$62 Cheap Flights to Caribbean in 2026

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Find the cheapest flights from the United States to Caribbean

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One-way

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

Enter your travel dates to find the best prices.

8:44 pm - 12:29 am

PHL

SJU

3h 45mnonstop

1:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$146Frontier

Sun, Mar 22 - Wed, Mar 25

8:44 pm - 12:29 am

PHL

SJU

3h 45mnonstop

1:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$147Frontier

Tue, Mar 17 - Wed, Mar 25

6:59 pm - 11:04 pm

EWR

SJU

4h 05mnonstop

3:21 am - 12:59 pm

SJU

EWR

9h 38m

1 stop

$190Multiple Airlines

Sat, Apr 11 - Thu, Apr 16

6:34 am - 11:58 pm

DFW

SJU

16h 24m

1 stop

9:54 pm - 9:50 am

SJU

DFW

12h 56m

1 stop

$192Spirit Airlines

Sun, Apr 12 - Fri, Apr 17

7:06 am - 2:31 pm

ORD

SJU

6h 25m

1 stop

8:10 pm - 12:25 am

SJU

ORD

5h 15mnonstop

$195Multiple Airlines

Tue, May 12 - Thu, Jun 4

5:25 am - 2:31 pm

DFW

SJU

8h 06m

1 stop

9:54 pm - 9:50 am

SJU

DFW

12h 56m

1 stop

$201Spirit Airlines

Tue, Apr 21 - Mon, Apr 27

1:15 pm - 5:11 pm

JFK

PUJ

3h 56mnonstop

5:38 pm - 9:43 pm

PUJ

JFK

4h 05mnonstop

$306JetBlue

Mon, Mar 23 - Tue, Mar 31

10:55 am - 2:49 pm

JFK

PUJ

3h 54mnonstop

12:00 pm - 4:03 pm

PUJ

JFK

4h 03mnonstop

$309JetBlue

Sat, May 16 - Sat, May 23

7:58 am - 2:50 pm

JFK

PUJ

6h 52m

1 stop

11:51 am - 3:59 pm

PUJ

JFK

4h 08mnonstop

$319American Airlines

Sun, May 10 - Fri, May 15

7:00 am - 10:57 am

JFK

PUJ

3h 57mnonstop

3:48 pm - 7:19 am

PUJ

JFK

15h 31m

1 stop

$324American Airlines

Sun, May 3 - Sat, May 9

Fly from

Route

Depart

Return

Price

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 3/22

8:44 pm-12:29 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 3/25

1:59 am-6:11 am

Nonstop4h 12m

$146

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 3/17

8:44 pm-12:29 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 3/25

1:59 am-6:11 am

Nonstop4h 12m

$147

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 4/11

6:59 pm-11:04 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 4/16

3:21 am-12:59 pm

1 stop9h 38m

$190

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Sun 4/12

6:34 am-11:58 pm

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Fri 4/17

9:54 pm-9:50 am

1 stop12h 56m

$192

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 5/12

7:06 am-2:31 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Thu 6/4

8:10 pm-12:25 am

Nonstop5h 15m

$195

DallasSan Juan

DFW - SJU

DFWSJU

Dallas/Fort Worth

Tue 4/21

5:25 am-2:31 pm

1 stop8h 06m

San Juan Luis Munoz Marin Intl

Mon 4/27

9:54 pm-9:50 am

1 stop12h 56m

$201

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Mon 3/23

1:15 pm-5:11 pm

Nonstop3h 56m

Punta Cana

Tue 3/31

5:38 pm-9:43 pm

Nonstop4h 05m

$306

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 5/16

10:55 am-2:49 pm

Nonstop3h 54m

Punta Cana

Sat 5/23

12:00 pm-4:03 pm

Nonstop4h 03m

$309

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 5/10

7:58 am-2:50 pm

1 stop6h 52m

Punta Cana

Fri 5/15

11:51 am-3:59 pm

Nonstop4h 08m

$319

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 5/3

7:00 am-10:57 am

Nonstop3h 57m

Punta Cana

Sat 5/9

3:48 pm-7:19 am

1 stop15h 31m

$324

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	$577 - $905

CHEAPEST COUNTRY	Cayman Islands	20% cheaper	Users typically spent $142 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	26% more expensive	Users typically spent $186 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	361% 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 85% 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 59% more expensive when flying to Pointe-à-Pitre, where the average price is $544

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$62
Best Round-Trip Price	$146
Fastest flight time	3h 45m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $62 (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 $146 (Philadelphia to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 3h 45m (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 Simpson Bay Princess Juliana airport in Simpson Bay for the best deals, with an average airfare of $46. Alternatively, Nassau Intl airport in Nassau is a close second for cheapest flights to Caribbean with an average airfare of $55.

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 March 2026, there are 70 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.