Cheap flights to Caribbean from $37

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
WAS — SJU
Apr 2 — Apr 91

Flights to Caribbean in 2024

Find the latest flights to Caribbean in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 3,238,496 searches and data was last updated on March 28, 2024.

Popular in

December

Cheapest in

September

Average price

$370

Round-trip from

$119

One-way from

$57
High demand for flights, 6% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in March 2024
From New York to San Juan
One-way flight from New York to Caribbean

Find flights to Caribbean

Browse one-way and round-trip flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on March 28, 2024
Explore Caribbean

Cheap flights to Caribbean in March & April 2024

Discover affordable flights and deals to Caribbean in March and April 2024. In the last 7 days, Cheapflights users made a total of 3,238,496 searches and data was last updated on March 28, 2024.
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 5/63:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$82
Wed 4/108:56 pmMCO - SJU
Nonstop2h 54mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$86
Wed 4/1011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$90
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 4/293:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/26$91
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Wed 5/16:15 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$92
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 5/77:43 pmSJU - MCO
Nonstop3h 32mFrontier
Deal found 3/27$94
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/303:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$95
Wed 4/108:56 pmMCO - SJU
Nonstop2h 54mFrontier
Wed 4/103:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$98
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mFrontier
Thu 4/43:11 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 3/27$100

Caribbean 2024 flight deals

Explore flight deals for Caribbean in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 3,238,496 searches and data were last updated on March 28, 2024.
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 5/63:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$82
Wed 4/108:56 pmMCO - SJU
Nonstop2h 54mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$86
Wed 5/111:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 5/73:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$88
Wed 4/1011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$90
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 4/293:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/26$91
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Wed 5/16:15 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$92
Wed 5/111:06 pmMCO - SJU
Nonstop2h 50mFrontier
Fri 5/311:33 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/26$93
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 5/77:43 pmSJU - MCO
Nonstop3h 32mFrontier
Deal found 3/27$94
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/303:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$95

Flights to Caribbean departing soon

Discover available last-minute flight options to Caribbean, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 3,238,496 searches and data was last updated on March 28, 2024.
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mFrontier
Thu 4/43:11 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 3/27$100
Sat 4/611:00 pmMCO - SJU
Nonstop2h 52mFrontier
Mon 4/83:06 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 3/27$102
Fri 4/511:07 pmMCO - SJU
Nonstop2h 52mFrontier
Sat 4/62:42 amSJU - MCO
Nonstop3h 19mFrontier
Deal found 3/27$103
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mFrontier
Sat 4/69:08 pmSJU - MCO
Nonstop3h 24mFrontier
Deal found 3/27$104
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mMultiple Airlines
Mon 4/154:30 amSJU - MCO
Nonstop3h 13mMultiple Airlines
Deal found 3/26$106
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mFrontier
Sat 4/69:08 pmSJU - MCO
Nonstop3h 24mFrontier
Deal found 3/27$107
Wed 4/38:53 pmMCO - SJU
Nonstop2h 55mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$108
Wed 4/311:00 pmMCO - SJU
Nonstop2h 52mFrontier
Wed 4/1011:33 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$112
Fri 4/511:07 pmMCO - SJU
Nonstop2h 52mMultiple Airlines
Fri 4/122:40 amSJU - MCO
Nonstop3h 14mMultiple Airlines
Deal found 3/27$113

One-way flights to Caribbean

Explore one-way flight options to Caribbean for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 3,238,496 searches and data was last updated on March 28, 2024.
Tue 4/911:05 pmMCO - SJU
Nonstop2h 52mFrontier
Deal found 3/27$37
Wed 5/111:06 pmMCO - SJU
Nonstop2h 50mFrontier
Deal found 3/27$39
Tue 4/1611:06 pmMCO - SJU
Nonstop2h 50mFrontier
Deal found 3/27$42
Fri 4/511:07 pmMCO - SJU
Nonstop2h 52mFrontier
Deal found 3/27$47
Wed 5/153:58 pmMCO - SJU
Nonstop2h 54mFrontier
Deal found 3/26$48
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Deal found 3/27$49
Wed 5/811:06 pmMCO - SJU
Nonstop2h 50mFrontier
Deal found 3/28$55
Thu 4/47:44 amMCO - SJU
Nonstop2h 54mFrontier
Deal found 3/27$57
Tue 4/167:20 amEWR - SJU
1 stop11h 42mSpirit Airlines
Deal found 3/26$57

