$98+ Cheap flights from Orlando (ORL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Sep 4 — Sep 111
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
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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 August 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 August 5, 2026.
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 8/1911:17 pm -
Nonstop2h 53m
Sun 8/233:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:17 pm -
Nonstop2h 53m
Tue 8/253:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 8/1911:17 pm -
Nonstop2h 53m
Thu 8/273:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 8/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:17 pm -
Nonstop2h 58m
Mon 8/2412:11 pm -
Nonstop3h 14m
Deal found 8/3![Frontier logo]()
$190
This Super.com deal was found by Cheapflights users on 8/3. 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 8/178:42 am -
Nonstop3h 01m
Wed 8/196:09 pm -
Nonstop3h 12m
Deal found 8/3![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:35 pm -
Nonstop3h 08m
Fri 8/73:10 am -
Nonstop3h 00m
Deal found 8/4![Frontier logo]()
$192
This Travelocity deal was found by Cheapflights users on 8/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:17 pm -
Nonstop2h 53m
Mon 9/73:05 am -
Nonstop2h 51m
Deal found 8/3![Frontier logo]()
$193
This Super.com deal was found by Cheapflights users on 8/3. 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.
Fri 9/411:17 pm -
Nonstop2h 58m
Sun 9/63:10 am -
Nonstop3h 00m
Deal found 8/3![Frontier logo]()
$193
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:19 am -
Nonstop2h 54m
Sat 10/1010:52 am -
Nonstop3h 00m
Deal found 7/31![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:01 am -
Nonstop2h 56m
Tue 8/256:09 pm -
Nonstop3h 12m
Deal found 7/31![Frontier logo]()
$194
This Super.com deal was found by Cheapflights users on 8/1. 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 8/2811:17 pm -
Nonstop2h 53m
Sat 8/293:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:17 pm -
Nonstop2h 58m
Wed 8/2612:11 pm -
Nonstop3h 14m
Deal found 7/31![Frontier logo]()
$195
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 August 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 August 5, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:15 pm -
2 stops10h 40m
Mon 9/148:55 pm -
Nonstop3h 00m
Deal found 7/31![Southwest logo]()
$256
This JetBlue deal was found by Cheapflights users on 8/4. 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.
Thu 8/2012:04 pm -
Nonstop3h 00m
Mon 8/244:59 pm -
Nonstop3h 10m
Deal found 8/4![JetBlue logo]()
$271
This Bahamasair deal was found by Cheapflights users on 8/2. 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 Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:55 pm -
Nonstop1h 30m
Sun 12/1312:00 pm -
Nonstop1h 40m
Deal found 8/2![Bahamasair logo]()
$333
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Sun 10/258:55 am -
1 stop6h 00m
Wed 10/283:46 pm -
1 stop5h 11m
Deal found 8/4![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 8/4. 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 10/205:30 am -
1 stop8h 24m
Sat 10/244:53 pm -
1 stop7h 30m
Deal found 8/4![Delta logo]()
$337
This Copa Airlines deal was found by Cheapflights users on 8/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:37 pm -
1 stop8h 21m
Tue 9/812:15 pm -
1 stop10h 25m
Deal found 8/1![Copa Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:20 pm -
1 stop8h 49m
Sun 9/1312:15 am -
1 stop9h 06m
Deal found 7/31![United Airlines logo]()
$400
This Avianca deal was found by Cheapflights users on 8/1. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:50 pm -
1 stop20h 35m
Fri 11/65:45 pm -
1 stop19h 25m
Deal found 8/1![Avianca logo]()
$455
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:10 am -
2 stops10h 55m
Fri 9/185:30 am -
2 stops10h 50m
Deal found 7/31![Southwest logo]()
$256
This JetBlue deal was found by Cheapflights users on 7/31. 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 8/155:01 am -
Nonstop2h 57m
Wed 8/198:48 am -
Nonstop3h 03m
Deal found 7/31![JetBlue logo]()
$273
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:45 pm -
2 stops10h 10m
Tue 9/226:00 am -
2 stops12h 05m
Deal found 7/31![Southwest logo]()
$267
This JetBlue deal was found by Cheapflights users on 7/31. 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.
Mon 11/26:45 pm -
1 stop5h 14m
Mon 11/910:30 am -
Nonstop3h 12m
Deal found 7/31![JetBlue logo]()
$278
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:45 pm -
2 stops10h 10m
Thu 10/291:05 pm -
1 stop6h 05m
Deal found 7/31![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/4. 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.
