$78 Cheap Flights to Caribbean in 2026

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Find the cheapest flights from the United States to Caribbean

Round-trip

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.

4:35 pm - 7:42 pm

MCO

SJU

3h 07mnonstop

8:37 pm - 11:46 pm

SJU

MCO

3h 09mnonstop

$184Frontier

Sat, Aug 1 - Thu, Aug 6

10:17 am - 1:20 pm

MCO

SJU

3h 03mnonstop

4:05 pm - 7:19 pm

SJU

MCO

3h 14mnonstop

$186Frontier

Tue, Aug 4 - Sun, Aug 16

2:26 pm - 5:36 pm

MCO

SJU

3h 10mnonstop

4:05 pm - 7:19 pm

SJU

MCO

3h 14mnonstop

$187Frontier

Wed, Aug 12 - Mon, Aug 17

6:00 am - 9:58 am

EWR

SJU

3h 58mnonstop

6:00 am - 9:59 am

SJU

EWR

3h 59mnonstop

$252JetBlue

Wed, Jul 15 - Mon, Jul 20

11:03 am - 2:58 pm

EWR

SJU

3h 55mnonstop

7:40 pm - 11:43 pm

SJU

EWR

4h 03mnonstop

$257JetBlue

Sun, Jun 21 - Wed, Jun 24

6:30 am - 2:51 pm

JFK

SJU

8h 21m

2 stops

3:28 pm - 9:13 am

SJU

JFK

17h 45m

1 stop

$266American Airlines

Tue, Aug 18 - Thu, Aug 20

5:00 pm - 12:15 am

LGA

SJU

7h 15m

1 stop

3:28 pm - 10:46 pm

SJU

LGA

7h 18m

1 stop

$266American Airlines

Sat, Aug 15 - Thu, Aug 20

7:28 pm - 11:52 pm

JFK

SJU

4h 24mnonstop

7:30 am - 11:25 am

SJU

JFK

3h 55mnonstop

$277Delta

Mon, Aug 10 - Wed, Aug 19

8:00 am - 11:57 am

EWR

SJU

3h 57mnonstop

1:00 am - 5:04 am

SJU

EWR

4h 04mnonstop

$285United Airlines

Wed, Aug 26 - Tue, Sep 1

7:45 pm - 11:50 pm

EWR

SJU

4h 05mnonstop

1:00 am - 5:10 am

SJU

EWR

4h 10mnonstop

$292United Airlines

Tue, Jun 9 - Tue, Jun 23

Fly from

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sat 8/1

4:35 pm-7:42 pm

Nonstop3h 07m

San Juan Luis Munoz Marin Intl

Thu 8/6

8:37 pm-11:46 pm

Nonstop3h 09m

$184

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 8/4

10:17 am-1:20 pm

Nonstop3h 03m

San Juan Luis Munoz Marin Intl

Sun 8/16

4:05 pm-7:19 pm

Nonstop3h 14m

$186

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Wed 8/12

2:26 pm-5:36 pm

Nonstop3h 10m

San Juan Luis Munoz Marin Intl

Mon 8/17

4:05 pm-7:19 pm

Nonstop3h 14m

$187

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 7/15

6:00 am-9:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Mon 7/20

6:00 am-9:59 am

Nonstop3h 59m

$252

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 6/21

11:03 am-2:58 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Wed 6/24

7:40 pm-11:43 pm

Nonstop4h 03m

$257

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/18

6:30 am-2:51 pm

2 stops8h 21m

San Juan Luis Munoz Marin Intl

Thu 8/20

3:28 pm-9:13 am

1 stop17h 45m

$266

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/15

5:00 pm-12:15 am

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Thu 8/20

3:28 pm-10:46 pm

1 stop7h 18m

$266

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/10

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Wed 8/19

7:30 am-11:25 am

Nonstop3h 55m

$277

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 8/26

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Tue 9/1

1:00 am-5:04 am

Nonstop4h 04m

$285

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 6/9

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Tue 6/23

1:00 am-5:10 am

Nonstop4h 10m

$292

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	$669 - $1,044

CHEAPEST COUNTRY	Cayman Islands	19% cheaper	Users typically spent $157 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	26% more expensive	Users typically spent $218 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	295% 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 87% less than the continental average.

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

Castries

Flights to Caribbean are typically 70% more expensive when flying to Castries, where the average price is $602

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$78
Best Round-Trip Price	$184
Fastest flight time	2h 54m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 5 days is $78 (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 5 days is $184 (Orlando to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 2h 54m (Orlando to San Juan Luis Munoz Marin Intl).

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December has the highest demand for flights to Caribbean, with a 1% 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 George Town Owen Roberts Intl airport in George Town for the best deals, with an average airfare of $34. Alternatively, Simpson Bay Princess Juliana airport in Simpson Bay 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 May 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.