$92 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.

9:38 am - 12:23 am

MCO

SJU

14h 45m

1 stop

12:49 pm - 4:03 pm

SJU

MCO

3h 14mnonstop

$241Frontier

Sat, Aug 1 - Fri, Aug 7

10:59 pm - 2:59 am

PHL

SJU

4h 00mnonstop

6:44 am - 10:48 am

SJU

PHL

4h 04mnonstop

$241Frontier

Sat, Aug 8 - Tue, Aug 11

6:45 pm - 9:24 am

JFK

SJU

14h 39m

1 stop

6:00 am - 1:29 pm

SJU

JFK

7h 29m

1 stop

$281American Airlines

Wed, Sep 23 - Sun, Sep 27

7:59 am - 3:40 pm

LGA

SJU

7h 41m

1 stop

10:16 am - 6:29 pm

SJU

LGA

8h 13m

1 stop

$281American Airlines

Wed, Sep 9 - Mon, Sep 14

6:29 pm - 10:45 pm

JFK

SJU

4h 16mnonstop

10:40 pm - 2:34 am

SJU

JFK

3h 54mnonstop

$282JetBlue

Fri, Jul 31 - Thu, Aug 6

8:00 pm - 12:13 am

JFK

SJU

4h 13mnonstop

5:01 am - 8:54 am

SJU

JFK

3h 53mnonstop

$285JetBlue

Tue, Aug 11 - Fri, Aug 14

6:00 am - 12:34 pm

LGA

SJU

6h 34m

1 stop

7:25 am - 4:05 pm

SJU

LGA

8h 40m

1 stop

$285United Airlines

Thu, Oct 22 - Wed, Oct 28

8:05 am - 8:38 pm

LGA

SJU

12h 33m

2 stops

7:00 am - 4:45 pm

SJU

LGA

9h 45m

1 stop

$286United Airlines

Sat, Aug 29 - Sun, Sep 6

7:28 pm - 11:52 pm

JFK

SJU

4h 24mnonstop

7:30 am - 11:25 am

SJU

JFK

3h 55mnonstop

$287Delta

Tue, Aug 11 - Thu, Aug 13

8:00 am - 12:08 pm

JFK

SJU

4h 08mnonstop

1:21 pm - 5:30 pm

SJU

JFK

4h 09mnonstop

$292Delta

Fri, Sep 4 - Tue, Sep 8

Fly from

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sat 8/1

9:38 am-12:23 am

1 stop14h 45m

San Juan Luis Munoz Marin Intl

Fri 8/7

12:49 pm-4:03 pm

Nonstop3h 14m

$241

Quickest round-trip

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 8/8

10:59 pm-2:59 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 8/11

6:44 am-10:48 am

Nonstop4h 04m

$241

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 9/23

6:45 pm-9:24 am

1 stop14h 39m

San Juan Luis Munoz Marin Intl

Sun 9/27

6:00 am-1:29 pm

1 stop7h 29m

$281

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 9/9

7:59 am-3:40 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Mon 9/14

10:16 am-6:29 pm

1 stop8h 13m

$281

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 7/31

6:29 pm-10:45 pm

Nonstop4h 16m

San Juan Luis Munoz Marin Intl

Thu 8/6

10:40 pm-2:34 am

Nonstop3h 54m

$282

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/11

8:00 pm-12:13 am

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Fri 8/14

5:01 am-8:54 am

Nonstop3h 53m

$285

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 10/22

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 10/28

7:25 am-4:05 pm

1 stop8h 40m

$285

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/29

8:05 am-8:38 pm

2 stops12h 33m

San Juan Luis Munoz Marin Intl

Sun 9/6

7:00 am-4:45 pm

1 stop9h 45m

$286

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/11

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Thu 8/13

7:30 am-11:25 am

Nonstop3h 55m

$287

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 9/4

8:00 am-12:08 pm

Nonstop4h 08m

San Juan Luis Munoz Marin Intl

Tue 9/8

1:21 pm-5:30 pm

Nonstop4h 09m

$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	$666 - $1,119

CHEAPEST COUNTRY	Jamaica	17% cheaper	Users typically spent $138 less on flights to Jamaica
MOST EXPENSIVE COUNTRY	Trinidad and Tobago	39% more expensive	Users typically spent $315 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	252% 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 86% less than the continental average.

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

Castries

Flights to Caribbean are typically 71% more expensive when flying to Castries, where the average price is $582

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$92
Best Round-Trip Price	$241
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 $92 (Newark to Oranjestad Reina Beatrix).

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The best round-trip flight price to Caribbean from United States in the last 5 days is $241 (Orlando to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 2h 58m (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 San Juan Luis Munoz Marin Intl airport in San Juan for the best deals, with an average airfare of $54. 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.