$102+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Aug 11 — Aug 181
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
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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 July 12, 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 July 12, 2026.
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/611:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/11![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/68:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/10![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/9![Frontier logo]()
$212
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 7/168:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 7/183:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/9![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/811:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Thu 9/1010:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Deal found 7/10![Frontier logo]()
$215
This Super.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/188:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sun 7/193:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/11![Frontier logo]()
$216
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/2111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/112:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/11![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/68:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Thu 8/2012:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/9![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/107:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Sun 9/1310:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Deal found 7/8![Frontier logo]()
$220
This Expedia deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:17 pm
MCO
- BQN
Nonstop2h 53m
Multiple Airlines
Thu 8/135:01 am
BQN
- MCO
1 stop6h 01m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$223
This Cheapflightsfares deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/19:38 am
MCO
- SJU
1 stop14h 45m
Frontier
Fri 8/712:49 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 10/126:33 am
MCO
- SJU
1 stop8h 46m
Frontier
Tue 10/136:31 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 7/11![Frontier logo]()
$242
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 July 12, 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 July 12, 2026.
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/298:40 am
MCO
- SJU
2 stops10h 20m
Southwest
Tue 10/135:50 am
SJU
- MCO
1 stop8h 25m
Southwest
Deal found 7/9![Southwest logo]()
$268
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/226:24 pm
MCO
- BQN
1 stop6h 09m
JetBlue
Mon 8/242:30 pm
BQN
- MCO
1 stop7h 46m
JetBlue
Deal found 7/10![JetBlue logo]()
$292
This CheapOair deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 7/246:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Sun 7/2610:06 am
PSE
- MCO
Nonstop3h 07m
Frontier
Deal found 7/7![Frontier logo]()
$314
This KAYAK deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Mon 10/1212:00 pm
NAS
- MCO
Nonstop1h 30m
Bahamasair
Deal found 7/7![Bahamasair logo]()
$333
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/232:20 pm
MCO
- BQN
1 stop8h 49m
United Airlines
Fri 9/2512:15 am
BQN
- MCO
1 stop9h 06m
United Airlines
Deal found 7/8![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Thu 8/206:15 am
MCO
- NAS
1 stop7h 42m
Delta
Mon 8/243:22 pm
NAS
- MCO
1 stop6h 22m
Delta
Deal found 7/10![Delta logo]()
$384
This Copa Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Mon 10/191:37 pm
MCO
- AUA
1 stop22h 33m
Copa Airlines
Tue 10/273:51 pm
AUA
- MCO
1 stop6h 49m
Copa Airlines
Deal found 7/10![Copa Airlines logo]()
$399
This KAYAK deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am
MCO
- NAS
1 stop3h 12m
American Airlines
Mon 10/1210:27 am
NAS
- MCO
1 stop10h 30m
American Airlines
Deal found 7/7![American Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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.
Wed 9/168:45 am
MCO
- SJU
2 stops10h 15m
Southwest
Wed 9/236:00 am
SJU
- MCO
1 stop8h 45m
Southwest
Deal found 7/11![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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
MCO
- SJU
2 stops10h 05m
Southwest
Sun 9/2710:05 am
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/11![Southwest logo]()
$276
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/176:24 pm
MCO
- PSE
1 stop5h 35m
JetBlue
Fri 8/218:48 am
PSE
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/10![JetBlue logo]()
$315
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/2310:15 am
MCO
- SJU
2 stops12h 30m
Southwest
Sat 8/295:55 am
SJU
- MCO
1 stop7h 30m
Southwest
Deal found 7/7![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/305:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Wed 9/28:48 am
PSE
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/9![JetBlue logo]()
$323
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 9/2112:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Sat 9/265:55 am
SJU
- MCO
2 stops11h 00m
Southwest
Deal found 7/11![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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.
Thu 8/275:30 am
MCO
- NAS
1 stop8h 27m
Delta
Sat 8/296:04 pm
NAS
- MCO
1 stop6h 00m
Delta
Deal found 7/8![Delta logo]()
$384
This JetBlue deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/295:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Wed 9/28:48 am
PSE
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/9![JetBlue logo]()
$323
This Copa Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/204:58 pm
MCO
- PUJ
1 stop23h 07m
Copa Airlines
Thu 8/271:59 pm
PUJ
- MCO
1 stop8h 41m
Copa Airlines
Deal found 7/8![Copa Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/1112:15 pm
MCO
- SJU
2 stops10h 50m
Southwest
Sun 9/135:30 am
SJU
- MCO
1 stop9h 10m
Southwest
Deal found 7/9![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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.
