$61 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.

8:39 pm - 1:24 am

PHL

SJU

3h 45mnonstop

2:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$140Multiple Airlines

Wed, Feb 25 - Sat, Feb 28

8:06 am - 3:31 pm

PHL

SJU

6h 25m

1 stop

2:54 am - 6:06 am

SJU

PHL

4h 12mnonstop

$141Multiple Airlines

Tue, Mar 3 - Wed, Mar 4

8:39 pm - 1:24 am

PHL

SJU

3h 45mnonstop

2:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$142Frontier

Sat, Feb 28 - Fri, Mar 6

8:39 pm - 1:24 am

PHL

SJU

3h 45mnonstop

1:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$143Frontier

Sun, Mar 1 - Mon, Mar 9

8:39 pm - 1:24 am

PHL

SJU

3h 45mnonstop

2:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$144Frontier

Mon, Mar 2 - Fri, Mar 6

8:39 pm - 1:24 am

PHL

SJU

3h 45mnonstop

2:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$145Frontier

Mon, Mar 2 - Thu, Mar 5

8:52 pm - 1:37 am

PHL

SJU

3h 45mnonstop

1:59 am - 6:11 am

SJU

PHL

4h 12mnonstop

$149Spirit Airlines

Tue, Feb 24 - Mon, Mar 9

9:04 am - 2:04 pm

EWR

SJU

4h 00mnonstop

5:27 pm - 8:05 am

SJU

EWR

14h 38m

1 stop

$154Spirit Airlines

Tue, Feb 24 - Tue, Mar 10

8:29 pm - 12:21 am

JFK

STI

3h 52mnonstop

4:10 pm - 11:08 pm

STI

JFK

6h 58m

1 stop

$318JetBlue

Mon, Mar 16 - Tue, Mar 17

5:01 am - 9:44 am

JFK

STI

3h 43mnonstop

1:39 pm - 8:08 am

STI

JFK

19h 29m

1 stop

$319JetBlue

Mon, Mar 2 - Mon, Mar 2

Fly from

Route

Depart

Return

Price

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Wed 2/25

8:39 pm-1:24 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sat 2/28

2:59 am-6:11 am

Nonstop4h 12m

$140

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 3/3

8:06 am-3:31 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:54 am-6:06 am

Nonstop4h 12m

$141

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 2/28

8:39 pm-1:24 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Fri 3/6

2:59 am-6:11 am

Nonstop4h 12m

$142

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 3/1

8:39 pm-1:24 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Mon 3/9

1:59 am-6:11 am

Nonstop4h 12m

$143

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 3/2

8:39 pm-1:24 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Fri 3/6

2:59 am-6:11 am

Nonstop4h 12m

$144

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 3/2

8:39 pm-1:24 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:59 am-6:11 am

Nonstop4h 12m

$145

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 2/24

8:52 pm-1:37 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Mon 3/9

1:59 am-6:11 am

Nonstop4h 12m

$149

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/24

9:04 am-2:04 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:27 pm-8:05 am

1 stop14h 38m

$154

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Mon 3/16

8:29 pm-12:21 am

Nonstop3h 52m

Santiago de los Caballeros

Tue 3/17

4:10 pm-11:08 pm

1 stop6h 58m

$318

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Mon 3/2

5:01 am-9:44 am

Nonstop3h 43m

Santiago de los Caballeros

Mon 3/2

1:39 pm-8:08 am

1 stop19h 29m

$319

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	$555 - $953

CHEAPEST COUNTRY	Cayman Islands	24% cheaper	Users typically spent $179 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	30% more expensive	Users typically spent $219 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	441% 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 The Bahamas, Jamaica, 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 86% less than the continental average.

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

St. George's

Flights to Caribbean are typically 69% more expensive when flying to St. George's, where the average price is $570

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$61
Best Round-Trip Price	$140
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 $61 (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 $140 (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 4% 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 Ponce Mercedita airport in Ponce for the best deals, with an average airfare of $38. 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 $45.

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 February 2026, 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.