$150+ Cheap flights from Orlando Sanford Intl (SFB) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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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
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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
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Cheapest flights from Orlando Sanford Intl to CaribbeanExplore 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 23, 2026.
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 23, 2026.
This FlightHub deal was found by Cheapflights users on 9/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/83:05 pm -
Nonstop2h 45m
Fri 11/131:10 pm -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$304
This FlightHub deal was found by Cheapflights users on 9/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:05 pm -
Nonstop2h 45m
Tue 11/109:25 am -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$305
This Expedia deal was found by Cheapflights users on 9/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:40 pm -
Nonstop2h 45m
Fri 12/111:10 pm -
Nonstop3h 00m
Deal found 9/19![Arajet logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/305:40 pm -
Nonstop2h 45m
Sun 11/111:35 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$308
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:40 pm -
Nonstop2h 45m
Fri 10/301:10 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$309
This eDestinos deal was found by Cheapflights users on 9/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
Nonstop2h 45m
Tue 10/69:25 am -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$311
This FlightHub deal was found by Cheapflights users on 9/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:05 pm -
Nonstop2h 45m
Sun 11/111:35 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$312
This Booking.com deal was found by Cheapflights users on 9/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:40 pm -
Nonstop2h 45m
Fri 11/201:10 pm -
Nonstop3h 00m
Deal found 9/19![Arajet logo]()
$314
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:55 pm -
Nonstop2h 45m
Tue 11/109:25 am -
Nonstop3h 00m
Deal found 9/18![Arajet logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Fri 10/165:40 pm -
Nonstop2h 45m
Sun 10/1812:35 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$318
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:55 pm -
1 stop7h 45m
Tue 12/85:10 am -
1 stop7h 15m
Deal found 9/22![Multiple Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:55 pm -
1 stop7h 45m
Tue 11/245:10 am -
1 stop7h 15m
Deal found 9/22![Multiple Airlines logo]()
$420
Best flights from Orlando Sanford Intl to CaribbeanDiscover carefully curated flight deals from Orlando Sanford Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Orlando Sanford Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Arajet deal was found by Cheapflights users on 9/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:05 pm -
Nonstop2h 45m
Tue 10/69:25 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$315
This Arajet deal was found by Cheapflights users on 9/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:55 pm -
1 stop7h 45m
Tue 12/85:10 am -
1 stop7h 15m
Deal found 9/20![Multiple Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:40 pm -
Nonstop2h 45m
Tue 11/109:25 am -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$327
This Arajet deal was found by Cheapflights users on 9/18. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:05 pm -
Nonstop2h 45m
Tue 10/209:25 am -
Nonstop3h 00m
Deal found 9/18![Arajet logo]()
$327
This Arajet deal was found by Cheapflights users on 9/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:05 pm -
Nonstop2h 45m
Fri 11/61:10 pm -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$336
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:40 pm -
1 stop8h 05m
Fri 10/98:55 am -
1 stop7h 15m
Deal found 9/22![Multiple Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:05 pm -
Nonstop2h 45m
Tue 10/279:25 am -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$336
This Arajet deal was found by Cheapflights users on 9/19. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:55 pm -
1 stop7h 45m
Fri 12/48:55 am -
1 stop7h 15m
Deal found 9/19![Multiple Airlines logo]()
$423
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
Nonstop2h 45m
Tue 10/209:25 am -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$339
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:40 pm -
1 stop8h 05m
Fri 10/168:55 am -
1 stop7h 15m
Deal found 9/22![Multiple Airlines logo]()
$423
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:05 pm -
Nonstop2h 45m
Sun 10/2512:35 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$345
This Booking.com deal was found by Cheapflights users on 9/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:00 am -
Nonstop1h 15m
Thu 1/79:45 am -
Nonstop1h 15m
Deal found 9/22![PAWA Dominicana logo]()
$1,129
This Arajet deal was found by Cheapflights users on 9/18. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:05 pm -
1 stop10h 55m
Sat 10/32:00 am -
1 stop13h 35m
Deal found 9/18![Multiple Airlines logo]()
$426
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
Nonstop2h 45m
Sun 10/1812:35 pm -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$351
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:40 pm -
1 stop8h 05m
Fri 10/238:55 am -
1 stop7h 15m
Deal found 9/21![Multiple Airlines logo]()
$429
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:55 pm -
Nonstop2h 45m
Fri 10/91:10 pm -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$351
This Arajet deal was found by Cheapflights users on 9/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:40 pm -
1 stop8h 05m
