HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$152+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando Sanford Intl to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Thu 4/91:22 pm
SFB
-
SJU
2 stops29h 33m
Multiple Airlines
Mon 4/136:55 pm
SJU
-
SFB
1 stop17h 30m
Multiple Airlines
Deal found 3/25$398
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 4/231:20 pm
SFB
-
SJU
2 stops30h 02m
Multiple Airlines
Thu 4/306:59 pm
SJU
-
SFB
1 stop21h 11m
Multiple Airlines
Deal found 3/26$400
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Sun 4/264:05 pm
SFB
-
SJU
1 stop6h 09m
Multiple Airlines
Sun 5/312:57 pm
SJU
-
SFB
2 stops28h 06m
Multiple Airlines
Deal found 3/27$407
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/155:40 pm
SFB
-
SJU
1 stop4h 49m
Multiple Airlines
Mon 5/187:15 pm
SJU
-
SFB
1 stop17h 10m
Multiple Airlines
Deal found 3/26$450
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/85:40 pm
SFB
-
SJU
1 stop4h 49m
Multiple Airlines
Mon 5/117:15 pm
SJU
-
SFB
1 stop17h 10m
Multiple Airlines
Deal found 3/24$457
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/51:55 pm
SFB
-
SJU
1 stop27h 39m
Multiple Airlines
Tue 5/125:15 pm
SJU
-
SFB
2 stops42h 02m
Multiple Airlines
Deal found 3/24$474
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Sat 5/212:20 pm
SFB
-
SJU
2 stops24h 03m
Multiple Airlines
Mon 5/46:59 pm
SJU
-
SFB
1 stop17h 26m
Multiple Airlines
Deal found 3/27$507
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Fri 5/225:40 pm
SFB
-
SJU
1 stop4h 49m
Multiple Airlines
Mon 5/257:15 pm
SJU
-
SFB
1 stop17h 10m
Multiple Airlines
Deal found 3/27$526
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/810:00 am
SFB
-
SJU
2 stops25h 49m
Multiple Airlines
Sun 4/126:15 am
SJU
-
SFB
1 stop8h 20m
Multiple Airlines
Deal found 3/23$543
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 6/288:58 pm
SFB
-
SJU
2 stops27h 25m
Multiple Airlines
Sun 7/54:54 pm
SJU
-
SFB
1 stop30h 35m
Multiple Airlines
Deal found 3/24$549
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 5/121:55 pm
SFB
-
SJU
1 stop8h 34m
Multiple Airlines
Sun 5/179:32 am
SJU
-
SFB
1 stop5h 03m
Multiple Airlines
Deal found 3/25$552

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 March 28, 2026.

Round-trip from

$398
(Kiwi.com)

One-way from

$152
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$266

Good round-trip deal

$227 or less

Good one-way deal

$98 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. 10% potential increase in price ($32 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 March 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 March 28, 2026.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 4/26

