$81+ Cheap flights from Orlando (ORL) 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Oct 23 — Oct 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Orlando 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 to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Orlando to CaribbeanExplore the most affordable flight options available from Orlando 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 to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:36 pm -
Nonstop3h 01m
Mon 10/267:20 am -
Nonstop3h 11m
Deal found 9/19![Frontier logo]()
$150
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:03 pm -
1 stop7h 56m
Fri 10/303:59 pm -
1 stop16h 11m
Deal found 9/18![Frontier logo]()
$151
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:16 am -
Nonstop3h 02m
Thu 10/87:20 am -
Nonstop3h 11m
Deal found 9/21![Frontier logo]()
$162
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.
Tue 10/275:03 pm -
1 stop7h 56m
Thu 10/293:59 pm -
1 stop25h 25m
Deal found 9/21![Frontier logo]()
$166
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.
Tue 10/279:25 am -
2 stops30h 51m
Tue 11/33:59 pm -
1 stop17h 11m
Deal found 9/23![Frontier logo]()
$169
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/152:24 pm -
Nonstop2h 57m
Sun 11/2211:04 am -
Nonstop3h 18m
Deal found 9/19![Frontier logo]()
$174
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.
Wed 10/212:36 pm -
Nonstop3h 01m
Fri 10/303:59 pm -
1 stop16h 11m
Deal found 9/22![Frontier logo]()
$175
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.
Thu 10/224:53 pm -
1 stop23h 13m
Thu 10/293:59 pm -
1 stop25h 25m
Deal found 9/21![Frontier logo]()
$176
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:09 pm -
Nonstop2h 56m
Wed 10/287:23 am -
Nonstop3h 17m
Deal found 9/22![Frontier logo]()
$178
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:40 am -
1 stop5h 46m
Mon 10/265:01 am -
1 stop6h 56m
Deal found 9/20![JetBlue logo]()
$180
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:54 pm -
1 stop6h 09m
Mon 11/95:01 am -
1 stop7h 19m
Deal found 9/21![JetBlue logo]()
$181
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:25 pm -
1 stop7h 41m
Sun 10/115:01 am -
1 stop6h 13m
Deal found 9/21![JetBlue logo]()
$182
Best flights from Orlando to CaribbeanDiscover carefully curated flight deals from Orlando 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 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 JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:35 pm -
1 stop5h 18m
Sat 12/54:10 pm -
1 stop6h 58m
Deal found 9/19![JetBlue logo]()
$224
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:05 pm -
Nonstop2h 55m
Fri 11/139:40 pm -
Nonstop3h 15m
Deal found 9/22![Southwest logo]()
$249
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:55 pm -
1 stop10h 14m
Sat 10/312:15 am -
1 stop9h 06m
Deal found 9/22![United Airlines logo]()
$329
This Bahamasair 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 Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/12:45 pm -
Nonstop1h 30m
Thu 3/412:00 pm -
Nonstop1h 30m
Deal found 9/18![Bahamasair logo]()
$333
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/274:01 pm -
1 stop19h 14m
Mon 3/812:19 pm -
1 stop7h 08m
Deal found 9/21![Copa Airlines logo]()
$451
This JetBlue 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 JetBlue is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Fri 10/236:25 pm -
1 stop6h 04m
Mon 10/265:01 am -
1 stop6h 56m
Deal found 9/21![JetBlue logo]()
$233
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:25 pm -
1 stop7h 41m
Sun 10/119:35 am -
Nonstop2h 56m
Deal found 9/19![JetBlue logo]()
$238
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:30 pm -
2 stops9h 40m
Mon 10/265:30 am -
1 stop8h 35m
Deal found 9/22![Southwest logo]()
$278
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop7h 46m
Sun 11/16:01 am -
Nonstop3h 12m
Deal found 9/20![JetBlue logo]()
$246
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 10/165:40 pm -
Nonstop2h 45m
Sun 10/2512:35 pm -
