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Caribbean Islands

$83+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Tue 9/239:26 pmSJU - JFK
Nonstop3h 59mFrontier
Wed 9/246:00 amJFK - SJU
Nonstop3h 56mFrontier
Deal found 9/9$113
Sat 10/49:26 pmSJU - JFK
Nonstop3h 59mFrontier
Sun 10/56:00 amJFK - SJU
Nonstop3h 56mFrontier
Deal found 9/10$114
Thu 9/254:51 pmSJU - EWR
Nonstop4h 11mFrontier
Tue 9/3010:00 pmEWR - SJU
Nonstop3h 58mFrontier
Deal found 9/9$116
Mon 9/229:26 pmSJU - JFK
Nonstop3h 59mFrontier
Tue 9/236:00 amJFK - SJU
Nonstop3h 56mFrontier
Deal found 9/9$117
Fri 9/264:51 pmSJU - EWR
Nonstop4h 11mFrontier
Tue 9/3010:00 pmEWR - SJU
Nonstop3h 58mFrontier
Deal found 9/9$119
Thu 9/259:26 pmSJU - JFK
Nonstop3h 59mFrontier
Sun 9/286:00 amJFK - SJU
Nonstop3h 56mFrontier
Deal found 9/10$119
Wed 10/84:51 pmSJU - EWR
Nonstop4h 13mFrontier
Wed 10/1510:00 pmEWR - SJU
Nonstop4h 02mFrontier
Deal found 9/10$120
Thu 10/236:22 amSJU - JFK
Nonstop4h 03mFrontier
Tue 10/282:00 pmJFK - SJU
Nonstop3h 54mFrontier
Deal found 9/9$120
Tue 9/304:51 pmSJU - EWR
Nonstop4h 11mFrontier
Sat 10/1110:00 pmEWR - SJU
Nonstop4h 02mFrontier
Deal found 9/9$121
Fri 10/246:22 amSJU - JFK
Nonstop4h 03mFrontier
Fri 10/312:00 pmJFK - SJU
Nonstop3h 54mFrontier
Deal found 9/9$121
Mon 9/224:51 pmSJU - EWR
Nonstop4h 11mFrontier
Tue 9/2310:00 pmEWR - SJU
Nonstop3h 58mFrontier
Deal found 9/9$122
Mon 9/229:26 pmSJU - JFK
Nonstop3h 59mFrontier
Wed 10/811:30 amJFK - SJU
Nonstop3h 54mFrontier
Deal found 9/9$122

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 September 11, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 11/7

5:05 am-6:51 am

Nonstop2h 46m

Fort Lauderdale

Mon 11/10

11:00 am-2:36 pm

Nonstop2h 36m

$186

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 pm-3:55 pm

Nonstop2h 50m

Fort Lauderdale

Sat 10/18

9:55 am-12:30 pm

Nonstop2h 35m

$193

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Tue 12/9

5:05 am-6:54 am

Nonstop2h 49m

Fort Lauderdale

Tue 12/9

2:40 pm-6:12 pm

Nonstop2h 32m

$193

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 10/2

11:59 am-2:44 pm

Nonstop2h 45m

Fort Lauderdale

Sat 10/4

10:00 pm-2:59 pm

1 stop16h 59m

$195

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Wed 11/19

5:05 am-6:51 am

Nonstop2h 46m

Fort Lauderdale

Wed 11/19

2:40 pm-6:13 pm

Nonstop2h 33m

$195

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Wed 10/1

1:05 am-5:15 am

Nonstop4h 10m

Newark

Sun 10/5

7:54 pm-11:57 pm

Nonstop4h 03m

$196

San JuanNewark

SJU - EWR

SJUEWR

San Juan Luis Munoz Marin Intl

Fri 10/10

5:00 pm-9:04 pm

Nonstop4h 04m

Newark

Mon 10/13

6:15 am-10:10 am

Nonstop3h 55m

$196

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Mon 10/6

3:03 am-7:00 am

Nonstop3h 57m

New York John F Kennedy Intl

Wed 10/8

11:00 am-2:54 pm

Nonstop3h 54m

$196

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Sat 10/4

3:19 pm-8:55 pm

1 stop5h 36m

Fort Lauderdale

Sat 10/11

10:38 pm-2:59 pm

1 stop16h 21m

$207

San JuanFort Lauderdale

SJU - FLL

SJUFLL

San Juan Luis Munoz Marin Intl

Thu 11/13

1:57 pm-12:48 am

1 stop11h 51m

Fort Lauderdale

Tue 11/18

3:30 pm-11:13 pm

1 stop6h 43m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, October is the cheapest month in which you can book a flight from Caribbean Islands (average of $66). Flying from Caribbean Islands in July will prove the most costly (average of $116). 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 Orlando. Price data was last updated on December 16, 2024.

Those who are seeking the cheapest fare on flights departing from Caribbean Islands would be wise to consider leaving during Friday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday 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: Frontier, JetBlue, Spirit Airlines, Bahamasair, Southwest. These airlines depart to the following popular destinations: Orlando.

JetBlue
JetBlue
From $50
American Airlines
American Airlines
From $173
Frontier
Frontier
From $13
Copa Airlines
Copa Airlines
From $112

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 September 11, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown American Airlines, JetBlue, and Spirit 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.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
JetBlue
7.2
Good
2,913 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Spirit Airlines
6.3
Okay
8,023 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Frontier
5.8
Fair
3,177 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
Bahamasair
5.2
Fair
57 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

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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 September 11, 2025.

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

    Istanbul airport offers the cheapest routes to Cairo, 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?

    October is currently the cheapest month to fly from Caribbean Islands. At this moment in time July 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 Cali to Medellín from $35 round trip
    Fly from Bogotá to Pereira from $37 round trip
    Fly from Brussels to Sofia from $37 round trip

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