Wed 9/25:30 am -
1 stop8h 27m
Sat 9/51:16 pm -
1 stop10h 48m
Deal found 8/4![Delta logo]()
$337
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:24 pm -
1 stop5h 35m
Mon 8/245:01 am -
1 stop6h 01m
Deal found 7/31![JetBlue logo]()
$280
This Priceline deal was found by Cheapflights users on 8/4. 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 9/32:45 pm -
Nonstop1h 30m
Sun 9/612:00 pm -
Nonstop1h 30m
Deal found 8/4![Bahamasair logo]()
$341
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:45 am -
1 stop9h 15m
Mon 10/128:50 pm -
Nonstop3h 00m
Deal found 8/4![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 8/1. 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.
Wed 8/267:00 am -
1 stop6h 57m
Fri 8/283:22 pm -
1 stop9h 42m
Deal found 8/1![Delta logo]()
$352
This Copa Airlines deal was found by Cheapflights users on 8/3. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:55 pm -
1 stop24h 42m
Thu 9/177:10 am -
1 stop15h 15m
Deal found 8/3![Copa Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 8/2. 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 11/132:50 pm -
2 stops9h 15m
Sun 11/159:35 pm -
Nonstop3h 10m
Deal found 8/2![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 7/31. 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.
Tue 9/227:00 am -
1 stop6h 53m
Wed 9/233:18 pm -
1 stop9h 04m
Deal found 7/31![Delta logo]()
$358
This Copa Airlines deal was found by Cheapflights users on 8/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:23 pm -
1 stop6h 35m
Sat 9/512:15 pm -
1 stop10h 10m
Deal found 8/2![Copa Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 8/3. 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.
Mon 9/2111:00 am -
2 stops12h 10m
Sun 9/276:00 am -
2 stops12h 15m
Deal found 8/3![Southwest logo]()
$278
This Avianca deal was found by Cheapflights users on 8/3. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:40 pm -
1 stop12h 10m
Tue 8/2512:45 pm -
1 stop8h 35m
Deal found 8/3![Avianca logo]()
$456
This JetBlue deal was found by Cheapflights users on 8/4. 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.
Sun 11/15:45 am -
Nonstop2h 52m
Sat 11/1410:30 am -
Nonstop3h 12m
Deal found 8/4![JetBlue logo]()
$353
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/198:45 am -
1 stop4h 45m
Sat 1/232:55 pm -
1 stop5h 41m
Deal found 8/2![Delta logo]()
$363
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
2 stops8h 15m
Wed 9/303:15 pm -
2 stops19h 02m
Deal found 7/31![American Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sun 8/232:25 pm -
2 stops9h 25m
Wed 8/266:00 am -
1 stop8h 45m
Deal found 8/1![Southwest logo]()
$278
This Copa Airlines deal was found by Cheapflights users on 8/4. 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.
Sun 9/132:38 pm -
1 stop7h 20m
Sun 9/207:10 am -
1 stop15h 15m
Deal found 8/4![Copa Airlines logo]()
$422
This JetBlue deal was found by Cheapflights users on 8/1. 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.
Thu 10/88:30 am -
1 stop7h 24m
Thu 10/154:54 pm -
1 stop5h 02m
Deal found 8/1![JetBlue logo]()
$354
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated August 5, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:35 pm -
Nonstop3h 08m
Fri 8/73:10 am -
Nonstop3h 00m
Deal found 8/4![Frontier logo]()
$192
This Super.com deal was found by Cheapflights users on 8/3. 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 8/178:42 am -
Nonstop3h 01m
Fri 8/2812:11 pm -
Nonstop3h 14m
Deal found 8/3![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:01 am -
Nonstop2h 56m
Tue 8/256:09 pm -
Nonstop3h 12m
Deal found 7/31![Frontier logo]()
$194
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 8/1911:17 pm -
Nonstop2h 53m
Sun 8/233:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:17 pm -
Nonstop2h 53m
Tue 8/253:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 8/1. 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.
Wed 8/1911:17 pm -
Nonstop2h 53m
Thu 8/273:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 8/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:17 pm -
Nonstop2h 58m
Mon 8/2412:11 pm -
Nonstop3h 14m
Deal found 8/3![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:17 pm -
Nonstop2h 58m
Wed 8/2612:11 pm -
Nonstop3h 14m
Deal found 7/31![Frontier logo]()
$195
This Super.com deal was found by Cheapflights users on 8/1. 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 8/2811:17 pm -
Nonstop2h 53m
Sat 8/293:10 am -
Nonstop2h 51m
Deal found 8/1![Frontier logo]()
$195
This Super.com deal was found by Cheapflights users on 8/3. 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.
Fri 9/411:17 pm -
Nonstop2h 58m
Sun 9/63:10 am -
Nonstop3h 00m
Deal found 8/3![Frontier logo]()
$193
This Travelocity deal was found by Cheapflights users on 8/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:17 pm -
Nonstop2h 53m
Mon 9/73:05 am -
Nonstop2h 51m
Deal found 8/3![Frontier logo]()
$193
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:19 am -
Nonstop2h 54m
Thu 9/2411:08 am -
Nonstop2h 56m
Deal found 7/31![Frontier logo]()
$194
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 August 5, 2026.
