Caribbean

$69+ Cheap flights to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Dec 2 — Dec 91
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Find flight deals to Caribbean

Cheapest flights to Caribbean
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on November 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2211:00 amJFK - SJU
Nonstop3h 55mFrontier
Wed 12/39:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/1$142
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:29 pmJFK - SJU
Nonstop3h 54mFrontier
Sat 12/208:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/1$143
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:00 amJFK - SJU
1 stop28h 08mFrontier
Wed 11/267:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/31$144
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:00 amJFK - SJU
1 stop18h 32mFrontier
Fri 11/217:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/31$149
This eDestinos deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:00 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 11/247:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 11/1$150
This Trip.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2210:59 pmJFK - SJU
Nonstop3h 49mJetBlue
Fri 11/286:40 amSJU - JFK
Nonstop4h 03mJetBlue
Deal found 11/1$151
This Trip.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:05 amJFK - SJU
Nonstop3h 47mJetBlue
Thu 11/201:44 amSJU - JFK
Nonstop3h 53mJetBlue
Deal found 11/1$152
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amJFK - SJU
1 stop18h 32mFrontier
Sun 11/237:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/31$154
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:54 pmEWR - SJU
Nonstop3h 55mJetBlue
Mon 12/16:15 amSJU - EWR
Nonstop4h 12mJetBlue
Deal found 10/31$154
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amJFK - SJU
1 stop18h 32mFrontier
Tue 11/257:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 10/31$155
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:38 amEWR - SJU
1 stop9h 41mMultiple Airlines
Wed 11/126:17 pmSJU - EWR
Nonstop4h 13mMultiple Airlines
Deal found 10/30$155
This Cheapflightsfares deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/810:30 pmEWR - SJU
Nonstop4h 03mFrontier
Sat 11/156:17 pmSJU - EWR
Nonstop4h 13mFrontier
Deal found 10/31$156

Flights to Caribbean in 2025

Find the latest flights to Caribbean in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on November 2, 2025.

Popular in

December

Cheapest in

March

Average price

$266

Round-trip from

$142

One-way from

$69

Good round-trip deal

$206 or less

Good one-way deal

$98 or less
Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2025
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

 
Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on November 2, 2025.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

New York

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/3

10:00 pm-3:00 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:00 am-9:16 am

Nonstop4h 16m

$171

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 11/16

5:05 am-9:52 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Wed 11/19

1:59 am-4:52 am

Nonstop3h 53m

$193

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 1/13

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Wed 1/14

2:05 am-5:24 am

Nonstop4h 19m

$201

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 1/21

10:15 am-9:26 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:15 pm-5:36 pm

Nonstop4h 21m

$201

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/22

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:05 am-5:24 am

Nonstop4h 19m

$201

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 11/18

8:15 am-9:26 pm

2 stops12h 11m

San Juan Luis Munoz Marin Intl

Thu 11/20

8:10 am-4:11 pm

1 stop9h 01m

$208

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 11/17

6:55 pm-11:56 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 11/19

6:35 pm-9:52 pm

Nonstop4h 17m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 3/20

10:59 pm-2:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 3/28

1:59 am-6:00 am

Nonstop4h 01m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 3/20

10:59 pm-2:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Wed 4/1

1:59 am-6:00 am

Nonstop4h 01m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 4/29

8:50 am-12:49 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Sun 5/3

3:30 am-7:29 am

Nonstop3h 59m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 60 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 11 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.

When is the cheapest time to fly to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean. Price data was last updated on October 26, 2025.

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

What are the cheapest airlines that fly to Caribbean?

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

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals 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

Plan your trip to Caribbean by taking into account the average temperature totals 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).

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

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on November 2, 2025.
The most popular places in Caribbean to fly to are Puerto Rico, Dominican Republic, Jamaica, Cuba and The Bahamas.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated November 2, 2025.
Read through reviews of airlines servicing Caribbean, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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, Spirit Airlines is rated the highest out of the airlines that fly to Caribbean.

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

    Bridgetown Grantley Adams Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to Bridgetown Grantley Adams Intl typically cost $32, while round-trip flights cost around $40.

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

    A round-trip flight to Caribbean will typically cost around $263, however they can be found for as little as $84.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Miami 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).

See more FAQs

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