$97 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.

4:25 pm - 7:32 pm

MCO

SJU

3h 07mnonstop

6:00 am - 9:12 am

SJU

MCO

3h 12mnonstop

$201Frontier

Thu, Aug 13 - Tue, Aug 18

8:25 pm - 11:29 pm

MCO

SJU

3h 04mnonstop

6:16 pm - 9:30 pm

SJU

MCO

3h 14mnonstop

$202Frontier

Thu, Aug 20 - Sun, Aug 23

11:17 pm - 2:15 am

MCO

SJU

2h 58mnonstop

8:52 am - 11:59 am

SJU

MCO

3h 07mnonstop

$204Frontier

Thu, Aug 13 - Fri, Aug 14

9:55 pm - 1:59 am

EWR

SJU

4h 04mnonstop

4:56 pm - 9:00 pm

SJU

EWR

4h 04mnonstop

$262JetBlue

Sat, Jul 11 - Wed, Jul 15

10:25 pm - 2:28 am

EWR

SJU

4h 03mnonstop

5:52 pm - 9:55 pm

SJU

EWR

4h 03mnonstop

$267JetBlue

Fri, Jul 3 - Fri, Jul 31

6:35 am - 11:59 pm

JFK

SJU

17h 24m

1 stop

6:00 am - 1:28 pm

SJU

JFK

7h 28m

1 stop

$276American Airlines

Tue, Aug 11 - Wed, Aug 19

6:10 am - 8:38 pm

LGA

SJU

14h 28m

2 stops

7:00 am - 4:45 pm

SJU

LGA

9h 45m

1 stop

$276United Airlines

Tue, Aug 18 - Tue, Aug 25

7:47 pm - 11:50 pm

EWR

SJU

4h 03mnonstop

1:00 am - 5:04 am

SJU

EWR

4h 04mnonstop

$277United Airlines

Sun, Aug 30 - Fri, Sep 4

6:35 am - 11:59 pm

JFK

SJU

17h 24m

1 stop

7:24 pm - 1:28 pm

SJU

JFK

18h 04m

1 stop

$281American Airlines

Wed, Aug 12 - Tue, Aug 18

8:30 am - 12:32 pm

JFK

PUJ

4h 02mnonstop

1:57 pm - 6:09 pm

PUJ

JFK

4h 12mnonstop

$382Delta

Tue, Sep 29 - Fri, Oct 2

Fly from

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 8/13

4:25 pm-7:32 pm

Nonstop3h 07m

San Juan Luis Munoz Marin Intl

Tue 8/18

6:00 am-9:12 am

Nonstop3h 12m

$201

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 8/20

8:25 pm-11:29 pm

Nonstop3h 04m

San Juan Luis Munoz Marin Intl

Sun 8/23

6:16 pm-9:30 pm

Nonstop3h 14m

$202

Quickest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 8/13

11:17 pm-2:15 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Fri 8/14

8:52 am-11:59 am

Nonstop3h 07m

$204

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 7/11

9:55 pm-1:59 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Wed 7/15

4:56 pm-9:00 pm

Nonstop4h 04m

$262

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 7/3

10:25 pm-2:28 am

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 7/31

5:52 pm-9:55 pm

Nonstop4h 03m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/11

6:35 am-11:59 pm

1 stop17h 24m

San Juan Luis Munoz Marin Intl

Wed 8/19

6:00 am-1:28 pm

1 stop7h 28m

$276

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 8/18

6:10 am-8:38 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

Tue 8/25

7:00 am-4:45 pm

1 stop9h 45m

$276

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 8/30

7:47 pm-11:50 pm

Nonstop4h 03m

San Juan Luis Munoz Marin Intl

Fri 9/4

1:00 am-5:04 am

Nonstop4h 04m

$277

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/12

6:35 am-11:59 pm

1 stop17h 24m

San Juan Luis Munoz Marin Intl

Tue 8/18

7:24 pm-1:28 pm

1 stop18h 04m

$281

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 9/29

8:30 am-12:32 pm

Nonstop4h 02m

Punta Cana

Fri 10/2

1:57 pm-6:09 pm

Nonstop4h 12m

$382

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	$711 - $1,048

CHEAPEST COUNTRY	Cayman Islands	15% cheaper	Users typically spent $126 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Barbados	25% more expensive	Users typically spent $211 more on trips to Barbados
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	261% 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 $617

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$97
Best Round-Trip Price	$201
Fastest flight time	3h 04m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 5 days is $97 (Newark to Oranjestad Reina Beatrix).

Search Deals

The best round-trip flight price to Caribbean from United States in the last 5 days is $201 (Orlando to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 3h 04m (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 Nassau Intl airport in Nassau for the best deals, with an average airfare of $92. 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 $92.

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 June 2026, there are 69 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.