$56+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Dec 5 — Dec 121
Round-trip
1 adult, Economy
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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
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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 November 5, 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 November 5, 2026.
This CheapOair deal was found by Cheapflights users on 11/1. 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 12/1111:08 pm -
Nonstop2h 44m
Sat 12/123:47 am -
Nonstop3h 03m
Deal found 11/1![Frontier logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
Nonstop2h 52m
Sat 11/712:22 pm -
Nonstop3h 04m
Deal found 11/1![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/67:40 am -
Nonstop2h 52m
Mon 11/912:37 pm -
Nonstop3h 04m
Deal found 10/30![Frontier logo]()
$170
This Super.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/187:25 am -
Nonstop2h 52m
Tue 12/13:47 am -
Nonstop2h 55m
Deal found 11/2![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Wed 12/95:01 am -
1 stop9h 46m
Deal found 11/1![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Mon 12/72:24 pm -
1 stop24h 23m
Deal found 11/1![Frontier logo]()
$172
This Super.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/211:08 pm -
Nonstop2h 37m
Tue 12/83:47 am -
Nonstop3h 03m
Deal found 11/4![Frontier logo]()
$173
This Mytrip deal was found by Cheapflights users on 11/2. 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 11/137:40 am -
Nonstop2h 52m
Thu 11/193:47 am -
Nonstop2h 55m
Deal found 11/2![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Tue 12/155:01 am -
1 stop16h 52m
Deal found 11/1![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 11/1. 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.
Tue 12/111:08 pm -
Nonstop2h 37m
Thu 12/33:09 pm -
Nonstop3h 05m
Deal found 11/1![Frontier logo]()
$175
This deal was found by Cheapflights users on 11/2. 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.
Thu 11/1911:00 pm -
Nonstop2h 46m
Thu 12/33:43 am -
Nonstop3h 06m
Deal found 11/2![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:08 pm -
Nonstop2h 37m
Mon 12/73:47 am -
Nonstop3h 03m
Deal found 11/1![Frontier logo]()
$176
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 November 5, 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 November 5, 2026.
This JetBlue deal was found by Cheapflights users on 11/1. 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 12/412:46 pm -
Nonstop2h 45m
Sun 12/66:01 am -
1 stop6h 15m
Deal found 11/1![JetBlue logo]()
$221
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
Nonstop2h 47m
Mon 11/1610:54 am -
Nonstop3h 11m
Deal found 10/30![Frontier logo]()
$273
This eDestinos deal was found by Cheapflights users on 10/31. 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 1/1212:55 pm -
Nonstop2h 45m
Tue 3/99:25 am -
Nonstop3h 00m
Deal found 10/31![Arajet logo]()
$319
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:45 pm -
Nonstop1h 30m
Fri 12/185:00 pm -
Nonstop1h 30m
Deal found 10/30![Bahamasair logo]()
$380
This Southwest deal was found by Cheapflights users on 11/3. 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.
Tue 1/1211:20 am -
2 stops9h 35m
Tue 1/197:25 am -
2 stops12h 30m
Deal found 11/3![Southwest logo]()
$408
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:45 am -
1 stop8h 12m
Tue 11/246:12 pm -
1 stop13h 28m
Deal found 11/4![Delta logo]()
$471
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/186:00 am -
1 stop8h 06m
Mon 11/236:00 am -
1 stop15h 17m
Deal found 11/4![United Airlines logo]()
$480
This JetBlue deal was found by Cheapflights users on 10/31. 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.