Direct flights to Caribbean

Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 5/63:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$82
Wed 4/108:56 pmMCO - SJU
Nonstop2h 54mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$86
Wed 5/111:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 5/73:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$88
Wed 4/1011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/166:25 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$90
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 4/293:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/26$91
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Wed 5/16:15 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/27$92
Wed 5/111:06 pmMCO - SJU
Nonstop2h 50mFrontier
Fri 5/311:33 amSJU - MCO
Nonstop3h 29mFrontier
Deal found 3/26$93
Tue 4/3011:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 5/77:43 pmSJU - MCO
Nonstop3h 32mFrontier
Deal found 3/27$94
Tue 4/2311:06 pmMCO - SJU
Nonstop2h 50mFrontier
Tue 4/303:08 amSJU - MCO
Nonstop3h 21mFrontier
Deal found 3/27$95

Find flights to Caribbean within your budget

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 3,238,496 searches and data was last updated on March 28, 2024.

Fly from

Any airport

Budget

$82 - $205

Route

Depart

Return

Price

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Tue 4/30

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Mon 5/6

Nonstop3h 21m

$82

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Wed 4/10

Nonstop2h 54m

San Juan Luis Munoz Marin Intl

Tue 4/16

Nonstop3h 29m

$86

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Wed 5/1

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Tue 5/7

Nonstop3h 21m

$88

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Tue 4/23

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Mon 4/29

Nonstop3h 21m

$91

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Wed 4/3

Nonstop2h 52m

San Juan Luis Munoz Marin Intl

Mon 4/15

Nonstop3h 13m

$106

OrlandoSan Juan Luis Munoz Marin Intl

MCO - SJU

MCOSJU

Orlando

Fri 4/26

Nonstop2h 49m

San Juan Luis Munoz Marin Intl

Thu 5/2

Nonstop3h 13m

$118

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 9/19

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sun 9/29

Nonstop4h 04m

$165

NewarkSan Juan Luis Munoz Marin Intl

EWR - SJU

EWRSJU

Newark

Tue 5/7

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 5/10

Nonstop4h 13m

$197

New York John F Kennedy IntlSan Juan Luis Munoz Marin Intl

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/29

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Wed 5/8

1 stop15h 11m

$205

Flights are sorted by cheapest first

Deals found on 3/27

Average price of flights to Caribbean by month

Plan your trip to Caribbean by taking into account the cheapest months to travel. The average price of a one-way flight to Caribbean is currently $48 while a round-trip flight costs $126. Price data was last updated on March 24, 2024.

Currently, September is the cheapest month in which you can book a flight to Caribbean (average of $254). Flying to Caribbean in March will prove the most costly (average of $339). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

$278

February

$286

March

$339

April

$313

May

$288

June

$323

July

$338

August

$280

September

$254

October

$266

November

$301

December

$301

Temperature and rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature and rainfall totals by month.

SJU

Temperature

77 - 82.4 °F

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?

Use this chart to determine the optimal time to book a round-trip flight to Caribbean. Price data was last updated on January 28, 2024.
Booking 30 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.
Search Deals

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 March 28, 2024.
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

8.1
Very good
11,418 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

8.0
Very good
3,095 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

7.7
Good
4,840 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

7.6
Good
4,106 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

7.4
Good
11,481 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Overall

8.1

Food

7.5

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Puerto Rico, followed by Dominican Republic, Jamaica, Cuba and The Bahamas.

Sometimes, you want to travel to a place where you hit the ground running, brave the storm, and see everything there is to offer in one day. The Caribbean islands are not those places. Here, the rest of the world fades into the soothing sounds of crashing waves, steel drums, and happy voices. If you’re booking flights to the Caribbean to get away from it all and relax, then you’re headed in the right direction. It’s almost as if everything the Caribbean Sea touches turns to gold. 

No matter which of the 49 islands you’ve decided to book a Caribbean flight to, you’ll be entranced in another world where only fun, relaxation, and luxury prevail. Whether you’re enjoying the glitz and glamour of the Bahamas, the serenity and peace of the British Virgin Islands, or hidden coves of Jamaica, it’s easy to imagine yourself staying here forever, and never looking at a clock again. Get lost in the magic of St. Barts, dig your toes into the white sands of Aruba, and hit the nightlife scene in Antigua, because when you’re on the Caribbean, life has never felt so good. 

It’s no use coming here for a weekend. Stay as long as possible, and enjoy every single day here. Book flights to the Caribbean to truly experience what it means to relax in luxury.

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.

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