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$138+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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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 octubre 28, 2025.

This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/289:46 pmSFB - SJU
2 stops23h 19mMultiple Airlines
dom. 1/112:21 pmSJU - SFB
3 stops29h 44mMultiple Airlines
Deal found 10/26$478
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
mar. 12/162:15 pmSFB - SJU
2 stops20h 21mMultiple Airlines
sáb. 1/107:08 pmSJU - SFB
1 stop19h 27mMultiple Airlines
Deal found 10/26$508
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/112:54 pmSFB - SJU
3 stops25h 59mMultiple Airlines
jue. 12/44:10 amSJU - SFB
2 stops14h 15mMultiple Airlines
Deal found 10/27$514
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
jue. 11/136:05 amSFB - SJU
2 stops17h 13mMultiple Airlines
vie. 11/1411:02 amSJU - SFB
1 stop5h 08mMultiple Airlines
Deal found 10/27$521
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
dom. 11/23:05 pmSFB - SJU
1 stop22h 19mMultiple Airlines
jue. 11/63:45 pmSJU - SFB
2 stops49h 25mMultiple Airlines
Deal found 10/26$539
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
jue. 12/189:46 pmSFB - SJU
2 stops39h 13mMultiple Airlines
sáb. 1/107:08 pmSJU - SFB
1 stop19h 27mMultiple Airlines
Deal found 10/26$661
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
vie. 12/196:00 amSFB - SJU
2 stops28h 46mMultiple Airlines
sáb. 1/107:08 pmSJU - SFB
1 stop19h 27mMultiple Airlines
Deal found 10/26$666
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
vie. 12/194:40 pmSFB - SJU
1 stop19h 07mMultiple Airlines
vie. 1/96:00 amSJU - SFB
2 stops14h 05mMultiple Airlines
Deal found 10/26$672

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 octubre 28, 2025.

Round-trip from

$427
(Mytrip)

One-way from

$138
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$259

Good round-trip deal

$275 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. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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.
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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 octubre 28, 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

dom. 1/4

9:46 pm-12:41 am

2 stops25h 55m

San Juan Luis Munoz Marin Intl

vie. 1/9

7:00 am-7:05 pm

2 stops13h 05m

$427

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

dom. 12/28

9:46 pm-10:05 pm

2 stops23h 19m

San Juan Luis Munoz Marin Intl

dom. 1/11

2:21 pm-7:05 pm

3 stops29h 44m

$478

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

lun. 12/1

12:54 pm-3:53 pm

3 stops25h 59m

San Juan Luis Munoz Marin Intl

jue. 12/4

4:10 am-5:25 pm

2 stops14h 15m

$514

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 11/13

6:05 am-12:18 am

2 stops17h 13m

San Juan Luis Munoz Marin Intl

vie. 11/14

11:02 am-3:10 pm

1 stop5h 08m

$521

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

dom. 11/2

3:05 pm-2:24 pm

1 stop22h 19m

San Juan Luis Munoz Marin Intl

jue. 11/6

3:45 pm-4:10 pm

2 stops49h 25m

$539

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

jue. 12/18

9:46 pm-1:59 pm

2 stops39h 13m

San Juan Luis Munoz Marin Intl

sáb. 1/10

7:08 pm-1:35 pm

1 stop19h 27m

$661

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

vie. 12/19

6:00 am-11:46 am

2 stops28h 46m

San Juan Luis Munoz Marin Intl

sáb. 1/10

7:08 pm-1:35 pm

1 stop19h 27m

$666

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

vie. 12/19

4:40 pm-12:47 pm

1 stop19h 07m

San Juan Luis Munoz Marin Intl

vie. 1/9

6:00 am-7:05 pm

2 stops14h 05m

$672

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

sáb. 12/20

5:34 pm-12:29 pm

2 stops41h 55m

San Juan Luis Munoz Marin Intl

sáb. 1/10

7:08 pm-1:35 pm

1 stop19h 27m

$674

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

vie. 12/19

4:40 pm-12:47 pm

1 stop19h 07m

San Juan Luis Munoz Marin Intl

jue. 1/8

6:59 pm-7:05 pm

2 stops25h 06m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 19 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 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 octubre 28, 2025.

It’s typically best to fly out from Orlando Sanford Intl Airport to Caribbean at noon. Doing so could potentially save you 42% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 octubre 28, 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
8,114 reviews

Overall

6.3

Comfort

5.9

Entertainment

5.0

Food

5.1

Boarding

6.6

Crew

7.0

Reviews

1 / 20
6.0
Good

Anonymous,Oct 2025

MCO - PIT

Did not get anything for free no snacks or drinks
Spirit Airlines
6.3
Okay
8,114 reviews
Spirit Airlines
6.3
Okay
8,114 reviews

Overall

6.3

Comfort

5.9

Entertainment

5.0

Food

5.1

Boarding

6.6

Crew

7.0

Reviews

1 / 20
6.0
Good

Anonymous,Oct 2025

MCO - PIT

Did not get anything for free no snacks or drinks
Frontier
5.8
Fair
3,124 reviews
Spirit Airlines
6.3
Okay
8,114 reviews

Overall

6.3

Comfort

5.9

Entertainment

5.0

Food

5.1

Boarding

6.6

Crew

7.0

Reviews

1 / 20
6.0
Good

Anonymous,Oct 2025

MCO - PIT

Did not get anything for free no snacks or drinks

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.

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Alternative routes for Orlando Sanford Intl to Caribbean

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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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$212FlexibilityNo cancel feeOn-time62%
ArajetCheapest$205Average$275FlexibilityNo cancel feeOn-timeN/A

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