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Flights to Caribbean

$62 Cheap flights to Caribbean

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Caribbean departing on 3/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from the United States to Caribbean

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

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Spirit Airlines Logo
3:00 pm - 8:06 pm
BOS
-
SJU
4h 06mnonstop
Spirit Airlines Logo
4:36 pm - 11:44 pm
SJU
-
BOS
8h 08m
1 stop
$143Spirit Airlines
Sun, Feb 22 - Thu, Feb 26
Multiple Airlines Logo
5:27 am - 3:31 pm
BOS
-
SJU
9h 04m
1 stop
Multiple Airlines Logo
6:00 am - 9:19 am
SJU
-
BOS
4h 19mnonstop
$144Multiple Airlines
Sun, Feb 22 - Thu, Mar 5
Multiple Airlines Logo
5:27 am - 3:31 pm
BOS
-
SJU
9h 04m
1 stop
Multiple Airlines Logo
6:00 am - 9:19 am
SJU
-
BOS
4h 19mnonstop
$145Multiple Airlines
Sun, Feb 22 - Fri, Feb 27
Multiple Airlines Logo
8:01 pm - 1:08 am
BOS
-
SJU
4h 07mnonstop
Multiple Airlines Logo
6:00 am - 9:19 am
SJU
-
BOS
4h 19mnonstop
$146Multiple Airlines
Sun, Mar 1 - Thu, Mar 5
Frontier Logo
10:04 am - 3:00 pm
BOS
-
SJU
3h 56mnonstop
Frontier Logo
6:00 am - 9:19 am
SJU
-
BOS
4h 19mnonstop
$149Frontier
Thu, Feb 19 - Thu, Feb 26
Frontier Logo
6:29 am - 10:26 am
JFK
-
SJU
3h 57mnonstop
Frontier Logo
1:21 am - 5:30 am
SJU
-
JFK
4h 09mnonstop
$154Frontier
Mon, May 4 - Fri, May 8
JetBlue Logo
2:30 pm - 7:29 pm
JFK
-
PUJ
3h 59mnonstop
JetBlue Logo
12:37 pm - 3:45 pm
PUJ
-
JFK
4h 08mnonstop
$283JetBlue
Sun, Mar 1 - Thu, Mar 5
American Airlines Logo
7:00 am - 10:54 am
JFK
-
PUJ
3h 54mnonstop
American Airlines Logo
11:54 am - 4:06 pm
PUJ
-
JFK
4h 12mnonstop
$284American Airlines
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
6:30 am - 3:36 pm
JFK
-
PUJ
9h 06m
1 stop
American Airlines Logo
11:54 am - 4:04 pm
PUJ
-
JFK
4h 10mnonstop
$285American Airlines
Mon, Mar 23 - Tue, Mar 31
JetBlue Logo
9:59 pm - 8:26 am
JFK
-
SDQ
10h 27m
1 stop
JetBlue Logo
5:50 am - 9:48 am
SDQ
-
JFK
3h 58mnonstop
$311JetBlue
Fri, May 8 - Sun, May 10

momondo Fare Finder

 
Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on February 8, 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 2/22

3:00 pm-8:06 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Thu 2/26

4:36 pm-11:44 pm

1 stop8h 08m

$143

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 2/22

5:27 am-3:31 pm

1 stop9h 04m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:00 am-9:19 am

Nonstop4h 19m

$144

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 2/22

5:27 am-3:31 pm

1 stop9h 04m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-9:19 am

Nonstop4h 19m

$145

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 3/1

8:01 pm-1:08 am

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:00 am-9:19 am

Nonstop4h 19m

$146

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 2/19

10:04 am-3:00 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-9:19 am

Nonstop4h 19m

$149

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 5/4

6:29 am-10:26 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:21 am-5:30 am

Nonstop4h 09m

$154

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sun 3/1

2:30 pm-7:29 pm

Nonstop3h 59m

Punta Cana

Thu 3/5

12:37 pm-3:45 pm

Nonstop4h 08m

$283

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 6/6

7:00 am-10:54 am

Nonstop3h 54m

Punta Cana

Wed 6/10

11:54 am-4:06 pm

Nonstop4h 12m

$284

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Mon 3/23

6:30 am-3:36 pm

1 stop9h 06m

Punta Cana

Tue 3/31

11:54 am-4:04 pm

Nonstop4h 10m

$285

New YorkSanto Domingo

JFK - SDQ

JFKSDQ

New York John F Kennedy Intl

Fri 5/8

9:59 pm-8:26 am

1 stop10h 27m

Santo Domingo Las Americas

Sun 5/10

5:50 am-9:48 am

Nonstop3h 58m

$311

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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

$528 - $926

CHEAPEST COUNTRYCayman Islands24% cheaperUsers typically spent $166 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRYPuerto Rico33% more expensiveUsers typically spent $232 more on trips to Puerto Rico
MOST POPULAR COUNTRY TO FLY TOPuerto Rico359% more popularAs 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 The Bahamas, Jamaica, 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 75% more expensive when flying to Castries, where the average price is $616

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price

$62

Best Round-Trip Price

$143

Fastest flight time

3h 45m

Popular in

December
The best one-way flight price to Caribbean from United States in the last 72 hours is $62 (Newark to San Juan Luis Munoz Marin Intl).
Search Deals
The best round-trip flight price to Caribbean from United States in the last 72 hours is $143 (Boston Logan Intl to San Juan Luis Munoz Marin Intl).
Search Deals
The fastest flight to Caribbean from United States takes 3h 45m (Washington, D.C. Dulles Intl to San Juan Luis Munoz Marin Intl).
Search Deals
December has the highest demand for flights to Caribbean, with a 5% price increase on average.
Search Deals

Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

If you're headed to Caribbean, consider flying into Ponce Mercedita airport in Ponce for the best deals, with an average airfare of $38. 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 $45.

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 February 2026, there are 71 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.

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