4:05 pm-10:14 pm

1 stop6h 09m

San Juan Luis Munoz Marin Intl

Sun 5/3

12:57 pm-5:03 pm

2 stops28h 06m

$407

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 5/8

5:40 pm-10:29 pm

1 stop4h 49m

San Juan Luis Munoz Marin Intl

Mon 5/11

7:15 pm-12:25 pm

1 stop17h 10m

$457

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 5/5

1:55 pm-5:34 pm

1 stop27h 39m

San Juan Luis Munoz Marin Intl

Tue 5/12

5:15 pm-11:17 am

2 stops42h 02m

$474
Quickest round-trip

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 5/8

5:40 pm-10:29 pm

1 stop4h 49m

San Juan Luis Munoz Marin Intl

Fri 5/15

9:32 am-4:10 pm

1 stop6h 38m

$507

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Fri 5/22

5:40 pm-10:29 pm

1 stop4h 49m

San Juan Luis Munoz Marin Intl

Mon 5/25

7:15 pm-12:25 pm

1 stop17h 10m

$526

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Wed 4/8

10:00 am-11:49 am

2 stops25h 49m

San Juan Luis Munoz Marin Intl

Sun 4/12

6:15 am-2:35 pm

1 stop8h 20m

$543

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 5/12

1:55 pm-10:29 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Sun 5/17

9:32 am-2:35 pm

1 stop5h 03m

$552

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sun 5/31

4:05 pm-10:29 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Sun 6/7

12:57 pm-9:50 am

2 stops20h 53m

$559

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Tue 6/23

2:17 pm-3:58 pm

2 stops25h 41m

San Juan Luis Munoz Marin Intl

Mon 7/6

7:15 pm-12:25 pm

1 stop17h 10m

$621

OrlandoSan Juan

SFB - SJU

SFBSJU

Orlando Sanford Intl

Sat 4/25

2:40 pm-7:22 pm

2 stops28h 42m

San Juan Luis Munoz Marin Intl

Mon 4/27

6:59 pm-12:25 pm

1 stop17h 26m

$651

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 19 resultsSorted by cheapest first
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, November is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $147). 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 March 28, 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 March 28, 2026.
Peruse reviews from past customers who have flown with Bahamasair 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.
Bahamasair
5.8
Fair
66 reviews

Overall

5.8

Boarding

6.2

Food

5.0

Comfort

5.7

Crew

6.6

Entertainment

4.9

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
66 reviews
Bahamasair
5.8
Fair
66 reviews

Overall

5.8

Boarding

6.2

Food

5.0

Comfort

5.7

Crew

6.6

Entertainment

4.9

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.
Frontier
5.7
Fair
3,013 reviews
Bahamasair
5.8
Fair
66 reviews

Overall

5.8

Boarding

6.2

Food

5.0

Comfort

5.7

Crew

6.6

Entertainment

4.9

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. 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, November is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $147). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando Sanford Intl to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to John F Kennedy Intl flights
Orlando to Seattle flights
Orlando to Las Vegas flights
Orlando to Luis Munoz Marin Intl flights
Orlando to Newark flights
Orlando to LaGuardia flights
Orlando to Los Angeles flights
Orlando to O'Hare Intl flights
Orlando to Dallas/Fort Worth flights
Orlando to Denver flights
Orlando to Cancún flights
Orlando to Dulles Intl flights
Orlando to Heathrow flights
Orlando to Reagan-National flights
Orlando to Boston flights
Orlando to Baltimore flights
Orlando to Philadelphia flights
Orlando to Hobby flights
Orlando to San Francisco flights
Orlando to Detroit flights
Orlando to Sky Harbor Intl flights
Orlando to Austin flights
Orlando to Jose Maria Cordova Intl flights
Orlando to Narita flights
Orlando to Midway flights
Orlando to Punta Cana flights
Orlando to Haneda flights
Orlando to White Plains flights
Orlando to Gatwick flights
Orlando to Salt Lake City flights
Orlando to Santo Domingo flights
Orlando to New Orleans flights
Orlando to Charles de Gaulle flights
Orlando to Cleveland flights
Orlando to Montego Bay flights
Orlando to Stansted flights
Orlando to Atlanta flights
Orlando to San Diego flights
Orlando to Dublin flights
Orlando to Islip flights
Orlando to Hartford flights
Orlando to Nashville flights
Orlando to Pittsburgh flights
Orlando to Guarulhos Intl flights
Orlando to George Bush Intcntl flights
Orlando to Honolulu flights
Orlando to Cincinnati flights
Orlando to Frankfurt flights
Orlando to Vancouver Intl flights
Orlando to Providence flights

Top 3 airlines flying from Orlando Sanford Intl to Caribbean

Discover the top 3 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$139Average$209FlexibilityNo cancel feeOn-time62%
ArajetCheapest$204Average$238FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$312Average$340FlexibilityNo cancel feeOn-time33%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.