$140+ Cheap flights from Orlando Sanford Intl (SFB) to Caribbean Islands
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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
SFB — SJU
Jul 31 — Aug 71
Round-trip
1 adult, Economy
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Find cheap flights from Orlando Sanford Intl to Caribbean Islands 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 Islands
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Cheapest flights from Orlando Sanford Intl to Caribbean IslandsExplore the most affordable flight options available from Orlando Sanford Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
Explore the most affordable flight options available from Orlando Sanford Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/46:20 am
SFB
- SJU
1 stop24h 24m
Multiple Airlines
Fri 9/115:12 pm
SJU
- SFB
2 stops24h 15m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 8/217:30 am
SFB
- SJU
2 stops17h 26m
Multiple Airlines
Sun 8/239:22 am
SJU
- SFB
1 stop5h 13m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$426
This Arajet deal was found by Cheapflights users on 6/30. 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 8/285:40 pm
SFB
- SJU
1 stop25h 50m
Arajet
Sat 9/59:00 pm
SJU
- SFB
1 stop17h 35m
Arajet
Deal found 6/30![Arajet logo]()
$428
This Arajet deal was found by Cheapflights users on 6/29. 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 8/145:40 pm
SFB
- SJU
1 stop25h 50m
Arajet
Sat 8/299:00 pm
SJU
- SFB
1 stop17h 35m
Arajet
Deal found 6/29![Arajet logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 8/287:00 am
SFB
- SJU
2 stops17h 56m
Multiple Airlines
Mon 8/316:14 pm
SJU
- SFB
1 stop18h 11m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/291:55 pm
SFB
- SJU
1 stop25h 47m
Multiple Airlines
Tue 10/65:12 pm
SJU
- SFB
2 stops46h 00m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/171:18 pm
SFB
- SJU
2 stops35h 38m
Multiple Airlines
Mon 8/246:14 pm
SJU
- SFB
1 stop18h 11m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/287:00 am
SFB
- SJU
2 stops17h 56m
Multiple Airlines
Sun 9/69:22 am
SJU
- SFB
1 stop5h 13m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/101:18 pm
SFB
- SJU
2 stops35h 23m
Multiple Airlines
Mon 8/177:14 pm
SJU
- SFB
1 stop17h 11m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/287:00 am
SFB
- SJU
2 stops17h 56m
Multiple Airlines
Mon 9/76:14 pm
SJU
- SFB
1 stop18h 11m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/151:55 pm
SFB
- SJU
1 stop25h 47m
Multiple Airlines
Tue 9/225:12 pm
SJU
- SFB
2 stops40h 33m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$465
This Arajet deal was found by Cheapflights users on 6/29. 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 8/111:55 pm
SFB
- SJU
1 stop24h 39m
Arajet
Sat 8/299:00 pm
SJU
- SFB
1 stop17h 35m
Arajet
Deal found 6/29![Arajet logo]()
$466
Best flights from Orlando Sanford Intl to Caribbean IslandsDiscover carefully curated flight deals from Orlando Sanford Intl to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
Discover carefully curated flight deals from Orlando Sanford Intl to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
This Arajet deal was found by Cheapflights users on 6/30. 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 8/285:40 pm
SFB
- SJU
1 stop25h 50m
Arajet
Sat 9/59:00 pm
SJU
- SFB
1 stop17h 35m
Arajet
Deal found 6/30![Arajet logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 8/287:00 am
SFB
- SJU
2 stops17h 56m
Multiple Airlines
Mon 8/316:14 pm
SJU
- SFB
1 stop18h 11m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/101:18 pm
SFB
- SJU
2 stops35h 23m
Multiple Airlines
Mon 8/177:14 pm
SJU
- SFB
1 stop17h 11m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$460
This Arajet deal was found by Cheapflights users on 6/29. 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 8/111:55 pm
SFB
- SJU
1 stop24h 39m
Arajet
Sat 8/299:00 pm
SJU
- SFB
1 stop17h 35m
Arajet
Deal found 6/29![Arajet logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/178:23 pm
SFB
- SJU
2 stops27h 34m
Multiple Airlines
Mon 9/217:03 pm
SJU
- SFB
1 stop17h 22m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/109:08 pm
SFB
- SJU
2 stops50h 30m
Multiple Airlines
Thu 9/247:03 pm
SJU
- SFB
1 stop21h 07m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/143:45 pm
SFB
- SJU
1 stop14h 59m
Multiple Airlines
Sun 8/167:14 pm
SJU
- SFB