Sat 11/76:54 pm -
1 stop6h 09m
Sat 11/149:39 pm -
Nonstop3h 05m
Deal found 10/31![JetBlue logo]()
$268
This Priceline deal was found by Cheapflights users on 11/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:55 pm -
Nonstop2h 11m
Sun 12/62:22 pm -
1 stop9h 05m
Deal found 11/4![Multiple Airlines logo]()
$540
This Copa Airlines deal was found by Cheapflights users on 11/4. 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 11/4![Copa Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/85:46 pm -
2 stops18h 36m
Mon 1/257:18 am -
2 stops17h 23m
Deal found 11/4![American Airlines logo]()
$551
This Arajet deal was found by Cheapflights users on 11/1. 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 1/224:50 pm -
Nonstop2h 45m
Tue 1/269:25 am -
Nonstop3h 00m
Deal found 11/1![Arajet logo]()
$321
This JetBlue deal was found by Cheapflights users on 11/4. 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 12/28:00 pm -
Nonstop2h 47m
Wed 1/274:53 pm -
Nonstop3h 07m
Deal found 11/4![JetBlue logo]()
$293
This JetBlue deal was found by Cheapflights users on 10/31. 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 12/26:50 pm -
1 stop6h 14m
Wed 12/96:01 am -
1 stop6h 15m
Deal found 10/31![JetBlue logo]()
$302
This Arajet deal was found by Cheapflights users on 11/1. 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 1/1912:55 pm -
Nonstop2h 45m
Sat 1/239:25 am -
Nonstop3h 00m
Deal found 11/1![Arajet logo]()
$333
This JetBlue deal was found by Cheapflights users on 11/4. 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 11/2512:00 pm -
Nonstop2h 55m
Mon 11/305:00 pm -
Nonstop3h 15m
Deal found 11/4![JetBlue logo]()
$303
This Southwest deal was found by Cheapflights users on 11/2. 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 1/2910:55 am -
Nonstop3h 00m
Fri 2/53:45 pm -
1 stop9h 55m
Deal found 11/2![Southwest logo]()
$412
This Arajet deal was found by Cheapflights users on 11/1. 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 1/1912:55 pm -
Nonstop2h 45m
Sun 1/2411:35 am -
Nonstop3h 00m
Deal found 11/1![Arajet logo]()
$345
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Mon 11/236:15 pm -
1 stop5h 44m
Thu 11/266:01 am -
Nonstop3h 12m
Deal found 11/2![JetBlue logo]()
$303
This Arajet deal was found by Cheapflights users on 11/1. 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 1/1912:55 pm -
Nonstop2h 45m
Tue 1/269:25 am -
Nonstop3h 00m
Deal found 11/1![Arajet logo]()
$345
This Southwest deal was found by Cheapflights users on 11/3. 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.
Sun 11/82:25 pm -
2 stops9h 45m
Tue 11/106:10 am -
2 stops8h 50m
Deal found 11/3![Southwest logo]()
$418
This Delta deal was found by Cheapflights users on 11/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:45 am -
1 stop9h 12m
Sun 12/203:40 pm -
1 stop7h 00m
Deal found 11/1![Delta logo]()
$475
This JetBlue deal was found by Cheapflights users on 11/1. 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.
Mon 11/236:15 pm -
1 stop5h 44m
Fri 11/275:00 pm -
Nonstop3h 15m
Deal found 11/1![JetBlue logo]()
$303
This Arajet deal was found by Cheapflights users on 11/1. 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 1/243:05 pm -
Nonstop2h 45m
Tue 1/269:25 am -
Nonstop3h 00m
Deal found 11/1![Arajet logo]()
$345
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/116:00 am -
1 stop8h 06m
Mon 11/166:00 am -
1 stop16h 58m
Deal found 11/4![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 11/1. 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.
Mon 1/1110:00 am -
2 stops10h 55m
Sat 1/167:05 am -
2 stops13h 20m
Deal found 11/1![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 10/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/179:15 am -
1 stop6h 10m
Wed 2/244:50 pm -
1 stop15h 50m
Deal found 10/31![Delta logo]()
$508
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Sat 11/216:15 pm -
1 stop5h 44m
Mon 11/305:00 pm -
Nonstop3h 15m
Deal found 11/2![JetBlue logo]()
$318
This Arajet deal was found by Cheapflights users on 10/31. 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 -
Nonstop2h 45m
Sun 12/1311:35 am -
Nonstop3h 00m
Deal found 10/31![Arajet logo]()
$351
This Southwest deal was found by Cheapflights users on 11/3. 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 1/810:00 am -
2 stops10h 55m
Tue 1/127:25 am -
2 stops12h 45m
Deal found 11/3![Southwest logo]()
$449
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated November 5, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
Nonstop2h 52m
Sat 11/712:22 pm -
Nonstop3h 04m
Deal found 11/1![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/67:40 am -
Nonstop2h 52m
Mon 11/912:37 pm -
Nonstop3h 04m
Deal found 10/30![Frontier logo]()
$170
This Mytrip deal was found by Cheapflights users on 11/2. 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 11/137:40 am -
Nonstop2h 52m
Thu 11/193:47 am -
Nonstop2h 55m
Deal found 11/2![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/187:25 am -
Nonstop2h 52m
Tue 12/13:47 am -
Nonstop2h 55m
Deal found 11/2![Frontier logo]()
$171
This deal was found by Cheapflights users on 11/2. 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.
Thu 11/1911:00 pm -
Nonstop2h 46m
Thu 12/33:43 am -
Nonstop3h 06m
Deal found 11/2![Frontier logo]()
$175
This Super.com deal was found by Cheapflights users on 11/1. 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.