Tue 10/275:10 am -
1 stop7h 15m
Deal found 9/20![Multiple Airlines logo]()
$435
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
Nonstop2h 45m
Fri 10/161:10 pm -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$357
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:55 pm -
1 stop7h 45m
Tue 10/275:10 am -
1 stop7h 15m
Deal found 9/23![Multiple Airlines logo]()
$441
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
Nonstop2h 45m
Tue 10/69:25 am -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/305:40 pm -
1 stop21h 42m
Wed 11/43:59 pm -
2 stops24h 05m
Deal found 9/22![Multiple Airlines logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/201:55 pm -
1 stop25h 03m
Sat 10/245:11 pm -
2 stops20h 46m
Deal found 9/22![Multiple Airlines logo]()
$523
This Booking.com deal was found by Cheapflights users on 9/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:00 pm -
Nonstop1h 15m
Sun 11/221:45 pm -
Nonstop1h 10m
Deal found 9/19![PAWA Dominicana logo]()
$1,130
This Booking.com deal was found by Cheapflights users on 9/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:00 pm -
Nonstop1h 15m
Fri 11/272:15 pm -
Nonstop1h 10m
Deal found 9/19![PAWA Dominicana logo]()
$1,131
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/197:35 am -
2 stops16h 22m
Mon 10/2611:44 am -
1 stop24h 41m
Deal found 9/19![Multiple Airlines logo]()
$543
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:55 pm -
1 stop24h 39m
Sat 10/249:00 pm -
1 stop18h 35m
Deal found 9/22![Arajet logo]()
$495
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/27:30 am -
2 stops28h 43m
Mon 11/912:05 pm -
1 stop24h 20m
Deal found 9/21![Multiple Airlines logo]()
$556
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:55 pm -
1 stop25h 03m
Sat 11/149:30 pm -
1 stop17h 05m
Deal found 9/21![Arajet logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 12/34:56 pm -
2 stops19h 28m
Mon 12/712:35 pm -
1 stop23h 50m
Deal found 9/22![Multiple Airlines logo]()
$564
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/2212:33 pm -
2 stops24h 26m
Mon 11/308:00 am -
1 stop28h 25m
Deal found 9/21![Multiple Airlines logo]()
$574
Last-minute flights from Orlando Sanford Intl to CaribbeanDiscover last-minute flight deals from Orlando Sanford Intl to Caribbean. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando Sanford Intl to Caribbean. Data last updated September 23, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 9/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
Nonstop2h 45m
Tue 10/69:25 am -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$311
This eDestinos deal was found by Cheapflights users on 9/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
Nonstop2h 45m
Fri 10/91:10 pm -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$321
This Arajet deal was found by Cheapflights users on 9/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:40 pm -
1 stop8h 05m
Fri 10/98:55 am -
1 stop7h 15m
Deal found 9/22![Multiple Airlines logo]()
$417
This Arajet deal was found by Cheapflights users on 9/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:05 pm -
Nonstop2h 45m
Tue 10/69:25 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$315
This Booking.com deal was found by Cheapflights users on 9/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
Nonstop2h 45m
Tue 10/209:25 am -
Nonstop3h 00m
Deal found 9/19![Arajet logo]()
$320
This Booking.com deal was found by Cheapflights users on 9/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:40 pm -
Nonstop2h 45m
Fri 10/231:10 pm -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Fri 10/165:40 pm -
Nonstop2h 45m
Sun 10/1812:35 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$318
This Mytrip deal was found by Cheapflights users on 9/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:40 pm -
Nonstop2h 45m
Sun 10/2512:35 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$307
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:40 pm -
Nonstop2h 45m
Fri 10/301:10 pm -
Nonstop3h 00m
Deal found 9/23![Arajet logo]()
$309
This FlightHub deal was found by Cheapflights users on 9/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:05 pm -
Nonstop2h 45m
Sun 11/111:35 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$312
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:55 pm -
Nonstop2h 45m
Tue 11/39:25 am -
Nonstop3h 00m
Deal found 9/18![Arajet logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/305:40 pm -
Nonstop2h 45m
Sun 11/111:35 am -
Nonstop3h 00m
Deal found 9/20![Arajet logo]()
$308
One-way flights from Orlando Sanford Intl to CaribbeanSearch for one-way flight options from Orlando Sanford Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from Orlando Sanford Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This Booking.com deal was found by Cheapflights users on 9/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:55 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Arajet logo]()
$150
This Booking.com deal was found by Cheapflights users on 9/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Arajet logo]()
$152
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:55 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Arajet logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 12/1412:39 pm -
2 stops30h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$166
This Arajet deal was found by Cheapflights users on 9/21. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/153:05 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Arajet logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 11/97:05 am -
2 stops31h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$172
This Mytrip deal was found by Cheapflights users on 9/19. 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.
