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Caribbean Islands

$170+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap 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 septiembre 17, 2025.

Round-trip from

$419
(Mytrip)

One-way from

$170
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$247
From Orlando Sanford Intl to Caribbean Islands
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One-way flight from Orlando Sanford Intl to Caribbean Islands
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Highest demand for flights based on searches. 4% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septiembre 17, 2025.

This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/61:41 pmSFB - SJU
2 stops21h 59mMultiple Airlines
lun. 11/106:00 amSJU - SFB
2 stops17h 38mMultiple Airlines
Deal found 9/15$419
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/308:50 pmSFB - SJU
2 stops16h 29mMultiple Airlines
lun. 11/311:02 amSJU - SFB
1 stop25h 23mMultiple Airlines
Deal found 9/16$483
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 10/231:25 pmSFB - SJU
2 stops10h 04mMultiple Airlines
vie. 10/3111:02 amSJU - SFB
1 stop5h 08mMultiple Airlines
Deal found 9/15$518
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 10/248:00 amSFB - SJU
2 stops15h 29mMultiple Airlines
lun. 10/2711:03 amSJU - SFB
1 stop25h 22mMultiple Airlines
Deal found 9/15$528
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/218:30 amSFB - SJU
3 stops26h 34mMultiple Airlines
jue. 10/25:13 pmSJU - SFB
3 stops30h 20mMultiple Airlines
Deal found 9/15$698
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/91:32 pmSFB - SJU
3 stops26h 51mMultiple Airlines
dom. 10/197:05 amSJU - SFB
3 stops31h 15mMultiple Airlines
Deal found 9/15$735

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 septiembre 17, 2025.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean Islands that are best for you.

Fly from

Orlando Sanford Intl

Fly to

Caribbean Islands

Route

Depart

Return

Price

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 11/6

9:55 pm-4:23 pm

3 stops41h 28m

San Juan Luis Munoz Marin Intl

lun. 11/10

6:00 am-10:38 pm

2 stops17h 38m

$448

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 10/30

8:50 pm-1:19 pm

2 stops16h 29m

San Juan Luis Munoz Marin Intl

lun. 11/3

11:02 am-11:25 am

1 stop25h 23m

$483

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 10/23

1:25 pm-11:29 pm

2 stops10h 04m

San Juan Luis Munoz Marin Intl

vie. 10/31

11:02 am-4:10 pm

1 stop5h 08m

$518

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

vie. 10/24

8:00 am-11:29 pm

2 stops15h 29m

San Juan Luis Munoz Marin Intl

lun. 10/27

11:03 am-12:25 pm

1 stop25h 22m

$528

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 10/30

1:32 pm-4:23 pm

3 stops26h 51m

San Juan Luis Munoz Marin Intl

dom. 11/2

6:18 pm-11:30 pm

3 stops30h 12m

$530

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 10/9

1:32 pm-4:23 pm

3 stops26h 51m

San Juan Luis Munoz Marin Intl

dom. 10/19

7:05 am-2:20 pm

3 stops31h 15m

$735

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

mié. 10/8

6:05 pm-12:36 am

3 stops30h 31m

San Juan Luis Munoz Marin Intl

dom. 10/19

7:05 am-2:20 pm

3 stops31h 15m

$798

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

mié. 10/29

12:58 pm-5:54 pm

2 stops28h 56m

$170

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

vie. 10/10

12:33 pm-2:51 am

1 stop14h 18m

$179

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 10/2

11:58 am-11:04 am

2 stops23h 06m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 16 results
1
2

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

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 septiembre 17, 2025.

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 septiembre 17, 2025.
Read through reviews of airlines operating flights from Orlando Sanford Intl Airport to Caribbean Islands, such as Spirit Airlines. 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.
Spirit Airlines
6.3
Okay
8,023 reviews

Entertainment

5.0

Food

5.1

Overall

6.3

Comfort

5.9

Crew

7.0

Boarding

6.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

MCO - CHA

After multiple gate changes and delay after delay, my flight scheduled for 2:34 pm finally took off at 7:30 pm. Gate agents did not communicate well with the people. You had to keep your phone in hand at all times for electronic updates. Crew on board seemed rushed and not so pleasant.
Spirit Airlines
6.3
Okay
8,023 reviews
Spirit Airlines
6.3
Okay
8,023 reviews

Entertainment

5.0

Food

5.1

Overall

6.3

Comfort

5.9

Crew

7.0

Boarding

6.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

MCO - CHA

After multiple gate changes and delay after delay, my flight scheduled for 2:34 pm finally took off at 7:30 pm. Gate agents did not communicate well with the people. You had to keep your phone in hand at all times for electronic updates. Crew on board seemed rushed and not so pleasant.

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.

  • 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, September is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean Islands (average of $254). Flying from Orlando Sanford Intl Airport to Caribbean Islands in June is currently the most expensive (average of $339). 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.

See more FAQs

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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 airline flying from Orlando Sanford Intl to Caribbean Islands

Discover the top airline 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$199FlexibilityNo cancel feeOn-time62%

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