$78 Cheap Flights to Caribbean in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from the United States to Caribbean

Round-trip

One-way

Last minute

Direct

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

Enter your travel dates to find the best prices.

1:00 pm - 5:58 pm

JFK

SJU

3h 58mnonstop

3:08 am - 12:16 pm

SJU

JFK

9h 08m1 stop

$147Frontier

Tue, Mar 3 - Sun, Mar 8

1:00 pm - 5:58 pm

JFK

SJU

3h 58mnonstop

4:36 pm - 3:27 pm

SJU

JFK

23h 51m1 stop

$148Frontier

Sat, Jan 24 - Mon, Jan 26

7:30 am - 6:49 pm

LGA

SJU

10h 19m1 stop

11:52 am - 7:00 pm

SJU

LGA

8h 08m1 stop

$148Spirit Airlines

Tue, Jan 20 - Fri, Jan 23

7:37 pm - 12:36 am

EWR

SJU

3h 59mnonstop

2:05 am - 5:24 am

SJU

EWR

4h 19mnonstop

$168United Airlines

Sat, Feb 21 - Fri, Feb 27

7:45 am - 6:07 pm

ORD

SJU

8h 22m1 stop

10:25 am - 7:36 pm

SJU

ORD

11h 11m1 stop

$196JetBlue

Tue, Jan 20 - Sat, Jan 24

11:25 am - 4:21 pm

JFK

PUJ

3h 56mnonstop

2:55 pm - 6:15 pm

PUJ

JFK

4h 20mnonstop

$283Delta

Fri, Jan 9 - Wed, Jan 14

3:44 pm - 4:26 pm

JFK

PUJ

23h 42m1 stop

1:11 pm - 12:55 am

PUJ

JFK

12h 44m1 stop

$284American Airlines

Thu, Jan 29 - Thu, Feb 5

5:59 pm - 5:02 pm

EWR

PUJ

22h 03m1 stop

1:11 pm - 9:23 pm

PUJ

EWR

9h 12m1 stop

$284American Airlines

Thu, Jan 29 - Thu, Feb 5

11:25 am - 4:21 pm

JFK

PUJ

3h 56mnonstop

3:05 pm - 6:25 pm

PUJ

JFK

4h 20mnonstop

$288Delta

Tue, Mar 3 - Sat, Mar 7

6:45 pm - 10:37 am

JFK

STI

14h 52m1 stop

6:01 am - 8:51 am

STI

JFK

3h 50mnonstop

$325JetBlue

Sat, Jan 24 - Tue, Feb 3

Fly from

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 3/3

1:00 pm-5:58 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Sun 3/8

3:08 am-12:16 pm

1 stop9h 08m

$147

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 1/24

1:00 pm-5:58 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Mon 1/26

4:36 pm-3:27 pm

1 stop23h 51m

$148

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 1/20

7:30 am-6:49 pm

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Fri 1/23

11:52 am-7:00 pm

1 stop8h 08m

$148

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 2/21

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-5:24 am

Nonstop4h 19m

$168

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 1/20

7:45 am-6:07 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Sat 1/24

10:25 am-7:36 pm

1 stop11h 11m

$196

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Fri 1/9

11:25 am-4:21 pm

Nonstop3h 56m

Punta Cana

Wed 1/14

2:55 pm-6:15 pm

Nonstop4h 20m

$283

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Thu 1/29

3:44 pm-4:26 pm

1 stop23h 42m

Punta Cana

Thu 2/5

1:11 pm-12:55 am

1 stop12h 44m

$284

NewarkPunta Cana

EWR - PUJ

EWRPUJ

Newark

Thu 1/29

5:59 pm-5:02 pm

1 stop22h 03m

Punta Cana

Thu 2/5

1:11 pm-9:23 pm

1 stop9h 12m

$284

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 3/3

11:25 am-4:21 pm

Nonstop3h 56m

Punta Cana

Sat 3/7

3:05 pm-6:25 pm

Nonstop4h 20m

$288

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Sat 1/24

6:45 pm-10:37 am

1 stop14h 52m

Santiago de los Caballeros

Tue 2/3

6:01 am-8:51 am

Nonstop3h 50m

$325

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	$554 - $981

CHEAPEST COUNTRY	Cayman Islands	22% cheaper	Users typically spent $155 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	38% more expensive	Users typically spent $272 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	316% 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 84% less than the continental average.

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

Pointe-à-Pitre

Flights to Caribbean are typically 61% more expensive when flying to Pointe-à-Pitre, where the average price is $519

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$78
Best Round-Trip Price	$147
Fastest flight time	3h 51m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $78 (Newark to San Juan Luis Munoz Marin Intl).

Search Deals

The best round-trip flight price to Caribbean from United States in the last 72 hours is $147 (New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl).

Search Deals

The fastest flight to Caribbean from United States takes 3h 51m (New York John F Kennedy Intl to Santiago de los Caballeros).

Search Deals

December has the highest demand for flights to Caribbean, with a 6% price increase on average.

Search Deals

Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

If you're headed to Caribbean, consider flying into Simpson Bay Princess Juliana airport in Simpson Bay for the best deals, with an average airfare of $44. Alternatively, San Juan Luis Munoz Marin Intl airport in San Juan is a close second for cheapest flights to Caribbean with an average airfare of $49.

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 73 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

Find my bookings

Get notified when prices go down

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

1 adult

Mon 1/26

Mon 2/2

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean

$78 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 1/17. 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