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$176+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

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.
Wed 3/1111:33 am
SFB
-
SJU
2 stops31h 21m
Multiple Airlines
Mon 3/161:51 pm
SJU
-
SFB
1 stop23h 54m
Multiple Airlines
Deal found 1/27$407
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 4/105:40 pm
SFB
-
SJU
1 stop28h 35m
Multiple Airlines
Sat 4/184:30 pm
SJU
-
SFB
1 stop22h 05m
Multiple Airlines
Deal found 1/25$408
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.
Fri 3/64:40 pm
SFB
-
SJU
1 stop21h 31m
Multiple Airlines
Mon 3/91:51 pm
SJU
-
SFB
1 stop23h 54m
Multiple Airlines
Deal found 1/26$423
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.
Mon 4/610:44 am
SFB
-
SJU
2 stops27h 42m
Multiple Airlines
Sun 4/121:29 am
SJU
-
SFB
1 stop12h 48m
Multiple Airlines
Deal found 1/26$436
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/2912:58 pm
SFB
-
SJU
2 stops49h 28m
Multiple Airlines
Mon 4/66:55 pm
SJU
-
SFB
1 stop17h 30m
Multiple Airlines
Deal found 1/25$465
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 4/71:55 pm
SFB
-
SJU
1 stop8h 20m
Multiple Airlines
Sun 4/126:15 am
SJU
-
SFB
1 stop8h 20m
Multiple Airlines
Deal found 1/25$623
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.
Tue 5/191:55 pm
SFB
-
SJU
1 stop7h 50m
Multiple Airlines
Mon 5/259:52 am
SJU
-
SFB
2 stops32h 13m
Multiple Airlines
Deal found 1/26$648

Find 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 January 27, 2026.

Round-trip from

$407
(Kiwi.com)

One-way from

$176
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$244

Good round-trip deal

$213 or less

Good one-way deal

$140 or less
From Orlando Sanford Intl to Caribbean
Search Deals
One-way flight from Orlando Sanford Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($28 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 January 2026
Search Deals
Price to beat on a round-trip flight from Orlando Sanford Intl to Caribbean.
Search Deals
Price to beat on a one-way flight from Orlando Sanford Intl to Caribbean.
Search Deals

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 January 27, 2026.
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

Wed 3/11

11:33 am-6:54 pm

2 stops31h 21m

San Juan Luis Munoz Marin Intl

Mon 3/16

1:51 pm-1:45 pm

1 stop23h 54m

$407

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 4/10

5:40 pm-10:15 pm

1 stop28h 35m

San Juan Luis Munoz Marin Intl

Sat 4/18

4:30 pm-2:35 pm

1 stop22h 05m

$408

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 3/6

4:40 pm-3:11 pm

1 stop21h 31m

San Juan Luis Munoz Marin Intl

Mon 3/9

1:51 pm-1:45 pm

1 stop23h 54m

$423

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Mon 4/6

10:44 am-2:26 pm

2 stops27h 42m

San Juan Luis Munoz Marin Intl

Sun 4/12

1:29 am-2:17 pm

1 stop12h 48m

$436

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 3/29

12:58 pm-2:26 pm

2 stops49h 28m

San Juan Luis Munoz Marin Intl

Mon 4/6

6:55 pm-12:25 pm

1 stop17h 30m

$465

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Mon 2/2

8:49 pm-4:25 pm

2 stops18h 36m

$176

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 2/27

4:40 pm-10:32 pm

1 stop28h 52m

$201

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 3/27

5:40 pm-1:42 pm

1 stop20h 02m

$201

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 4/14

1:55 pm-2:20 pm

1 stop24h 25m

$201

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 3/6

4:40 pm-3:11 pm

1 stop21h 31m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 12 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, April is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $82). Flying from Orlando Sanford Intl Airport to Caribbean in July is currently the most expensive (average of $279). 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 January 27, 2026.

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 January 27, 2026.
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
8,388 reviews

Food

5.1

Boarding

6.6

Overall

6.3

Comfort

5.9

Crew

7.0

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Anonymous,Nov 2025

MCO - BWI

Sitting in exit seats without an upgrade should be allowed if nobody sitting in them what’s the big deal?
Spirit Airlines
6.3
Okay
8,388 reviews
Spirit Airlines
6.3
Okay
8,388 reviews

Food

5.1

Boarding

6.6

Overall

6.3

Comfort

5.9

Crew

7.0

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Anonymous,Nov 2025

MCO - BWI

Sitting in exit seats without an upgrade should be allowed if nobody sitting in them what’s the big deal?
Frontier
5.7
Fair
3,056 reviews
Spirit Airlines
6.3
Okay
8,388 reviews

Food

5.1

Boarding

6.6

Overall

6.3

Comfort

5.9

Crew

7.0

Entertainment

5.0

Reviews

1 / 20
4.0
Okay

Anonymous,Nov 2025

MCO - BWI

Sitting in exit seats without an upgrade should be allowed if nobody sitting in them what’s the big deal?

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, April is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $82). Flying from Orlando Sanford Intl Airport to Caribbean in July is currently the most expensive (average of $279). 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 2 airlines flying from Orlando Sanford Intl to Caribbean

Discover the top 2 airlines 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$139Average$194FlexibilityNo cancel feeOn-time62%
ArajetCheapest$202Average$232FlexibilityNo cancel feeOn-timeN/A

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