Nonstop3h 00m
Deal found 9/22![Arajet logo]()
$321
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:00 am -
1 stop8h 43m
Tue 10/2712:07 pm -
1 stop8h 08m
Deal found 9/22![United Airlines logo]()
$352
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:00 pm -
Nonstop2h 57m
Wed 11/187:00 am -
1 stop9h 31m
Deal found 9/21![JetBlue logo]()
$265
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:30 am -
2 stops11h 40m
Sun 10/45:30 am -
1 stop7h 55m
Deal found 9/18![Southwest logo]()
$331
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:54 pm -
1 stop5h 56m
Mon 11/1610:12 am -
Nonstop3h 13m
Deal found 9/19![JetBlue logo]()
$269
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 2/283:05 pm -
Nonstop2h 45m
Tue 3/99:25 am -
Nonstop3h 00m
Deal found 9/21![Arajet logo]()
$330
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:30 pm -
2 stops9h 35m
Mon 10/51:05 pm -
1 stop6h 05m
Deal found 9/19![Southwest logo]()
$336
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:25 pm -
1 stop6h 04m
Sun 10/259:13 am -
Nonstop3h 15m
Deal found 9/19![JetBlue logo]()
$269
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:10 pm -
2 stops8h 50m
Wed 9/306:00 am -
1 stop8h 45m
Deal found 9/19![Southwest logo]()
$336
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 Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/411:25 am -
1 stop23h 45m
Thu 3/1112:19 pm -
1 stop7h 08m
Deal found 9/21![Copa Airlines logo]()
$476
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:55 pm -
1 stop10h 14m
Thu 10/112:15 am -
1 stop10h 22m
Deal found 9/18![United Airlines logo]()
$437
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:25 pm -
1 stop6h 04m
Wed 10/289:30 am -
Nonstop3h 15m
Deal found 9/18![JetBlue logo]()
$272
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:15 am -
2 stops10h 40m
Wed 12/92:25 pm -
2 stops10h 00m
Deal found 9/19![Southwest logo]()
$340
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:48 pm -
1 stop9h 21m
Wed 9/3012:15 am -
1 stop9h 06m
Deal found 9/19![United Airlines logo]()
$438
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:56 pm -
1 stop18h 12m
Thu 10/2911:50 am -
1 stop10h 50m
Deal found 9/18![Copa Airlines logo]()
$482
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:30 am -
Nonstop2h 54m
Sun 10/185:01 am -
1 stop6h 13m
Deal found 9/18![JetBlue logo]()
$273
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:30 pm -
2 stops9h 40m
Sun 10/182:25 pm -
1 stop5h 40m
Deal found 9/22![Southwest logo]()
$346
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated September 23, 2026 and is based on user searches.
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:16 am -
Nonstop3h 02m
Thu 10/87:20 am -
Nonstop3h 11m
Deal found 9/21![Frontier logo]()
$162
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:00 am -
Nonstop2h 57m
Mon 10/1210:52 am -
Nonstop3h 00m
Deal found 9/21![Frontier logo]()
$181
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:25 pm -
1 stop7h 41m
Sun 10/115:01 am -
1 stop6h 13m
Deal found 9/21![JetBlue logo]()
$182
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:00 pm -
Nonstop2h 53m
Thu 10/223:00 am -
Nonstop3h 00m
Deal found 9/22![Frontier logo]()
$180
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:36 pm -
Nonstop3h 01m
Mon 10/267:20 am -
Nonstop3h 11m
Deal found 9/19![Frontier logo]()
$150
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.
Wed 10/212:36 pm -
Nonstop3h 01m
Fri 10/303:59 pm -
1 stop16h 11m
Deal found 9/22![Frontier logo]()
$175
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.
Thu 10/224:53 pm -
1 stop23h 13m
Thu 10/293:59 pm -
1 stop25h 25m
Deal found 9/21![Frontier logo]()
$176
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:09 pm -
Nonstop2h 56m
Wed 10/287:23 am -
Nonstop3h 17m
Deal found 9/22![Frontier logo]()
$178
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:40 am -
1 stop5h 46m
Mon 10/265:01 am -
1 stop6h 56m
Deal found 9/20![JetBlue logo]()
$180
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.
