Caribbean

$72+ Cheap flights from 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — JFK
Feb 28 — Mar 71
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What to know about flights from Caribbean

Discover essential information about flights departing from Caribbean, including flight schedules, destinations, airlines operating at the Caribbean airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated January 29, 2026.

Good round-trip deal

$62 or less

Good one-way deal

$35 or less
Price to beat on a round-trip flight from Caribbean.
Price to beat on a one-way flight from Caribbean.

Find flights from Caribbean

Cheapest flights from Caribbean
Explore the most affordable flight options available from Caribbean. Find the lowest fares based on data from user searches, with prices last updated on January 29, 2026.

This Trip.com deal was found by Cheapflights users on 1/28. 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 5/146:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Sun 5/179:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/28$97
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Sun 5/179:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/27$110
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Sun 5/39:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/27$111
This Orbitz deal was found by Cheapflights users on 1/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/74:41 pm
SJU
-
FLL
Nonstop3h 00m
Multiple Airlines
Wed 3/1112:40 pm
FLL
-
SJU
1 stop9h 29m
Multiple Airlines
Deal found 1/28$115
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 CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/254:31 pm
SJU
-
FLL
Nonstop2h 56m
Multiple Airlines
Sat 3/286:57 pm
FLL
-
SJU
Nonstop2h 37m
Multiple Airlines
Deal found 1/27$120
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 1/27. 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 2/254:31 pm
SJU
-
FLL
Nonstop2h 56m
Spirit Airlines
Tue 3/311:58 am
FLL
-
SJU
Nonstop2h 33m
Spirit Airlines
Deal found 1/27$122
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.
Fri 4/176:00 am
SJU
-
FLL
Nonstop2h 59m
Frontier
Sun 4/269:54 am
FLL
-
SJU
Nonstop2h 39m
Frontier
Deal found 1/27$130
This Frontier deal was found by Cheapflights users on 1/28. 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.
Sat 3/74:41 pm
SJU
-
FLL
Nonstop3h 00m
Frontier
Sat 3/146:57 pm
FLL
-
SJU
Nonstop2h 37m
Frontier
Deal found 1/28$134
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 2/287:05 am
SJU
-
TPA
1 stop12h 20m
Multiple Airlines
Tue 3/38:30 am
TPA
-
SJU
1 stop6h 01m
Multiple Airlines
Deal found 1/26$135
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Mon 2/233:00 pm
EWR
-
SJU
1 stop7h 09m
Multiple Airlines
Deal found 1/27$136

Find flights from Caribbean within your budget

 
Find flights departing from Caribbean 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 29, 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 JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 2/20

2:54 am-12:44 pm

1 stop10h 50m

Fort Lauderdale

Wed 2/25

10:44 pm-10:17 am

1 stop10h 33m

$142

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Tue 2/17

5:20 am-7:34 am

Nonstop3h 14m

Orlando

Sat 2/21

7:19 pm-11:09 pm

Nonstop2h 50m

$155

San JuanNew York

SJU - LGA

SJULGA

San Juan Luis Munoz Marin Intl

Fri 2/13

11:52 am-8:00 pm

1 stop9h 08m

New York LaGuardia

Sat 2/21

6:30 am-11:09 pm

1 stop15h 39m

$165

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 2/19

11:20 am-10:25 pm

1 stop12h 05m

Fort Lauderdale

Sun 2/22

7:50 pm-11:25 pm

Nonstop2h 35m

$172

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 2/26

5:25 pm-11:00 pm

1 stop6h 35m

Fort Lauderdale

Sun 3/1

7:50 pm-11:25 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 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 2/19

11:20 am-10:25 pm

1 stop12h 05m

Fort Lauderdale

Tue 2/24

6:50 am-2:55 pm

1 stop7h 05m

$176

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Tue 3/10

5:15 am-5:00 pm

1 stop11h 45m

Fort Lauderdale

Wed 3/11

1:55 pm-11:00 pm

1 stop9h 05m

$176

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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

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

Travel insights for flights from Caribbean

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean (average of $79). Flying from Caribbean 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?

Use this chart to determine the cheapest time to fly round-trip from Caribbean 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 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.

Airline reviews for flights from Caribbean

Read reviews and ratings of airlines operating flights from Caribbean. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Caribbean travel. Please note that the reviews are sourced from user searches and were last updated on January 29, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Caribbean, such as Caribbean Airlines, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Entertainment

6.6

Crew

8.3

Comfort

7.8

Overall

7.9

Boarding

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

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Related info for your journey

Access useful and relevant information related to your journey from Caribbean. 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 29, 2026.
  • What is the cheapest airport to fly out of Caribbean?

    San Juan Luis Munoz Marin Intl airport offers the cheapest routes to Panama City, from $52; whereas Santo Domingo Las Americas airport is typically cheaper if you're flying to Atlanta, from $158. 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?

    April is currently the cheapest month to fly from Caribbean. 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?

    Check out the cheapest flights from Caribbean to embark to:
    Fly from San Juan to Orlando from $52 round trip
    Fly from San Juan to Miami from $88 round trip
    Fly from San Juan to Chicago from $100 round trip
    Fly from San Juan to Boston from $103 round trip
    Fly from San Juan to Fort Lauderdale from $115 round trip

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