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Caribbean Islands

$50+ Cheap flights to Caribbean Islands

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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Feb 16 — Feb 231
Sun 2/16
Sun 2/23
1 adult, Economy
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Flights to Caribbean Islands in 2025

Find the latest flights to Caribbean Islands 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 February 11, 2025.

Popular in

December

Cheapest in

September

Average price

$329

Round-trip from

$91

One-way from

$50
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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From New York to San Juan
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One-way flight from New York to Caribbean Islands
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Find flights to Caribbean Islands

Browse one-way and round-trip flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on February 11, 2025
Explore Caribbean Islands
Flights to San Juan
Flights to Punta Cana
Flights to Santo Domingo
Flights to Montego Bay
Flights to Kingston
Flights to Bridgetown

Find flight deals to Caribbean Islands

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on February 11, 2025.

Mon 2/246:00 amJFK - SJU
Nonstop3h 51mFrontier
Wed 3/269:30 pmSJU - JFK
Nonstop4h 15mFrontier
Deal found 2/10$91
Sun 2/236:00 amEWR - SJU
Nonstop3h 47mFrontier
Sat 3/18:45 amSJU - EWR
Nonstop4h 18mFrontier
Deal found 2/10$92
Tue 3/45:45 amEWR - SJU
1 stop10h 16mMultiple Airlines
Tue 3/410:31 pmSJU - EWR
Nonstop4h 18mMultiple Airlines
Deal found 2/10$98
Mon 2/2411:59 amLGA - SJU
1 stop10h 26mSpirit Airlines
Thu 2/279:34 pmSJU - LGA
1 stop12h 30mSpirit Airlines
Deal found 2/10$100
Tue 2/256:55 amLGA - SJU
1 stop9h 06mMultiple Airlines
Mon 3/36:05 amSJU - LGA
1 stop11h 11mMultiple Airlines
Deal found 2/10$110
Mon 2/243:03 pmEWR - SJU
1 stop7h 22mSpirit Airlines
Fri 2/289:34 pmSJU - EWR
1 stop13h 15mSpirit Airlines
Deal found 2/10$114
Mon 2/245:59 pmLGA - SJU
1 stop7h 55mFrontier
Tue 3/49:30 pmSJU - LGA
1 stop13h 30mFrontier
Deal found 2/9$118
Wed 2/266:59 pmJFK - SJU
Nonstop4h 00mDelta
Wed 3/57:00 amSJU - JFK
Nonstop4h 11mDelta
Deal found 2/9$168
Tue 3/49:47 amEWR - SJU
Nonstop3h 53mUnited Airlines
Tue 3/42:05 amSJU - EWR
Nonstop4h 17mUnited Airlines
Deal found 2/10$181
Tue 4/110:50 pmJFK - SJU
Nonstop3h 56mJetBlue
Thu 4/312:58 amSJU - JFK
Nonstop4h 02mJetBlue
Deal found 2/10$186
Tue 2/257:35 amJFK - SJU
1 stop15h 20mAmerican Airlines
Tue 3/46:00 amSJU - JFK
2 stops9h 03mAmerican Airlines
Deal found 2/10$202
Mon 2/176:10 amEWR - SJU
1 stop15h 25mAmerican Airlines
Thu 2/206:00 amSJU - EWR
1 stop6h 44mAmerican Airlines
Deal found 2/10$230

Find flights to Caribbean Islands within your budget

Locate flights to Caribbean Islands 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 February 11, 2025.

Fly from

Any airport

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 3/3

6:00 am-10:51 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 3/4

10:31 pm-1:46 am

Nonstop4h 15m

$91

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 3/24

1:03 pm-4:50 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Thu 3/27

7:45 am-12:03 pm

Nonstop4h 18m

$92

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/4

7:45 am-5:01 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Tue 3/4

10:31 pm-1:49 am

Nonstop4h 18m

$98

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/24

11:59 am-11:25 pm

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Thu 2/27

9:34 pm-9:04 am

1 stop12h 30m

$100

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 2/25

6:55 am-5:01 pm

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Mon 3/3

3:49 am-10:00 am

1 stop7h 11m

$110

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 2/24

3:03 pm-11:25 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Fri 2/28

9:34 pm-9:49 am

1 stop13h 15m

$114

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/24

5:24 pm-2:32 am

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Sat 3/1

6:05 am-4:06 pm

1 stop11h 01m

$118

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 2/26

6:59 pm-11:59 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 3/5

7:00 am-10:11 am

Nonstop4h 11m

$168

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/4

9:47 am-2:40 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:05 am-5:22 am

Nonstop4h 17m

$181

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 4/1

10:50 pm-2:46 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 4/3

12:58 am-5:00 am

Nonstop4h 02m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 60 results
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Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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.

Travel insights for flights to Caribbean Islands

Get recent, data-driven insights about flights to Caribbean Islands including ideal travel times, pricing trends, and more.

How long is the flight to Caribbean Islands?

On average, a flight from New York to Caribbean Islands takes 10 hours 56 minutes. Flights to Caribbean Islands 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 Islands?

Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean Islands. Price data was last updated on February 2, 2025.

Users looking for the lowest fares to Caribbean Islands 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.

Weekly flight availability to Caribbean Islands

The most flights from New York to Caribbean Islands are scheduled on a Monday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

What are the most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from New York to Caribbean Islands are JetBlue, United Airlines and Delta.

JetBlue

JetBlue

From $133

United Airlines

United Airlines

From $211

Delta

Delta

From $150

American Airlines

American Airlines

From $200

What are the cheapest airlines that fly to Caribbean Islands?

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 11, 2025.
Peruse reviews from past customers who have flown Southwest, Delta and Copa Airlines to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Southwest
8.1
Very good
4,496 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Delta
8.0
Very good
8,332 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Copa Airlines
7.7
Good
1,563 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Aeromexico
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

LATAM Airlines
7.5
Good
1,813 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

  • Can I find cheaper flights to Caribbean Islands 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 Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

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

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

    A round-trip flight to Caribbean Islands will typically cost around $108, however they can be found for as little as $24.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, 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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