Search for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Super.com deal was found by Cheapflights users on 8/3. 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.
Sun 8/301:44 pm -
Nonstop3h 05m
Deal found 8/3![Frontier logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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 8/2011:17 pm -
Nonstop2h 58m
Deal found 8/5![Frontier logo]()
$99
This Mytrip deal was found by Cheapflights users on 8/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:00 pm -
Nonstop2h 49m
Deal found 8/3![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:17 pm -
Nonstop2h 58m
Deal found 7/31![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 9/276:35 am -
Nonstop3h 00m
Deal found 7/31![Frontier logo]()
$101
This Booking.com deal was found by Cheapflights users on 8/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:17 pm -
Nonstop2h 58m
Deal found 8/2![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 8/2. 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.
Thu 9/36:24 pm -
1 stop4h 56m
Deal found 8/2![JetBlue logo]()
$103
This Super.com deal was found by Cheapflights users on 8/4. 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.
Sun 10/1111:00 pm -
Nonstop2h 53m
Deal found 8/4![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:17 pm -
Nonstop2h 53m
Deal found 7/31![Frontier logo]()
$107
This eDestinos deal was found by Cheapflights users on 8/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:04 am -
1 stop15h 55m
Deal found 8/2![Frontier logo]()
$107
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:25 pm -
1 stop14h 35m
Deal found 7/31![American Airlines logo]()
$108
This Frontier deal was found by Cheapflights users on 8/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
Nonstop2h 57m
Deal found 8/5![Frontier logo]()
$109
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 August 5, 2026.
Round-trip from | $185 (Super.com) |
|---|---|
One-way from | $98 (Super.com) |
Popular in | December |
Cheapest in | February |
Average price | $275 |
Good round-trip deal | $221 or less |
Good one-way deal | $126 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 2,558,603 searches. Data last updated August 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
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 9/10
12:15 pm-10:55 pm
2 stops10h 40m
San Juan Luis Munoz Marin Intl
Mon 9/14
8:55 pm-11:55 pm
Nonstop3h 00m
$256
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Tue 9/15
11:10 am-10:05 pm
2 stops10h 55m
San Juan Luis Munoz Marin Intl
Fri 9/18
5:30 am-4:20 pm
2 stops10h 50m
$256
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 9/17
12:45 pm-10:55 pm
2 stops10h 10m
San Juan Luis Munoz Marin Intl
Tue 9/22
6:00 am-6:05 pm
2 stops12h 05m
$267
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 9/25
12:45 pm-10:55 pm
2 stops10h 10m
San Juan Luis Munoz Marin Intl
Thu 10/29
1:05 pm-7:10 pm
1 stop6h 05m
$267
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 8/20
12:04 pm-3:04 pm
Nonstop3h 00m
San Juan Luis Munoz Marin Intl
Mon 8/24
4:59 pm-8:09 pm
Nonstop3h 10m
$271
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sat 8/15
5:01 am-7:58 am
Nonstop2h 57m
Ponce Mercedita
Wed 8/19
8:48 am-11:51 am
Nonstop3h 03m
$273
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 10/9
10:45 am-8:00 pm
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Mon 10/12
8:50 pm-11:50 pm
Nonstop3h 00m
$274
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 11/13
2:50 pm-1:05 am
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Sun 11/15
9:35 pm-11:45 pm
Nonstop3h 10m
$274
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Mon 11/2
6:45 pm-12:59 am
1 stop5h 14m
Ponce Mercedita
Mon 11/9
10:30 am-12:42 pm
Nonstop3h 12m
$278
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Mon 9/21
11:00 am-11:10 pm
2 stops12h 10m
San Juan Luis Munoz Marin Intl
Sun 9/27
6:00 am-6:15 pm
2 stops12h 15m
$278
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
MCO-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
MCO-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 $398). 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 August 5, 2026.
It’s typically best to fly out from Orlando to Caribbean in the afternoon. Doing so could potentially save you 19% 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 August 5, 2026.
The most flights from ORL to 0CB are scheduled on a Tuesday (29 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 on average).
How far ahead should I book a flight from Orlando to Caribbean?
Booking 11 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 August 1, 2026.
Travelers seeking maximum savings on their Orlando to Caribbean flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon 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 August 5, 2026.
Peruse reviews from past customers who have flown with Southwest,American Airlines, andJetBlue 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.
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
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
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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 August 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 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$340 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$134 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$475 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$159 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$410 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$205 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$488 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$540 | FlexibilityNo cancel fee | On-time63% |