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$171+ Cheap flights from Orlando Sanford Intl (SFB) to 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Orlando Sanford Intl to Caribbean

Keep the following information in mind while searching for Orlando Sanford Intl to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$430
(Kiwi.com)

One-way from

$171
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$229

Good round-trip deal

$236 or less
From Orlando Sanford Intl to Caribbean
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One-way flight from Orlando Sanford Intl to Caribbean
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Orlando Sanford Intl to Caribbean.
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Find flight deals from Orlando Sanford Intl to Caribbean

Cheapest flights from Orlando Sanford Intl to Caribbean
Explore the most affordable flight options available from Orlando Sanford Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/177:44 pmSFB - SJU
2 stops30h 18mMultiple Airlines
Mon 10/2711:03 amSJU - SFB
1 stop25h 22mMultiple Airlines
Deal found 9/10$430
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/93:05 pmSFB - SJU
1 stop22h 19mMultiple Airlines
Mon 11/176:00 amSJU - SFB
2 stops15h 55mMultiple Airlines
Deal found 9/10$433
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/93:05 pmSFB - SJU
1 stop22h 19mMultiple Airlines
Thu 11/136:54 pmSJU - SFB
2 stops29h 44mMultiple Airlines
Deal found 9/10$452
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/93:05 pmSFB - SJU
1 stop22h 19mMultiple Airlines
Fri 11/146:00 amSJU - SFB
2 stops18h 38mMultiple Airlines
Deal found 9/10$463
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:58 amSFB - SJU
2 stops23h 06mMultiple Airlines
Thu 10/94:04 pmSJU - SFB
3 stops31h 30mMultiple Airlines
Deal found 9/10$481
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 11/93:05 pmSFB - SJU
1 stop22h 19mMultiple Airlines
Sat 11/152:11 amSJU - SFB
2 stops19h 22mMultiple Airlines
Deal found 9/10$485
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 11/131:41 pmSFB - SJU
2 stops21h 59mMultiple Airlines
Mon 11/1711:02 amSJU - SFB
1 stop25h 23mMultiple Airlines
Deal found 9/10$510

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando Sanford Intl to Caribbean 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 September 11, 2025.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean that are best for you.

Fly from

Orlando Sanford Intl

Fly to

Caribbean

Route

Depart

Return

Price

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 10/17

7:44 pm-2:02 am

2 stops30h 18m

San Juan Luis Munoz Marin Intl

Mon 10/27

11:03 am-12:25 pm

1 stop25h 22m

$430

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 11/9

3:05 pm-2:24 pm

1 stop22h 19m

San Juan Luis Munoz Marin Intl

Mon 11/17

6:00 am-8:55 pm

2 stops15h 55m

$433

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 11/9

3:05 pm-2:24 pm

1 stop22h 19m

San Juan Luis Munoz Marin Intl

Thu 11/13

6:54 pm-11:38 pm

2 stops29h 44m

$452

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Thu 10/2

11:58 am-11:04 am

2 stops23h 06m

San Juan Luis Munoz Marin Intl

Thu 10/9

4:04 pm-11:34 pm

3 stops31h 30m

$481

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 11/9

3:05 pm-2:24 pm

1 stop22h 19m

San Juan Luis Munoz Marin Intl

Sat 11/15

2:11 am-8:33 pm

2 stops19h 22m

$485

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Wed 11/26

7:05 am-12:40 pm

2 stops28h 35m

San Juan Luis Munoz Marin Intl

Mon 12/1

4:17 pm-11:25 am

1 stop20h 08m

$648

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 11/21

6:32 pm-12:40 pm

2 stops17h 08m

San Juan Luis Munoz Marin Intl

Sun 11/30

1:35 pm-12:06 pm

2 stops23h 31m

$1,052

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 10/10

12:33 pm-2:51 am

1 stop14h 18m

$171

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Mon 10/6

3:10 pm-1:58 am

2 stops10h 48m

$179

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Mon 9/22

1:34 pm-9:56 am

2 stops20h 22m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 15 results
1
2

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

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

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

Currently, September is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $254). Flying from Orlando Sanford Intl Airport to Caribbean 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.

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

Find hourly flight availability from Orlando Sanford Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Orlando Sanford Intl Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with Spirit Airlines and Frontier from Orlando Sanford Intl Airport to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Spirit Airlines
6.3
Okay
8,023 reviews

Boarding

6.6

Entertainment

5.0

Comfort

5.9

Food

5.1

Crew

7.0

Overall

6.3

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

Boarding

6.6

Entertainment

5.0

Comfort

5.9

Food

5.1

Crew

7.0

Overall

6.3

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.
Frontier
5.8
Fair
3,177 reviews
Spirit Airlines
6.3
Okay
8,023 reviews

Boarding

6.6

Entertainment

5.0

Comfort

5.9

Food

5.1

Crew

7.0

Overall

6.3

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. 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 that include hotel bookings?

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

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

    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.

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

    Yes. Cheapflights offers flight deals from Orlando Sanford Intl to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $254). Flying from Orlando Sanford Intl Airport to Caribbean 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

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

Discover the top airline that operate flights from Orlando Sanford Intl to Caribbean. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$199FlexibilityNo cancel feeOn-time62%

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