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Caribbean Islands

$182+ Cheap flights from Orlando Sanford Intl (SFB) 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Jun 14 — Jun 211
Sun 6/14
Sun 6/21
1 adult, Economy
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Cheap flight deals from Orlando Sanford Intl to Caribbean Islands

Cheapest flights from Orlando Sanford Intl to Caribbean Islands
Explore the most affordable flight options available from Orlando Sanford Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.

This Arajet deal was found by Cheapflights users on 5/13. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:55 pm
SFB
-
SJU
1 stop24h 39m
Arajet
Sat 5/239:15 pm
SJU
-
SFB
1 stop17h 20m
Arajet
Deal found 5/13$410
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:55 pm
SFB
-
SJU
1 stop24h 39m
Arajet
Sat 8/229:00 pm
SJU
-
SFB
1 stop17h 35m
Arajet
Deal found 5/12$447
This Arajet deal was found by Cheapflights users on 5/14. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2412:55 pm
SFB
-
SJU
1 stop25h 03m
Arajet
Thu 12/34:24 pm
SJU
-
SFB
1 stop23h 46m
Arajet
Deal found 5/14$465
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:55 pm
SFB
-
SJU
1 stop24h 39m
Arajet
Sat 7/49:00 pm
SJU
-
SFB
1 stop17h 35m
Arajet
Deal found 5/12$482
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:55 pm
SFB
-
SJU
1 stop24h 39m
Arajet
Sat 5/309:15 pm
SJU
-
SFB
1 stop17h 20m
Arajet
Deal found 5/12$488
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 5/261:55 pm
SFB
-
SJU
1 stop8h 34m
Multiple Airlines
Fri 5/297:00 am
SJU
-
SFB
2 stops24h 34m
Multiple Airlines
Deal found 5/12$492
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 8/287:00 am
SFB
-
SJU
2 stops17h 23m
Multiple Airlines
Mon 8/317:15 pm
SJU
-
SFB
1 stop17h 10m
Multiple Airlines
Deal found 5/10$505
This Arajet deal was found by Cheapflights users on 5/11. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:55 pm
SFB
-
SJU
1 stop24h 39m
Arajet
Sat 6/209:00 pm
SJU
-
SFB
1 stop17h 35m
Arajet
Deal found 5/11$516
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 7/175:40 pm
SFB
-
SJU
1 stop4h 49m
Multiple Airlines
Sun 7/265:22 pm
SJU
-
SFB
2 stops23h 50m
Multiple Airlines
Deal found 5/12$517
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:40 pm
SFB
-
SJU
1 stop25h 50m
Arajet
Sat 7/259:00 pm
SJU
-
SFB
1 stop17h 35m
Arajet
Deal found 5/12$524
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Mon 7/131:57 pm
SFB
-
SJU
2 stops10h 44m
Multiple Airlines
Mon 7/277:14 pm
SJU
-
SFB
1 stop17h 11m
Multiple Airlines
Deal found 5/12$531

Find flight deals from Orlando Sanford Intl to Caribbean Islands

Keep the following information in mind while searching for Orlando Sanford Intl to Caribbean Islands flight deals. Data was last updated May 15, 2026.

Round-trip from

$447
(Arajet)

One-way from

$182
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$272
From Orlando Sanford Intl to Caribbean Islands
Search Deals
One-way flight from Orlando Sanford Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando Sanford Intl to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 15, 2026.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 5/19

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 5/23

9:15 pm-2:35 pm

1 stop17h 20m

$410

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 6/30

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 7/4

9:00 pm-2:35 pm

1 stop17h 35m

$482

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 5/26

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 5/30

9:15 pm-2:35 pm

1 stop17h 20m

$488

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 6/16

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 6/20

9:00 pm-2:35 pm

1 stop17h 35m

$516

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 7/17

5:40 pm-7:30 pm

1 stop25h 50m

San Juan Luis Munoz Marin Intl

Sat 7/25

9:00 pm-2:35 pm

1 stop17h 35m

$524

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 5/17

4:05 pm-10:29 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Sun 5/24

7:00 am-11:38 pm

2 stops40h 38m

$548

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 7/14

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 7/25

9:00 pm-2:35 pm

1 stop17h 35m

$551

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 7/17

5:40 pm-10:29 pm

1 stop4h 49m

San Juan Luis Munoz Marin Intl

Mon 7/20

7:14 pm-12:25 pm

1 stop17h 11m

$554

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 6/9

1:55 pm-2:34 pm

1 stop24h 39m

San Juan Luis Munoz Marin Intl

Sat 6/13

9:00 pm-2:35 pm

1 stop17h 35m

$560

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 5/19

1:55 pm-10:29 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Fri 5/29

9:32 am-4:10 pm

1 stop6h 38m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Orlando Sanford Intl to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Orlando Sanford Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Orlando Sanford Intl Airport to Caribbean Islands

How far ahead should I book a flight from Orlando Sanford Intl Airport to Caribbean Islands?

To ensure you get the cheapest price possible for a flight from Orlando Sanford Intl Airport to Caribbean Islands, you should look to book at least 14 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Orlando Sanford Intl Airport to Caribbean Islands?

Currently, March is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean Islands (average of $108). Flying from Orlando Sanford Intl Airport to Caribbean Islands in September is currently the most expensive (average of $227). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SFB to EPX?

Find hourly flight availability from Orlando Sanford Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 15, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando Sanford Intl Airport to Caribbean Islands as you normally would.

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 May 15, 2026.
Read through reviews of airlines operating flights from Orlando Sanford Intl Airport to Caribbean Islands, such as Bahamasair. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Bahamasair
5.8
Fair
65 reviews

Comfort

5.8

Overall

5.8

Boarding

6.3

Crew

6.7

Entertainment

5.0

Food

5.1

Reviews

1 / 1
2.0
Mediocre

Anonymous,Aug 2023

NAS - MIA

Flight delayed nearly 4 hours. Boarding was extremely disorganized and difficult due to lack of communication of flight crews and poor manner of passengers.
Bahamasair
5.8
Fair
65 reviews
Bahamasair
5.8
Fair
65 reviews

Comfort

5.8

Overall

5.8

Boarding

6.3

Crew

6.7

Entertainment

5.0

Food

5.1

Reviews

1 / 1
2.0
Mediocre

Anonymous,Aug 2023

NAS - MIA

Flight delayed nearly 4 hours. Boarding was extremely disorganized and difficult due to lack of communication of flight crews and poor manner of passengers.

Related info for your journey

Find useful and relevant information for your journey from Orlando Sanford Intl to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando Sanford Intl Airport to Caribbean Islands?

    For as low as $410, Arajet can have you in Caribbean Islands from Orlando Sanford Intl Airport in 24h 39m. There are 1198 mi between Orlando Sanford Intl Airport and Caribbean Islands.

  • Can I find deals for flights from Orlando Sanford Intl to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Orlando Sanford Intl to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando Sanford Intl to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando Sanford Intl to Caribbean Islands.

  • Can I find deals for business class flights from Orlando Sanford Intl to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Orlando Sanford Intl to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando Sanford Intl Airport to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean Islands (average of $108). Flying from Orlando Sanford Intl Airport to Caribbean Islands in September is currently the most expensive (average of $227). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Orlando Sanford Intl to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Orlando Sanford Intl to Caribbean Islands

Discover the top 3 airlines that operate flights from Orlando Sanford Intl to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$139Average$222FlexibilityNo cancel feeOn-time62%
ArajetCheapest$204Average$255FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$312Average$340FlexibilityNo cancel feeOn-time33%

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