EWR

4h 17mnonstop

$288United Airlines

Sun, Feb 22 - Thu, Feb 26

1:00 pm - 5:01 pm

JFK

PUJ

4h 01mnonstop

2:20 pm - 10:20 pm

PUJ

JFK

8h 00m1 stop

$290JetBlue

Fri, May 1 - Sat, May 2

8:45 pm - 12:52 am

JFK

SDQ

4h 07mnonstop

7:45 pm - 11:52 pm

SDQ

JFK

4h 07mnonstop

$327Delta

Fri, May 1 - Sat, May 16

Fly from

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 1/1

4:00 pm-8:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Mon 2/2

8:15 am-9:07 am

1 stop25h 52m

$150

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/2

12:30 pm-11:59 pm

1 stop10h 29m

San Juan Luis Munoz Marin Intl

Tue 2/10

4:11 pm-11:05 pm

1 stop7h 54m

$150

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 1/7

4:00 pm-8:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Thu 1/22

4:22 pm-1:03 am

1 stop9h 41m

$151

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Thu 1/22

7:29 pm-4:33 pm

1 stop20h 04m

Punta Cana

Mon 2/2

5:33 pm-1:59 pm

1 stop21h 26m

$283

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Thu 1/29

2:44 pm-1:51 pm

1 stop22h 07m

Punta Cana

Wed 2/4

2:10 pm-10:23 pm

1 stop9h 13m

$284

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 4/28

8:15 am-12:18 pm

Nonstop4h 03m

Punta Cana

Wed 5/6

1:45 pm-6:02 pm

Nonstop4h 17m

$287

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Fri 1/30

10:25 am-3:22 pm

Nonstop3h 57m

Punta Cana

Mon 2/2

9:28 am-9:11 am

1 stop24h 43m

$288

NewarkPunta Cana

EWR - PUJ

EWRPUJ

Newark

Sun 2/22

6:00 am-12:59 pm

1 stop5h 59m

Punta Cana

Thu 2/26

6:32 pm-9:49 pm

Nonstop4h 17m

$288

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Fri 5/1

1:00 pm-5:01 pm

Nonstop4h 01m

Punta Cana

Sat 5/2

2:20 pm-10:20 pm

1 stop8h 00m

$290

New YorkSanto Domingo

JFK - SDQ

JFKSDQ

New York John F Kennedy Intl

Fri 5/1

8:45 pm-12:52 am

Nonstop4h 07m

Santo Domingo Las Americas

Sat 5/16

7:45 pm-11:52 pm

Nonstop4h 07m

$327

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	$544 - $961

CHEAPEST COUNTRY	Turks and Caicos Islands	24% cheaper	Users typically spent $174 less on flights to Turks and Caicos Islands
MOST EXPENSIVE COUNTRY	Puerto Rico	34% more expensive	Users typically spent $242 more on trips to Puerto Rico
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	333% 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 Dominican Republic, followed by Jamaica, The Bahamas, Cuba and Puerto Rico.

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

Cheapest flights according to searches in the past 7 days on momondo.

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 89% less than the continental average.

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

Nassau

Flights to Caribbean are typically 88% more expensive when flying to Nassau, where the average price is $740

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$74
Best Round-Trip Price	$150
Fastest flight time	3h 47m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $74 (Philadelphia 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 $150 (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 3h 47m (Philadelphia to San Juan Luis Munoz Marin Intl).

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December has the highest demand for flights to Caribbean, with a 5% 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 $47. Alternatively, George Town Owen Roberts Intl airport in George Town is a close second for cheapest flights to Caribbean with an average airfare of $50.

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 December 2025, there are 71 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

$74 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 1/4. 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 Dominican Republic, followed by Jamaica, The Bahamas, Cuba and Puerto Rico.

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