Caribbean

$124+ Cheap flights to Caribbean

— SJU
Sep 21 — Sep 281
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Flights to Caribbean in 2026

Cheapest flights to Caribbean

Wed 9/99:30 am -
Nonstop4h 09m
Wed 9/1610:30 am -
Nonstop3h 56m
Deal found 8/19$249
Tue 10/273:45 pm -
Nonstop3h 54m
Wed 10/286:00 am -
Nonstop4h 02m
Deal found 8/18$250
Tue 9/223:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/18$252
Fri 9/113:30 pm -
Nonstop4h 04m
Thu 9/1710:30 am -
Nonstop3h 56m
Deal found 8/18$253
Wed 10/2112:00 pm -
Nonstop3h 56m
Wed 10/283:00 pm -
Nonstop4h 07m
Deal found 8/18$254
Sat 9/199:30 am -
Nonstop4h 09m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/17$255
Wed 10/2110:15 am -
1 stop7h 22m
Fri 10/306:00 am -
1 stop8h 15m
Deal found 8/21$256
Wed 10/148:00 am -
Nonstop4h 05m
Sun 10/186:45 am -
Nonstop4h 00m
Deal found 8/17$257
Sat 10/2410:15 am -
1 stop8h 32m
Sat 10/316:00 am -
1 stop8h 15m
Deal found 8/17$258
Mon 9/149:30 am -
Nonstop4h 09m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/18$259
Tue 10/278:29 am -
2 stops13h 40m
Wed 10/286:20 am -
1 stop16h 36m
Deal found 8/17$261
Sat 10/316:05 am -
1 stop8h 35m
Sat 10/314:50 pm -
1 stop6h 44m
Deal found 8/19$261

Find flight deals to Caribbean

Popular in

July

Cheapest in

October

Average price

$376

Round-trip from

$193

One-way from

$124

Good round-trip deal

$325 or less

Good one-way deal

$154 or less
Highest demand for flights based on searches. 13% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in August 2026
From New York to San Juan
One-way flight from New York to Caribbean
Price to beat on a round-trip flight from New York to Caribbean.
Price to beat on a one-way flight from New York to Caribbean.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan Juan

JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl

JFKSJU

New York John F Kennedy Intl

Sat 9/19

7:29 pm-11:49 pm

Nonstop4h 20m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:30 am-11:23 am