Tue 10/275:03 pm -
1 stop7h 56m
Thu 10/293:59 pm -
1 stop25h 25m
Deal found 9/21![Frontier logo]()
$166
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.
Tue 10/279:25 am -
2 stops30h 51m
Tue 11/33:59 pm -
1 stop17h 11m
Deal found 9/23![Frontier logo]()
$169
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:03 pm -
1 stop7h 56m
Fri 10/303:59 pm -
1 stop16h 11m
Deal found 9/18![Frontier logo]()
$151
One-way flights from Orlando to CaribbeanSearch for one-way flight options from Orlando 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 to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
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.
Tue 10/279:25 am -
1 stop15h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$81
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 10/1311:00 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$83
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:00 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$87
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:00 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$89
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$90
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:00 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$91
This iWofly 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:00 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$91
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:25 pm -
1 stop7h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![JetBlue logo]()
$92
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$93
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$94
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.
Thu 10/87:00 am -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$95
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.
Sun 11/86:07 am -
1 stop17h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$96
Find flight deals from Orlando to Caribbean
Keep the following information in mind while searching for Orlando to Caribbean flight deals. Data was last updated September 23, 2026.
Round-trip from | $150 |
|---|---|
One-way from | $81 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $252 |
Good round-trip deal | $194 or less |
Good one-way deal | $115 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando 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 to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoAguadilla
MCO Orlando - BQN Aguadilla Borinquen
MCOBQN
Orlando
Thu 10/8
6:25 pm-2:06 am
1 stop7h 41m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$92
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Sat 10/3
9:09 am-12:01 pm
1 stop2h 52m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$99
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Fri 11/6
9:05 pm-1:00 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$101
OrlandoAguadilla
MCO Orlando - BQN Aguadilla Borinquen
MCOBQN
Orlando
Wed 10/28
6:54 pm-12:37 am
1 stop5h 43m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Mon 10/19
6:25 pm-12:29 am
1 stop6h 04m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Thu 10/22
6:25 pm-12:29 am
1 stop6h 04m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Fri 10/23
6:25 pm-12:29 am
1 stop6h 04m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Fri 10/9
6:25 pm-12:29 am
1 stop6h 04m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
OrlandoAguadilla
MCO Orlando - BQN Aguadilla Borinquen
MCOBQN
Orlando
Fri 10/16
6:25 pm-2:06 am
1 stop7h 41m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$117
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Thu 10/22
10:05 am-1:20 pm
1 stop3h 15m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Orlando to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Orlando with our price prediction graph.
MCO-BQN
MCO-SJU
MCO-NAS
SFB-PUJ
MCO-PSE
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 to Caribbean
ORL-0CB
MCO-BQN
MCO-SJU
MCO-NAS
SFB-PUJ
What is the cheapest month to book a flight from Orlando to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $271). Flying from Orlando to Caribbean in July is currently the most expensive (average of $402). 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 ORL to CB?
Find hourly flight availability from Orlando 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.
It’s typically best to fly out from Orlando to Caribbean in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Orlando to Caribbean
Explore weekly flight availability from Orlando to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 23, 2026.
The most flights from ORL to 0CB are scheduled on a Monday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
How far ahead should I book a flight from Orlando to Caribbean?
Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Orlando to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Caribbean. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Orlando to Caribbean flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 Southwest,JetBlue, andAmerican Airlines from Orlando 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
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Orlando to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Orlando 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 to Caribbean by cabin class
Find flights from Orlando to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Caribbean flights
Browse other Orlando 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 to Caribbean flights
Consider these flights traveling from Orlando to Caribbean.
Top 9 airlines flying from Orlando to Caribbean
Discover the top 9 airlines that operate flights from Orlando 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$138 | Average$337 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$490 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$148 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$159 | Average$380 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$494 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$494 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$245 | Average$566 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$253 | Average$534 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$402 | Average$480 | FlexibilityNo cancel fee | On-time71% |