Fri 10/95:40 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Arajet logo]()
$176
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:40 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Arajet logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/237:13 pm -
3 stops42h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$179
This oojo deal was found by Cheapflights users on 9/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:55 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Hahn Air logo]()
$182
This Arajet deal was found by Cheapflights users on 9/23. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:55 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/158:58 pm -
2 stops41h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$185
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 September 23, 2026.
Round-trip from | $304 (Booking.com) |
|---|---|
One-way from | $150 (Booking.com) |
Popular in | December |
Cheapest in | February |
Average price | $252 |
Good round-trip deal | $304 or less |
Good one-way deal | $172 or less |
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 7,457,451 searches. Data last updated September 23, 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
Cheapest round-trip
OrlandoPunta Cana
SFB Orlando Sanford Intl - PUJ Punta Cana
SFBPUJ
Orlando Sanford Intl
Tue 10/6
1:55 pm-4:40 pm
Nonstop2h 45m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$164
OrlandoPunta Cana
SFB Orlando Sanford Intl - PUJ Punta Cana
SFBPUJ
Orlando Sanford Intl
Sun 11/15
3:05 pm-6:50 pm
Nonstop2h 45m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$170
OrlandoPunta Cana
SFB Orlando Sanford Intl - PUJ Punta Cana
SFBPUJ
Orlando Sanford Intl
Fri 10/9
5:40 pm-8:25 pm
Nonstop2h 45m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$176
OrlandoSanto Domingo
SFB Orlando Sanford Intl - SDQ Santo Domingo Las Americas
SFBSDQ
Orlando Sanford Intl
Tue 11/3
12:55 pm-9:40 pm
1 stop7h 45m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$184
OrlandoPunta Cana
SFB Orlando Sanford Intl - PUJ Punta Cana
SFBPUJ
Orlando Sanford Intl
Tue 12/1
12:55 pm-4:40 pm
Nonstop2h 45m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$191
OrlandoSanto Domingo
SFB Orlando Sanford Intl - SDQ Santo Domingo Las Americas
SFBSDQ
Orlando Sanford Intl
Sun 11/15
3:05 pm-10:15 pm
1 stop6h 10m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$193
OrlandoSan Juan
SFB Orlando Sanford Intl - SJU San Juan Luis Munoz Marin Intl
SFBSJU
Orlando Sanford Intl
Wed 11/4
1:31 pm-10:55 am
3 stops44h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$198
OrlandoSanto Domingo
SFB Orlando Sanford Intl - SDQ Santo Domingo Las Americas
SFBSDQ
Orlando Sanford Intl
Tue 11/10
12:55 pm-9:40 pm
1 stop7h 45m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$202
OrlandoSan Juan
SFB Orlando Sanford Intl - SJU San Juan Luis Munoz Marin Intl
SFBSJU
Orlando Sanford Intl
Mon 10/12
10:34 am-3:18 pm
3 stops28h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$204
OrlandoSanto Domingo
SFB Orlando Sanford Intl - SDQ Santo Domingo Las Americas
SFBSDQ
Orlando Sanford Intl
Fri 10/9
5:40 pm-1:45 am
1 stop8h 05m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$211
Showing 1-10 of 60 resultsSorted by cheapest first
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.
SFB-PUJ
SFB-SDQ
SFB-SJU
SFB-MHH
SFB-TCB
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
SFB-0CB
SFB-PUJ
SFB-SDQ
SFB-SJU
SFB-MHH
What is the cheapest month to book a flight from Orlando Sanford Intl Airport to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean (average of $223). Flying from Orlando Sanford Intl Airport to Caribbean in June is currently the most expensive (average of $353). 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 23, 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.
How far ahead should I book a flight from Orlando Sanford Intl Airport to Caribbean?
Booking 14 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando Sanford Intl Airport to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 23, 2026.
Peruse reviews from past customers who have flown with Copa 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.
Entertainment
6.9
Comfort
7.4
Food
6.9
Crew
8.1
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Comfort
7.4
Food
6.9
Crew
8.1
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.9
Comfort
7.4
Food
6.9
Crew
8.1
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
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.
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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.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando Sanford Intl to Caribbean by cabin class
Find flights from Orlando Sanford Intl to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando Sanford Intl and Caribbean flights
Browse other Orlando Sanford Intl and Caribbean flight options. Last updated on September 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Orlando Sanford Intl to Caribbean flights
Consider these flights traveling from Orlando Sanford Intl to Caribbean.
Top 5 airlines flying from Orlando Sanford Intl to Caribbean
Discover the top 5 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 7,457,451 searches. Data last updated September 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$155 | Average$427 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$159 | Average$380 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$173 | Average$255 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$206 | Average$281 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$421 | Average$644 | FlexibilityNo cancel fee | On-time62% |