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Caribbean Islands

$72+ Cheap flights from 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — JFK
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Find flights from Caribbean Islands

Cheapest flights from Caribbean Islands
Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on January 27, 2026.

This Trip.com deal was found by Cheapflights users on 1/25. 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.
Sun 4/266:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Thu 5/79:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/25$95
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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 1/317:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Tue 2/311:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Deal found 1/26$102
This Frontier deal was found by Cheapflights users on 1/27. 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.
Sun 4/266:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Sun 5/39:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/27$111
This eDestinos deal was found by Cheapflights users on 1/25. 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.
Thu 2/57:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Sun 2/811:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Deal found 1/25$112
This Priceline deal was found by Cheapflights users on 1/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/57:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Mon 2/97:55 am
EWR
-
SJU
1 stop6h 40m
Multiple Airlines
Deal found 1/26$114
This Frontier deal was found by Cheapflights users on 1/27. 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.
Mon 4/276:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Mon 5/49:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/27$117
This eDestinos deal was found by Cheapflights users on 1/25. 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.
Thu 2/57:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Tue 2/1011:30 am
EWR
-
SJU
Nonstop3h 55m
Frontier
Deal found 1/25$119
This Trip.com deal was found by Cheapflights users on 1/24. 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.
Thu 2/128:50 am
SJU
-
JFK
Nonstop4h 14m
Multiple Airlines
Sat 2/219:30 pm
JFK
-
SJU
Nonstop3h 58m
Multiple Airlines
Deal found 1/24$119
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Wed 2/183:18 pm
SJU
-
FLL
1 stop9h 11m
Spirit Airlines
Tue 3/311:58 am
FLL
-
SJU
Nonstop2h 33m
Spirit Airlines
Deal found 1/27$121
This Cheapflightsfares deal was found by Cheapflights users on 1/24. 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.
Fri 2/64:40 pm
SJU
-
FLL
Nonstop2h 56m
Spirit Airlines
Mon 2/912:05 pm
FLL
-
SJU
Nonstop2h 30m
Spirit Airlines
Deal found 1/24$122
This eDestinos deal was found by Cheapflights users on 1/25. 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.
Thu 2/128:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Sat 2/211:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Deal found 1/25$123
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 1/317:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Mon 2/911:22 am
EWR
-
SJU
Nonstop4h 00m
Multiple Airlines
Deal found 1/26$124

Find flights from Caribbean Islands within your budget

 
Find flights departing from Caribbean Islands that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on January 27, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

John F Kennedy Intl

Route

Depart

Return

Price

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 4/8

7:00 am-10:14 am

Nonstop3h 14m

Orlando

Mon 4/13

7:19 pm-10:03 pm

Nonstop2h 44m

$145

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 2/26

3:15 pm-11:00 pm

1 stop8h 45m

Fort Lauderdale

Mon 3/2

6:15 pm-9:50 pm

Nonstop2h 35m

$172

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Sat 2/14

2:59 am-8:20 pm

1 stop18h 21m

Fort Lauderdale

Tue 2/24

11:58 am-3:31 pm

Nonstop2h 33m

$172

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Thu 2/5

5:50 pm-9:05 pm

Nonstop4h 15m

Newark

Sun 2/8

11:22 am-4:22 pm

Nonstop4h 00m

$173

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 2/6

4:40 pm-6:36 pm

Nonstop2h 56m

Fort Lauderdale

Sun 2/8

10:49 pm-9:47 am

1 stop9h 58m

$174

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 3/5

8:00 am-6:25 pm

1 stop11h 25m

Fort Lauderdale

Sun 3/8

6:35 am-4:15 pm

1 stop9h 40m

$176

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 2/26

3:15 pm-11:00 pm

1 stop8h 45m

Fort Lauderdale

Sun 3/8

6:35 am-4:15 pm

1 stop9h 40m

$176

San JuanMedellín

SJU - MDE

SJUMDE

San Juan Luis Munoz Marin Intl

Thu 3/12

10:29 am-12:20 pm

Nonstop2h 51m

Medellín Jose Maria Cordova Intl

Sun 3/15

2:54 pm-6:46 pm

Nonstop2h 52m

$177

San JuanMedellín

SJU - MDE

SJUMDE

San Juan Luis Munoz Marin Intl

Mon 3/9

10:29 am-12:20 pm

Nonstop2h 51m

Medellín Jose Maria Cordova Intl

Fri 3/13

2:54 pm-6:46 pm

Nonstop2h 52m

$177

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Tue 3/24

5:19 am-8:10 am

Nonstop2h 51m

Fort Lauderdale

Tue 3/24

5:58 pm-8:30 pm

Nonstop2h 32m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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

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

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

What is the cheapest month to book a flight from Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Caribbean Islands (average of $79). Flying from Caribbean Islands in August will prove the most costly (average of $120). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to John F Kennedy Intl. Price data was last updated on January 24, 2026.

Those who are seeking the cheapest fare on flights departing from Caribbean Islands would be wise to consider leaving during Saturday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Tuesday at noon when fares are usually the most expensive.

Which airlines fly from Caribbean Islands?

For flights departing from Caribbean Islands check dates and pricing for the following: JetBlue, Delta, Caribbean Airlines, American Airlines, Frontier. These airlines depart to the following popular destinations: New York.

JetBlue
JetBlue
From $40
American Airlines
American Airlines
From $165
Frontier
Frontier
From $13
Copa Airlines
Copa Airlines
From $96

Airline reviews for flights from Caribbean Islands

Read reviews and ratings of airlines operating flights from Caribbean Islands. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Caribbean Islands travel. Please note that the reviews are sourced from user searches and were last updated on January 27, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown Caribbean Airlines, Delta, and American Airlines from Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
213 reviews
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Delta
7.9
Good
8,121 reviews
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,198 reviews
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
JetBlue
7.2
Good
2,890 reviews
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Frontier
5.7
Fair
3,056 reviews
Caribbean Airlines
7.9
Good
213 reviews

Food

6.7

Overall

7.9

Crew

8.3

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Related info for your journey

Access useful and relevant information related to your journey from Caribbean Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated January 27, 2026.

  • What is the cheapest airport to fly out of Caribbean Islands?

    Istanbul airport offers the cheapest routes to Atlanta, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Caribbean Islands?

    April is currently the cheapest month to fly from Caribbean Islands. At this moment in time August is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Caribbean Islands?

    Check out the cheapest flights from Caribbean Islands to embark to:
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Las Vegas to Los Angeles from $31 round trip
    Fly from Cali to Medellín from $31 round trip
    Fly from Medellín to Bogotá from $33 round trip

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