$75 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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11:23 am - 11:59 pmJFK-SJU

11h 36m1 stop

8:40 am - 11:55 amSJU-JFK

4h 15mnonstop

$150Frontier

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Thu, Feb 5 - Sat, Feb 14

1:00 pm - 5:54 pmJFK-SJU

3h 54mnonstop

8:40 am - 11:55 amSJU-JFK

4h 15mnonstop

$151Frontier

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Thu, Feb 19 - Tue, Mar 3

11:22 am - 4:22 pmEWR-SJU

4h 00mnonstop

4:40 pm - 11:58 pmSJU-EWR

8h 18m1 stop

$159Spirit Airlines

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Tue, Jan 13 - Wed, Jan 21

12:22 pm - 6:54 pmORD-SJU

4h 32mnonstop

4:36 pm - 12:18 amSJU-ORD

9h 42m1 stop

$209Spirit Airlines

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Thu, Feb 19 - Wed, Feb 25

7:45 am - 6:05 pmORD-SJU

8h 20m1 stop

11:06 am - 7:36 pmSJU-ORD

10h 30m1 stop

$214JetBlue

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Mon, Jan 19 - Fri, Jan 23

8:00 am - 1:02 pmJFK-PUJ

4h 02mnonstop

3:39 pm - 6:51 pmPUJ-JFK

4h 12mnonstop

$283JetBlue

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Sat, Feb 21 - Mon, Mar 2

8:15 am - 12:18 pmJFK-PUJ

4h 03mnonstop

1:45 pm - 6:02 pmPUJ-JFK

4h 17mnonstop

$287Delta

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Mon, May 4 - Fri, May 8

6:30 am - 4:33 pmJFK-PUJ

9h 03m1 stop

12:54 pm - 4:03 pmPUJ-JFK

4h 09mnonstop

$288American Airlines

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Sat, Feb 7 - Sat, Feb 14

7:00 am - 12:00 pmJFK-PUJ

4h 00mnonstop

6:07 pm - 12:55 amPUJ-JFK

7h 48m1 stop

$290American Airlines

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Sun, Jan 25 - Tue, Feb 3

11:25 am - 4:21 pmJFK-PUJ

3h 56mnonstop

5:46 pm - 8:59 pmPUJ-JFK

4h 13mnonstop

$294Delta

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Sun, Jan 25 - Tue, Feb 3

Fly from

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 2/5

11:23 am-11:59 pm

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:40 am-11:55 am

Nonstop4h 15m

$150

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 2/19

1:00 pm-5:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:40 am-11:55 am

Nonstop4h 15m

$151

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 1/13

11:22 am-4:22 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 1/21

4:40 pm-11:58 pm

1 stop8h 18m

$159

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 2/19

12:22 pm-6:54 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Wed 2/25

4:36 pm-12:18 am

1 stop9h 42m

$209

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 1/19

7:45 am-6:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Fri 1/23

11:06 am-7:36 pm

1 stop10h 30m

$214

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 2/21

8:00 am-1:02 pm

Nonstop4h 02m

Punta Cana

Mon 3/2

3:39 pm-6:51 pm

Nonstop4h 12m

$283

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Mon 5/4

8:15 am-12:18 pm

Nonstop4h 03m

Punta Cana

Fri 5/8

1:45 pm-6:02 pm

Nonstop4h 17m

$287

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 2/7

6:30 am-4:33 pm

1 stop9h 03m

Punta Cana

Sat 2/14

12:54 pm-4:03 pm

Nonstop4h 09m

$288

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 1/25

7:00 am-12:00 pm

Nonstop4h 00m

Punta Cana

Tue 2/3

6:07 pm-12:55 am

1 stop7h 48m

$290

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 1/25

11:25 am-4:21 pm

Nonstop3h 56m

Punta Cana

Tue 2/3

5:46 pm-8:59 pm

Nonstop4h 13m

$294

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	$479 - $928

CHEAPEST COUNTRY	Turks and Caicos Islands	23% cheaper	Users typically spent $143 less on flights to Turks and Caicos Islands
MOST EXPENSIVE COUNTRY	Puerto Rico	49% more expensive	Users typically spent $306 more on trips to Puerto Rico
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	308% 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

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 90% less than the continental average.

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

Nassau

Flights to Caribbean are typically 86% more expensive when flying to Nassau, where the average price is $826

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$75
Best Round-Trip Price	$150
Fastest flight time	3h 43m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $75 (Newark 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 43m (Newark to San Juan Luis Munoz Marin Intl).

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December has the highest demand for flights to Caribbean, with a 7% 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.

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Find better results for your trip to Caribbean

$75 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 12/6. 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