Nonstop3h 53m

$257

New YorkSan Juan

LGA New York LaGuardia - SJU San Juan Luis Munoz Marin Intl

LGASJU

New York LaGuardia

Sat 9/19

6:10 am-8:38 pm

2 stops14h 28m

San Juan Luis Munoz Marin Intl

Sat 9/26

4:55 pm-11:30 pm

1 stop6h 35m

$266

NewarkSan Juan

EWR Newark - SJU San Juan Luis Munoz Marin Intl

EWRSJU

Newark

Tue 9/29

9:47 am-1:45 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Tue 10/6

1:25 pm-5:34 pm

Nonstop4h 09m

$297

New YorkSan Juan

JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl

JFKSJU

New York John F Kennedy Intl

Wed 9/23

7:29 pm-11:49 pm

Nonstop4h 20m

San Juan Luis Munoz Marin Intl

Tue 9/29

7:30 am-11:23 am

Nonstop3h 53m

$302

NewarkSan Juan

EWR Newark - SJU San Juan Luis Munoz Marin Intl

EWRSJU

Newark

Fri 10/2

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Mon 10/5

4:55 pm-11:59 pm

1 stop7h 04m

$308

New YorkSan Juan

JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl

JFKSJU

New York John F Kennedy Intl

Fri 11/13

9:50 am-2:46 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Mon 11/16

7:00 am-10:03 am

Nonstop4h 03m

$327

New YorkSan Juan

JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl

JFKSJU

New York John F Kennedy Intl

Thu 11/5

7:30 pm-12:52 am

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Mon 11/9

7:15 am-10:25 am

Nonstop4h 10m

$327

New YorkSan Juan

JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl

JFKSJU

New York John F Kennedy Intl

Fri 11/6

8:00 am-1:05 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 11/14

6:30 pm-9:47 pm

Nonstop4h 17m

$327

NewarkSan Juan

EWR Newark - SJU San Juan Luis Munoz Marin Intl

EWRSJU

Newark

Mon 10/5

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Tue 10/13

1:25 pm-5:34 pm

Nonstop4h 09m

$329

New YorkSan Juan

LGA New York LaGuardia - SJU San Juan Luis Munoz Marin Intl

LGASJU

New York LaGuardia

Wed 10/14

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Mon 10/19

4:55 pm-11:30 pm

1 stop6h 35m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Caribbean

How long is the flight to Caribbean?

On average, a flight from New York to Caribbean takes 12 hours 5 minutes. Flights to Caribbean from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Caribbean

The most flights from New York to Caribbean are scheduled on a Wednesday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).

What are the cheapest airlines that fly to Caribbean?

The cheapest airlines flying from New York to Caribbean are Frontier, Arajet and Delta.

Rainfall in Caribbean by month

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

When is the best time to book a flight to Caribbean?

Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

When is the cheapest time to fly to Caribbean?

Users looking for the lowest fares to Caribbean should consider flying on Friday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Thursday mornings, when prices are usually at their highest.

What are the most popular places to fly to in Caribbean?

The most popular places in Caribbean to fly to are Puerto Rico, Dominican Republic, Jamaica, Cuba and The Bahamas.

Reviews of airlines servicing Caribbean

Read through reviews of airlines servicing Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Comfort

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Overall

7.8

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

FAQs about flying to Caribbean

Best Time to Fly to Caribbean

Luckily, the weather in the Caribbean is absolutely glorious all year round. You can expect to lie on the sand no matter what month it is, and be greeted by hot sunshine and clear water on the beach. It’s tough to complete a Caribbean travel excursion without seeing the scorching sun, especially when temperatures typically range from 70 to 90 degrees F, on average daily. Nights can get chilly, but certainly not cold. Hurricane season lasts officially each year from June 1 to Nov. 30, but there should be little cause for worry since satellites can normally predict trouble spots well in advance.

Caribbean Travel Information

Scuba Trips: If you’re booking flights to the Caribbean wanting the most out of land and sea, plan a scuba diving trip and witness the best the Caribbean has to offer.. Plenty of tour companies offer packagers for singles, couples, groups, and families, and tend to the needs of both beginners and veterans. If you’re interested, check out the Professional Association of Diving Instructors (PADI) to learn more about the specific island you plan to visit. A whole underwater adventure of marine life, tunnels, caves, and reefs are just waiting for you to discover them. 

Shopping: Because U.S. citizens are allowed to take home much more goods from the British Virgin Islands than from any other island on the Caribbean, it’s easy to see why most people book Caribbean flights to St. Thomas and St. John when in the mood for a shopping spree. Other destinations though, also have specialty shopping opportunities as well. Aruba is the best place for duty free shopping, because the relatively low (3.3 percent) rate makes being a consumer feel wise. When obtaining merchandise from Barbados, make sure to check out the bone china from British and Irish manufacturers, as well as smaller gifts like watches, fragrances, and jewelry. The Dominican Republic is known mostly for its handicrafts, but also for its precious amber that is found in the islands mines. This orange colored stone is the perfect souvenir to bring back to someone special on your return Caribbean flight. 

Romantic Getaways: Couples from all over the world book Caribbean flights to get away from it all in a beautiful, romantic setting. With so much to choose from on this incredible body of water though, there are a few key players that stand out. The Hyatt Regency in Grand Cayman is perfectly glamorous for that hard-to-please duo, with manicured landscaping, and a honeymooners package that includes champagne, an enormous bed, and an afternoon on a private catamaran. The Horned Dorset Primavera Resort in Puerto Rico specializes in lavish pursuits like plunge pools, tubs for two, and sea view balconies, all accompanied with a staff that leaves honeymooners alone. Lastly, if you’re thinking of turning your romantic getaway into a wedding to remember, then head to the Anse Chastanet in St. Lucia, where the wedding package is all taken care of, including legalities and photography, all the way down to the cake. 