1 stop26h 51m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/315:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 8/76:00 am
SJU
- SFB
2 stops16h 30m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$550
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 7/176:30 am
SJU
- SFB
2 stops25h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Tue 7/146:00 am
SJU
- SFB
2 stops33h 58m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$578
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 9/11:55 pm
SFB
- SJU
1 stop22h 44m
Multiple Airlines
Fri 9/48:34 am
SJU
- SFB
2 stops11h 45m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$590
Last-minute flights from Orlando Sanford Intl to Caribbean IslandsDiscover last-minute flight deals from Orlando Sanford Intl to Caribbean Islands. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando Sanford Intl to Caribbean Islands. Data last updated July 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Thu 7/166:00 am
SJU
- SFB
2 stops36h 17m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Wed 7/156:00 am
SJU
- SFB
2 stops26h 32m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$557
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 7/176:30 am
SJU
- SFB
2 stops25h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/105:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Tue 7/146:00 am
SJU
- SFB
2 stops33h 58m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$578
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 7/124:05 pm
SFB
- SJU
1 stop6h 24m
Multiple Airlines
Thu 7/166:00 am
SJU
- SFB
2 stops36h 17m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$572
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/245:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 8/76:00 am
SJU
- SFB
2 stops16h 30m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$529
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/245:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Thu 8/66:00 am
SJU
- SFB
2 stops38h 33m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/245:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Sat 8/86:00 am
SJU
- SFB
2 stops26h 32m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/245:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Mon 8/106:00 am
SJU
- SFB
2 stops16h 30m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$547
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/245:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 7/316:00 am
SJU
- SFB
2 stops37h 34m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$570
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/281:55 pm
SFB
- SJU
1 stop27h 49m
Multiple Airlines
Tue 8/46:00 am
SJU
- SFB
2 stops50h 32m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$581
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/315:40 pm
SFB
- SJU
1 stop4h 49m
Multiple Airlines
Fri 8/76:00 am
SJU
- SFB
2 stops16h 30m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$550
One-way flights from Orlando Sanford Intl to Caribbean IslandsSearch for one-way flight options from Orlando Sanford Intl to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
Search for one-way flight options from Orlando Sanford Intl to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 9/46:20 am
SFB
- SJU
1 stop24h 24m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/101:18 pm
SFB
- SJU
2 stops35h 23m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/31:21 pm
SFB
- SJU
2 stops35h 20m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/201:21 pm
SFB
- SJU
2 stops35h 20m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/2710:15 am
SFB
- SJU
2 stops38h 41m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/308:47 pm
SFB
- SJU
2 stops51h 54m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 8/511:52 am
SFB
- SJU
2 stops36h 49m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/271:21 pm
SFB
- SJU
2 stops35h 20m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$161
Find flight deals from Orlando Sanford Intl to Caribbean Islands
Keep the following information in mind while searching for Orlando Sanford Intl to Caribbean Islands flight deals. Data was last updated July 1, 2026.
Round-trip from | $370 (Kiwi.com) |
|---|---|
One-way from | $140 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $311 |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando Sanford Intl to Caribbean Islands 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 July 1, 2026.
