$73 Cheap Flights to Caribbean in 2026

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Find the cheapest flights from the United States to Caribbean

Round-trip

One-way

Last minute

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

Enter your travel dates to find the best prices.

12:15 pm - 3:58 pm

BWI

SJU

3h 43mnonstop

1:43 pm - 5:55 pm

SJU

BWI

4h 12mnonstop

$159Multiple Airlines

Thu, May 14 - Sun, May 17

8:39 pm - 12:29 am

PHL

SJU

3h 50mnonstop

2:50 pm - 11:49 am

SJU

PHL

20h 59m

1 stop

$164Frontier

Tue, May 19 - Wed, May 27

11:59 pm - 4:01 am

PHL

SJU

4h 02mnonstop

6:30 am - 10:41 am

SJU

PHL

4h 11mnonstop

$168Frontier

Fri, May 8 - Tue, May 12

8:39 pm - 12:29 am

PHL

SJU

3h 50mnonstop

7:17 pm - 11:26 pm

SJU

PHL

4h 09mnonstop

$169Frontier

Mon, Apr 13 - Thu, Apr 16

4:14 pm - 8:04 pm

PHL

SJU

3h 50mnonstop

1:59 am - 6:08 am

SJU

PHL

4h 09mnonstop

$171Frontier

Mon, Apr 13 - Thu, Apr 16

8:39 pm - 12:29 am

PHL

SJU

3h 50mnonstop

1:59 am - 5:58 am

SJU

PHL

3h 59mnonstop

$173Frontier

Tue, May 19 - Tue, May 26

2:33 pm - 6:15 pm

BWI

SJU

3h 42mnonstop

7:10 pm - 11:08 pm

SJU

BWI

3h 58mnonstop

$188Spirit Airlines

Thu, May 28 - Wed, Jun 3

5:50 am - 7:50 pm

EWR

SJU

14h 00m

1 stop

12:55 pm - 11:40 pm

SJU

EWR

10h 45m

1 stop

$195Spirit Airlines

Fri, Apr 10 - Tue, Apr 14

6:29 am - 3:12 pm

JFK

STI

8h 43m

1 stop

8:35 pm - 12:22 am

STI

JFK

3h 47mnonstop

$365JetBlue

Sun, May 10 - Sun, May 10

9:35 pm - 1:35 am

JFK

STI

4h 00mnonstop

4:22 pm - 11:59 pm

STI

JFK

7h 37m

1 stop

$367JetBlue

Tue, Apr 21 - Wed, Apr 22

Fly from

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Thu 5/14

12:15 pm-3:58 pm

Nonstop3h 43m

San Juan Luis Munoz Marin Intl

Sun 5/17

1:43 pm-5:55 pm

Nonstop4h 12m

$159

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 5/19

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 5/27

2:50 pm-11:49 am

1 stop20h 59m

$164

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Fri 5/8

11:59 pm-4:01 am

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Tue 5/12

6:30 am-10:41 am

Nonstop4h 11m

$168

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 4/13

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:17 pm-11:26 pm

Nonstop4h 09m

$169

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Mon 4/13

4:14 pm-8:04 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 4/16

1:59 am-6:08 am

Nonstop4h 09m

$171

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 5/19

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 5/26

1:59 am-5:58 am

Nonstop3h 59m

$173

Quickest round-trip

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Thu 5/28

2:33 pm-6:15 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Wed 6/3

7:10 pm-11:08 pm

Nonstop3h 58m

$188

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 4/10

5:50 am-7:50 pm

1 stop14h 00m

San Juan Luis Munoz Marin Intl

Tue 4/14

12:55 pm-11:40 pm

1 stop10h 45m

$195

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Sun 5/10

6:29 am-3:12 pm

1 stop8h 43m

Santiago de los Caballeros

Sun 5/10

8:35 pm-12:22 am

Nonstop3h 47m

$365

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Tue 4/21

9:35 pm-1:35 am

Nonstop4h 00m

Santiago de los Caballeros

Wed 4/22

4:22 pm-11:59 pm

1 stop7h 37m

$367

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	$617 - $956

CHEAPEST COUNTRY	Cayman Islands	17% cheaper	Users typically spent $123 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Puerto Rico	29% more expensive	Users typically spent $216 more on trips to Puerto Rico
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	347% 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 62% more expensive when flying to Pointe-à-Pitre, where the average price is $541

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$73
Best Round-Trip Price	$159
Fastest flight time	3h 42m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $73 (Baltimore/Washington 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 $159 (Baltimore/Washington to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 3h 42m (Baltimore/Washington 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 Aguadilla Borinquen airport in Aguadilla for the best deals, with an average airfare of $45. Alternatively, Simpson Bay Princess Juliana airport in Simpson Bay is a close second for cheapest flights to Caribbean with an average airfare of $46.

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 65 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.