$88 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

Direct

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

Enter your travel dates to find the best prices.

10:55 pm - 1:50 am

MCO

SJU

2h 55mnonstop

1:59 am - 8:40 pm

SJU

MCO

18h 41m

1 stop

$237Frontier

Wed, Oct 7 - Sat, Oct 10

11:17 pm - 2:15 am

MCO

SJU

2h 58mnonstop

10:48 pm - 1:57 am

SJU

MCO

3h 09mnonstop

$239Frontier

Tue, Jul 21 - Mon, Jul 27

5:29 pm - 9:39 pm

JFK

SJU

4h 10mnonstop

5:01 am - 8:54 am

SJU

JFK

3h 53mnonstop

$282JetBlue

Thu, Aug 27 - Mon, Aug 31

7:20 pm - 11:32 pm

JFK

SJU

4h 12mnonstop

10:35 pm - 2:29 am

SJU

JFK

3h 54mnonstop

$284JetBlue

Sat, Jul 25 - Wed, Jul 29

7:59 am - 2:51 pm

JFK

SJU

6h 52m

1 stop

5:10 pm - 12:59 am

SJU

JFK

7h 49m

1 stop

$286American Airlines

Sat, Aug 29 - Wed, Sep 2

6:10 am - 2:44 pm

LGA

SJU

8h 34m

1 stop

4:55 pm - 11:30 pm

SJU

LGA

6h 35m

1 stop

$286United Airlines

Tue, Aug 18 - Wed, Aug 26

7:30 am - 2:38 pm

JFK

SJU

7h 08m

1 stop

6:00 am - 1:28 pm

SJU

JFK

7h 28m

1 stop

$291American Airlines

Wed, Aug 26 - Tue, Sep 1

6:00 am - 3:42 pm

LGA

SJU

9h 42m

1 stop

4:55 pm - 11:30 pm

SJU

LGA

6h 35m

1 stop

$292United Airlines

Mon, Aug 31 - Thu, Sep 3

12:40 pm - 4:33 pm

JFK

SJU

3h 53mnonstop

7:30 am - 11:23 am

SJU

JFK

3h 53mnonstop

$292Delta

Sun, Sep 6 - Fri, Sep 11

8:30 am - 12:42 pm

JFK

PUJ

4h 12mnonstop

2:08 pm - 6:15 pm

PUJ

JFK

4h 07mnonstop

$423Delta

Sat, Sep 19 - Sat, Sep 26

Fly from

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Wed 10/7

10:55 pm-1:50 am

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Sat 10/10

1:59 am-8:40 pm

1 stop18h 41m

$237

Quickest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 7/21

11:17 pm-2:15 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Mon 7/27

10:48 pm-1:57 am

Nonstop3h 09m

$239

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 8/27

5:29 pm-9:39 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:01 am-8:54 am

Nonstop3h 53m

$282

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/25

7:20 pm-11:32 pm

Nonstop4h 12m

San Juan Luis Munoz Marin Intl

Wed 7/29

10:35 pm-2:29 am

Nonstop3h 54m

$284

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 8/29

7:59 am-2:51 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:10 pm-12:59 am

1 stop7h 49m

$286

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 8/18

6:10 am-2:44 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Wed 8/26

4:55 pm-11:30 pm

1 stop6h 35m

$286

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/26

7:30 am-2:38 pm

1 stop7h 08m

San Juan Luis Munoz Marin Intl

Tue 9/1

6:00 am-1:28 pm

1 stop7h 28m

$291

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 8/31

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Thu 9/3

4:55 pm-11:30 pm

1 stop6h 35m

$292

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 9/6

12:40 pm-4:33 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Fri 9/11

7:30 am-11:23 am

Nonstop3h 53m

$292

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 9/19

8:30 am-12:42 pm

Nonstop4h 12m

Punta Cana

Sat 9/26

2:08 pm-6:15 pm

Nonstop4h 07m

$423

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	$620 - $1,095

CHEAPEST COUNTRY	St. Maarten	24% cheaper	Users typically spent $197 less on flights to St. Maarten
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	34% more expensive	Users typically spent $278 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	256% 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	$88
Best Round-Trip Price	$237
Fastest flight time	2h 58m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 5 days is $88 (Newark to Oranjestad Reina Beatrix).

Search Deals

The best round-trip flight price to Caribbean from United States in the last 5 days is $237 (Orlando to San Juan Luis Munoz Marin Intl).

Search Deals

The fastest flight to Caribbean from United States takes 2h 58m (Orlando to San Juan Luis Munoz Marin Intl).

Search Deals

December has the highest demand for flights to Caribbean, with a 2% 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 San Juan Luis Munoz Marin Intl airport in San Juan for the best deals, with an average airfare of $78. Alternatively, Saint Thomas Island Cyril E King airport in Saint Thomas Island is a close second for cheapest flights to Caribbean with an average airfare of $79.

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 July 2026, there are 68 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.