$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.

7:19 pm - 11:09 pm

MCO

SJU

2h 50mnonstop

7:05 pm - 10:25 pm

SJU

MCO

3h 20mnonstop

$145Spirit Airlines

Tue, Mar 3 - Tue, Mar 10

6:30 am - 10:17 am

MCO

SJU

2h 47mnonstop

6:00 am - 8:15 am

SJU

MCO

3h 15mnonstop

$149Spirit Airlines

Tue, Mar 3 - Wed, Mar 4

6:30 am - 10:17 am

MCO

SJU

2h 47mnonstop

8:05 pm - 10:25 pm

SJU

MCO

3h 20mnonstop

$151Spirit Airlines

Tue, Mar 3 - Sat, Mar 7

11:30 am - 4:25 pm

EWR

SJU

3h 55mnonstop

3:08 am - 10:34 am

SJU

EWR

7h 26m

1 stop

$157Frontier

Sun, Mar 1 - Tue, Mar 10

11:30 am - 4:25 pm

EWR

SJU

3h 55mnonstop

3:08 am - 10:34 am

SJU

EWR

7h 26m

1 stop

$158Frontier

Mon, Mar 2 - Tue, Mar 10

1:15 pm - 5:11 pm

JFK

PUJ

3h 56mnonstop

6:16 pm - 10:26 pm

PUJ

JFK

4h 10mnonstop

$280JetBlue

Tue, Mar 17 - Tue, Mar 24

7:45 am - 11:38 am

JFK

PUJ

3h 53mnonstop

11:00 am - 9:18 pm

PUJ

JFK

10h 18m

1 stop

$285JetBlue

Tue, May 5 - Wed, May 6

7:00 am - 10:57 am

JFK

PUJ

3h 57mnonstop

11:56 am - 4:00 pm

PUJ

JFK

4h 04mnonstop

$294American Airlines

Sun, May 3 - Thu, May 7

6:30 am - 2:50 pm

JFK

PUJ

8h 20m

1 stop

11:51 am - 3:59 pm

PUJ

JFK

4h 08mnonstop

$299American Airlines

Sun, May 3 - Tue, May 12

3:06 am - 2:42 pm

JFK

AUA

11h 36m

1 stop

7:19 am - 4:17 pm

AUA

JFK

8h 58m

1 stop

$311Copa Airlines

Sat, Apr 11 - Thu, Apr 16

Fly from

Route

Depart

Return

Price

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 3/3

7:19 pm-11:09 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:05 pm-10:25 pm

Nonstop3h 20m

$145

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 3/3

6:30 am-10:17 am

Nonstop2h 47m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:00 am-8:15 am

Nonstop3h 15m

$149

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 3/3

6:30 am-10:17 am

Nonstop2h 47m

San Juan Luis Munoz Marin Intl

Sat 3/7

8:05 pm-10:25 pm

Nonstop3h 20m

$151

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/1

11:30 am-4:25 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Tue 3/10

3:08 am-10:34 am

1 stop7h 26m

$157

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 3/2

11:30 am-4:25 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Tue 3/10

3:08 am-10:34 am

1 stop7h 26m

$158

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 3/17

1:15 pm-5:11 pm

Nonstop3h 56m

Punta Cana

Tue 3/24

6:16 pm-10:26 pm

Nonstop4h 10m

$280

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 5/5

7:45 am-11:38 am

Nonstop3h 53m

Punta Cana

Wed 5/6

11:00 am-9:18 pm

1 stop10h 18m

$285

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

Thu 5/7

11:56 am-4:00 pm

Nonstop4h 04m

$294

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 5/3

6:30 am-2:50 pm

1 stop8h 20m

Punta Cana

Tue 5/12

11:51 am-3:59 pm

Nonstop4h 08m

$299

New YorkOranjestad

JFK - AUA

JFKAUA

New York John F Kennedy Intl

Sat 4/11

3:06 am-2:42 pm

1 stop11h 36m

Oranjestad Reina Beatrix

Thu 4/16

7:19 am-4:17 pm

1 stop8h 58m

$311

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	$579 - $1,008

CHEAPEST COUNTRY	Cayman Islands	20% cheaper	Users typically spent $143 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	40% more expensive	Users typically spent $286 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	394% 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 68% more expensive when flying to St. George's, where the average price is $580

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$61
Best Round-Trip Price	$145
Fastest flight time	2h 47m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $61 (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 $145 (Orlando to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 2h 47m (Orlando 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 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 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.