Use the filters below to find and compare flights from Orlando Sanford Intl Airport to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 8/28
5:40 pm-7:30 pm
1 stop25h 50m
San Juan Luis Munoz Marin Intl
Sat 9/5
9:00 pm-2:35 pm
1 stop17h 35m
$428
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 8/28
7:00 am-12:56 am
2 stops17h 56m
San Juan Luis Munoz Marin Intl
Mon 8/31
6:14 pm-12:25 pm
1 stop18h 11m
$435
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Mon 8/10
1:18 pm-12:41 am
2 stops35h 23m
San Juan Luis Munoz Marin Intl
Mon 8/17
7:14 pm-12:25 pm
1 stop17h 11m
$460
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Tue 8/11
1:55 pm-2:34 pm
1 stop24h 39m
San Juan Luis Munoz Marin Intl
Sat 8/29
9:00 pm-2:35 pm
1 stop17h 35m
$466
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Thu 9/17
8:23 pm-11:57 pm
2 stops27h 34m
San Juan Luis Munoz Marin Intl
Mon 9/21
7:03 pm-12:25 pm
1 stop17h 22m
$485
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Thu 9/10
9:08 pm-11:38 pm
2 stops50h 30m
San Juan Luis Munoz Marin Intl
Thu 9/24
7:03 pm-4:10 pm
1 stop21h 07m
$519
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 8/14
3:45 pm-6:44 am
1 stop14h 59m
San Juan Luis Munoz Marin Intl
Sun 8/16
7:14 pm-10:05 pm
1 stop26h 51m
$542
Quickest round-trip
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 7/31
5:40 pm-10:29 pm
1 stop4h 49m
San Juan Luis Munoz Marin Intl
Fri 8/7
6:00 am-10:30 pm
2 stops16h 30m
$550
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 7/10
5:40 pm-10:29 pm
1 stop4h 49m
San Juan Luis Munoz Marin Intl
Fri 7/17
6:30 am-7:35 am
2 stops25h 05m
$575
OrlandoSan Juan
SFB - SJU
SFBSJU
Orlando Sanford Intl
Fri 7/10
5:40 pm-10:29 pm
1 stop4h 49m
San Juan Luis Munoz Marin Intl
Tue 7/14
6:00 am-3:58 pm
2 stops33h 58m
$578
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Orlando Sanford Intl to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Orlando Sanford Intl with our price prediction graph.
SFB-SJU
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 Islands
SFB-zzEPX
SFB-SJU
What is the cheapest month to book a flight from Orlando Sanford Intl Airport to Caribbean Islands?
Currently, March is the cheapest month in which you can book a flight from Orlando Sanford Intl Airport to Caribbean Islands (average of $108). Flying from Orlando Sanford Intl Airport to Caribbean Islands in July is currently the most expensive (average of $237). 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 EPX?
Find hourly flight availability from Orlando Sanford Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 1, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando Sanford Intl Airport to Caribbean Islands as you normally would.
How far ahead should I book a flight from Orlando Sanford Intl Airport to Caribbean Islands?
To ensure you get the cheapest price possible for a flight from Orlando Sanford Intl Airport to Caribbean Islands, you should look to book at least 14 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated July 1, 2026.
Read through reviews of airlines operating flights from Orlando Sanford Intl Airport to Caribbean Islands, such as Copa Airlines and Bahamasair. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.4
Food
6.9
Crew
8.1
Entertainment
6.8
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Comfort
7.4
Food
6.9
Crew
8.1
Entertainment
6.8
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Comfort
7.4
Food
6.9
Crew
8.1
Entertainment
6.8
Boarding
7.8
Overall
7.6
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Related info for your journey
Find useful and relevant information for your journey from Orlando Sanford Intl to Caribbean Islands. 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 Islands
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Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando Sanford Intl to Caribbean Islands by cabin class
Find flights from Orlando Sanford Intl to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando Sanford Intl and Caribbean Islands flights
Browse other Orlando Sanford Intl and Caribbean Islands flight options. Last updated on July 1, 2026.
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Orlando Sanford Intl to Caribbean Islands flights
Consider these flights traveling from Orlando Sanford Intl to Caribbean Islands.
Top 4 airlines flying from Orlando Sanford Intl to Caribbean Islands
Discover the top 4 airlines that operate flights from Orlando Sanford Intl to Caribbean Islands. 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 July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$155 | Average$366 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$173 | Average$296 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$205 | Average$268 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$340 | FlexibilityNo cancel fee | On-time33% |