Nightlife: While sprawling on the beach every day is certainly not hard work, most tourists booking flights to the Caribbean are looking for a place to shake down once the sun sets. A few favorites make big splashes in the nightlife circus. If you’re looking for more casual beachside bars, then St. Thomas is the perfect place to throw on a tank top and shorts and order a frozen margarita, all to the tune of a reggae beat. If casinos are more your thing, then St. Martin offers the fun and intrigue of slot machines and table games on its famous Dutch side of the island. Leave the intensity back in Vegas though – this place is fun and low key, and focuses only on having a good time. Plenty of live entertainment runs through Jamaica, but the most amazing performers are always the traditional dancers who to everything from singing to swallowing torches. Book Caribbean flights today to party like you’ve never partied before.

  • What is the best way to travel around the Caribbean?

    A very popular way of getting around the Caribbean is booking a cruise. However, it’s also possible to book ferries and boat rides on your own to enjoy island hopping within the countries of the Caribbean. Some islands and Caribbean countries are a bit far from each other. In that case you can look into internal flights. Two of the most popular destinations in the Caribbean are possibly Montego Bay in Jamaica and Punta Cana in Dominican Republic. The best and only way of traveling between these two cities is by plane. The flight from Montego Bay to Punta Cana can take around 2h.

  • What are some things to do in the Caribbean?

    The Caribbean is known for its nice weather, beautiful sceneries and beaches as well as its cultural diversity. Once you have your cheap flights to the Caribbean, you’ll be one step closer to all it has to offer. On the Virgin Islands you’ll find the Virgin Islands National Park along with Trunk Bay, both known for their beaches and snorkeling, ideal for honeymoon destinations. To enjoy some more nature, you can visit Dunn’s River Falls & Park in Jamaica. The best time to visit the Caribbean is from December to April to enjoy the warm and dry weather.

  • How long is the flight to the Caribbean?

    Miami is one of the most common points of origin in the United States for flights to the Caribbean. Miami (MIA) has cheap flights to Caribbean islands like Montego Bay (MBJ) in Jamaica and Punta Cana (PUJ) in Dominican Republic. The flight from Miami to Montego Bay, for example, takes just around 1h 35min. You can also book flights to the Caribbean from New York (both JFK and EWR). There are direct flights to Caribbean spots like San Juan (SJU) and Sint Maarten (SXM) that take about 4h. Another city in the United States with direct Caribbean flight deals is Atlanta (ATL). Since the flights to the Caribbean from the United States aren’t too long, it’s probably best to leave the United States in the morning to take advantage of the rest of your day, and to leave the Caribbean in the afternoon to enjoy your morning before flying.

  • What do I need to do before my flight to the Caribbean?

    Before you book flights to the Caribbean, you must know that a valid passport is required for flying to the Caribbean from the United States. Check beforehand, depending on the country you will be visiting within the Caribbean, if you need a visa to travel. There are some countries in the Caribbean that use the United States dollar as their currency; however, if you’re planning on traveling to a country with a foreign currency you will want to research where you can get the best deal on exchanging some money into their currency. It’s also a good idea to download an offline map of where you’ll be visiting in case you don’t have access to data or Wi-Fi.

  • Can I find cheaper flights to Caribbean if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, Frontier is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    St. John's V.C. Bird Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to St. John's V.C. Bird Intl typically cost $31, while round-trip flights cost around $38.

  • How much is a round-trip flight to Caribbean?

    A round-trip flight to Caribbean will typically cost around $592, however they can be found for as little as $101.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Fort Lauderdale offers the quickest one-way flight (0 hours 45 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0.0 mi away from San Juan Luis Munoz Marin Intl).

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