Tue 12/111:08 pm -
Nonstop2h 37m
Thu 12/33:09 pm -
Nonstop3h 05m
Deal found 11/1![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:08 pm -
Nonstop2h 37m
Mon 12/73:47 am -
Nonstop3h 03m
Deal found 11/1![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/211:08 pm -
Nonstop2h 37m
Tue 12/83:47 am -
Nonstop3h 03m
Deal found 11/4![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Wed 12/95:01 am -
1 stop9h 46m
Deal found 11/1![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Mon 12/72:24 pm -
1 stop24h 23m
Deal found 11/1![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/34:12 pm -
1 stop20h 29m
Tue 12/155:01 am -
1 stop16h 52m
Deal found 11/1![Frontier logo]()
$174
This CheapOair deal was found by Cheapflights users on 11/1. 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 12/1111:08 pm -
Nonstop2h 44m
Sat 12/123:47 am -
Nonstop3h 03m
Deal found 11/1![Frontier logo]()
$166
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 November 5, 2026.
Search for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 5, 2026.
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Wed 2/311:10 am -
1 stop26h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![WestJet logo]()
$56
This Trip.com deal was found by Cheapflights users on 11/3. 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.
Mon 11/3011:10 am -
1 stop26h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![WestJet logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/211:08 pm -
Nonstop2h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$89
This CheapOair deal was found by Cheapflights users on 11/3. 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.
Mon 11/96:00 am -
Nonstop2h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 11/1. 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 11/2011:10 pm -
Nonstop2h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$90
This CheapOair deal was found by Cheapflights users on 11/3. 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.
Sun 11/157:00 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/61:01 pm -
1 stop24h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 11/3. 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.
Mon 11/166:00 am -
Nonstop2h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 11/3. 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.
Sat 12/1211:08 pm -
Nonstop2h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 1/106:30 am -
1 stop18h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:00 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/164:16 pm -
1 stop21h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$97
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 November 5, 2026.
Round-trip from | $166 (CheapOair) |
|---|---|
One-way from | $56 (Trip.com) |
Popular in | December |
Cheapest in | February |
Average price | $253 |
Good round-trip deal | $196 or less |
Good one-way deal | $114 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 November 5, 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
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Sun 11/22
10:36 am-2:34 pm
Nonstop2h 58m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Tue 11/17
6:00 am-4:55 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
OrlandoAguadilla
MCO Orlando - BQN Aguadilla Borinquen
MCOBQN
Orlando
Tue 12/8
6:50 pm-1:55 am
1 stop6h 05m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Sat 2/6
10:00 am-1:50 pm
1 stop3h 50m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Fri 2/5
10:00 am-5:24 pm
1 stop7h 24m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Wed 1/6
10:00 am-5:24 pm
1 stop7h 24m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$126
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Thu 1/14
10:00 am-1:50 pm
1 stop3h 50m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
OrlandoAguadilla
MCO Orlando - BQN Aguadilla Borinquen
MCOBQN
Orlando
Fri 11/20
5:25 pm-1:37 am
1 stop7h 12m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Sun 11/29
7:45 am-1:50 pm
1 stop6h 05m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
OrlandoPunta Cana
SFB Orlando Sanford Intl - PUJ Punta Cana
SFBPUJ
Orlando Sanford Intl
Tue 4/27
1:55 pm-4:40 pm
Nonstop2h 45m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$146
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-PSE
SFB-PUJ
MCO-NAS
MCO-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 to Caribbean
ORL-0CB
MCO-BQN
MCO-PSE
SFB-PUJ
MCO-NAS
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 $275). Flying from Orlando to Caribbean in December is currently the most expensive (average of $408). 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 November 5, 2026.
It’s typically best to fly out from Orlando to Caribbean in the evening. Doing so could potentially save you 13% 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 November 5, 2026.
The most flights from ORL to 0CB are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How often are flights from Orlando to Caribbean delayed?
About 20% of weekly flights between Orlando and Caribbean have experienced delays in the past year, with the average delay time being 134 minutes.
What is the most punctual flight time for Orlando to Caribbean flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Orlando to Caribbean flights?
Over the last year, JetBlue have had the lowest number of delays on this route, with just 18% of flights being delayed.
How far ahead should I book a flight from Orlando to Caribbean?
Booking 21 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 October 31, 2026.
Travelers seeking maximum savings on their Orlando to Caribbean flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons 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 November 5, 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.
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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.
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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 November 5, 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 November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$497 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$144 | Average$339 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$482 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$181 | Average$411 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$205 | Average$320 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$242 | Average$346 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$244 | Average$511 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$563 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$402 | Average$475 | FlexibilityNo cancel fee | On-time71% |