$75 Cheap Flights to Caribbean in 2026

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Find the cheapest flights from the United States to Caribbean

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

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8:39 pm - 12:29 am

PHL

SJU

3h 50mnonstop

1:59 am - 6:08 am

SJU

PHL

4h 09mnonstop

$158Frontier

dg., abr. 12 - ds., abr. 18

8:39 pm - 12:29 am

PHL

SJU

3h 50mnonstop

3:31 pm - 8:31 am

SJU

PHL

17h 00m

1 stop

$159Frontier

dt., abr. 28 - dg., maig 3

9:02 pm - 12:54 am

PHL

SJU

3h 52mnonstop

7:17 pm - 11:26 pm

SJU

PHL

4h 09mnonstop

$162Multiple Airlines

ds., abr. 18 - dv., abr. 24

5:45 am - 7:22 pm

PHL

SJU

13h 37m

1 stop

1:59 am - 6:08 am

SJU

PHL

4h 09mnonstop

$163Multiple Airlines

ds., abr. 25 - dv., maig 1

1:19 pm - 12:58 am

EWR

SJU

11h 39m

1 stop

7:00 am - 8:40 pm

SJU

EWR

13h 40m

1 stop

$217Spirit Airlines

dc., abr. 15 - ds., abr. 25

6:30 am - 7:22 pm

LGA

SJU

12h 52m

1 stop

3:21 am - 7:00 pm

SJU

LGA

15h 39m

1 stop

$218Spirit Airlines

ds., abr. 25 - dv., maig 1

9:59 pm - 9:58 am

JFK

PUJ

11h 59m

1 stop

7:20 pm - 11:22 pm

PUJ

JFK

4h 02mnonstop

$324JetBlue

dl., abr. 20 - dt., abr. 21

5:30 am - 12:23 pm

JFK

STI

6h 53m

1 stop

1:32 pm - 10:56 pm

STI

JFK

9h 24m

1 stop

$367American Airlines

dc., abr. 29 - dc., maig 6

6:34 pm - 12:23 pm

JFK

STI

17h 49m

1 stop

1:32 pm - 10:11 am

STI

JFK

20h 39m

2 stops

$371American Airlines

ds., abr. 18 - dc., abr. 29

4:45 pm - 2:02 am

JFK

STI

9h 17m

1 stop

4:22 pm - 11:30 pm

STI

JFK

7h 08m

1 stop

$379JetBlue

dc., maig 6 - dj., maig 7

Fly from

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

dg. 4/12

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

ds. 4/18

1:59 am-6:08 am

Nonstop4h 09m

$158

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

dt. 4/28

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

dg. 5/3

3:31 pm-8:31 am

1 stop17h 00m

$159

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

ds. 4/18

9:02 pm-12:54 am

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

dv. 4/24

7:17 pm-11:26 pm

Nonstop4h 09m

$162

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

ds. 4/25

5:45 am-7:22 pm

1 stop13h 37m

San Juan Luis Munoz Marin Intl

dv. 5/1

1:59 am-6:08 am

Nonstop4h 09m

$163

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dc. 4/15

1:19 pm-12:58 am

1 stop11h 39m

San Juan Luis Munoz Marin Intl

ds. 4/25

7:00 am-8:40 pm

1 stop13h 40m

$217

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

ds. 4/25

6:30 am-7:22 pm

1 stop12h 52m

San Juan Luis Munoz Marin Intl

dv. 5/1

3:21 am-7:00 pm

1 stop15h 39m

$218

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

dl. 4/20

9:59 pm-9:58 am

1 stop11h 59m

Punta Cana

dt. 4/21

7:20 pm-11:22 pm

Nonstop4h 02m

$324

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

dc. 4/29

5:30 am-12:23 pm

1 stop6h 53m

Santiago de los Caballeros

dc. 5/6

1:32 pm-10:56 pm

1 stop9h 24m

$367

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

ds. 4/18

6:34 pm-12:23 pm

1 stop17h 49m

Santiago de los Caballeros

dc. 4/29

1:32 pm-10:11 am

2 stops20h 39m

$371

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

dc. 5/6

4:45 pm-2:02 am

1 stop9h 17m

Santiago de los Caballeros

dj. 5/7

4:22 pm-11:30 pm

1 stop7h 08m

$379

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	$618 - $927

CHEAPEST COUNTRY	Cayman Islands	16% cheaper	Users typically spent $120 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	The Bahamas	26% more expensive	Users typically spent $189 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Puerto Rico	314% 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 85% less than the continental average.

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

Pointe-à-Pitre

Flights to Caribbean are typically 62% more expensive when flying to Pointe-à-Pitre, where the average price is $541

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	$75
Best Round-Trip Price	$158
Fastest flight time	3h 50m
Popular in	December

The best one-way flight price to Caribbean from United States in the last 72 hours is $75 (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 72 hours is $158 (Philadelphia to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from United States takes 3h 50m (Philadelphia 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 Aguadilla Borinquen airport in Aguadilla for the best deals, with an average airfare of $45. 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 $64.

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 March 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.