Thu 8/206:15 am
MCO
- NAS
1 stop7h 42m
Delta
Sun 8/233:22 pm
NAS
- MCO
1 stop6h 22m
Delta
Deal found 7/9![Delta logo]()
$384
This JetBlue deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/25:45 am
MCO
- PSE
Nonstop2h 58m
JetBlue
Tue 8/45:01 am
PSE
- MCO
1 stop6h 07m
JetBlue
Deal found 7/11![JetBlue logo]()
$335
This Copa Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/274:58 pm
MCO
- PUJ
1 stop23h 07m
Copa Airlines
Sun 8/305:37 am
PUJ
- MCO
1 stop16h 48m
Copa Airlines
Deal found 7/7![Copa Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/2412:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Mon 9/286:00 am
SJU
- MCO
2 stops11h 50m
Southwest
Deal found 7/8![Southwest logo]()
$280
This Bahamasair deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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.
Sun 8/237:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Sun 8/3012:00 pm
NAS
- MCO
Nonstop1h 30m
Bahamasair
Deal found 7/9![Bahamasair logo]()
$468
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 10/137:22 am
MCO
- SDQ
1 stop15h 24m
United Airlines
Tue 11/176:00 am
SDQ
- MCO
1 stop9h 49m
United Airlines
Deal found 7/10![United Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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.
Fri 8/142:40 pm
MCO
- PUJ
1 stop11h 32m
Copa Airlines
Sun 8/305:37 am
PUJ
- MCO
1 stop16h 48m
Copa Airlines
Deal found 7/9![Copa Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/2012:45 pm
MCO
- SJU
1 stop10h 05m
Southwest
Sat 8/2910:25 am
SJU
- MCO
2 stops9h 20m
Southwest
Deal found 7/8![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/286:24 pm
MCO
- PSE
1 stop5h 35m
JetBlue
Mon 8/315:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Deal found 7/11![JetBlue logo]()
$339
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Sat 11/145:30 am
MCO
- MBJ
1 stop11h 05m
Delta
Sun 11/156:00 pm
MBJ
- MCO
1 stop6h 56m
Delta
Deal found 7/7![Delta logo]()
$422
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Sun 10/116:00 am
MCO
- SDQ
1 stop8h 10m
United Airlines
Mon 11/166:00 am
SDQ
- MCO
1 stop13h 10m
United Airlines
Deal found 7/10![United Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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.
Wed 10/142:38 pm
MCO
- AUA
1 stop7h 21m
Copa Airlines
Sun 10/187:09 am
AUA
- MCO
1 stop7h 04m
Copa Airlines
Deal found 7/8![Copa Airlines logo]()
$409
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated July 12, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 7/168:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 7/183:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/9![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/168:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Fri 7/173:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/11![Frontier logo]()
$226
This Super.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/188:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sun 7/193:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/11![Frontier logo]()
$216
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/2111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/112:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/11![Frontier logo]()
$218
This Priceline deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/245:01 am
MCO
- SJU
Nonstop2h 56m
Multiple Airlines
Mon 7/279:39 pm
SJU
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$242
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 7/311:44 pm
MCO
- SJU
Nonstop3h 05m
Frontier
Tue 8/48:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 7/11![Frontier logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/19:38 am
MCO
- SJU
1 stop14h 45m
Frontier
Fri 8/712:49 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/611:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/11![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/68:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/10![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/68:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Thu 8/2012:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/9![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/9![Frontier logo]()
$212
This Expedia deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:17 pm
MCO
- BQN
Nonstop2h 53m
Multiple Airlines
Thu 8/135:01 am
BQN
- MCO
1 stop6h 01m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$223
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 July 12, 2026.
Search for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
This Frontier deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/11![Frontier logo]()
$102
This Trip.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/7![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/48:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Deal found 7/9![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/307:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/10![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/1511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/8![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 7/2011:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/9![Frontier logo]()
$109
This American Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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.
Sat 9/268:25 pm
MCO
- NAS
1 stop13h 17m
American Airlines
Deal found 7/11![American Airlines logo]()
$110
This Priceline deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/312:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Deal found 7/8![Bahamasair logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/92:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Deal found 7/9![Bahamasair logo]()
$115
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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.
Wed 9/231:00 pm
MCO
- NAS
1 stop4h 55m
American Airlines
Deal found 7/9![American Airlines logo]()
$116
This Super.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/168:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Deal found 7/10![Frontier logo]()
$117
This eDestinos deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/2811:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/10![Frontier logo]()
$122
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 July 12, 2026.
Round-trip from | $209 (Frontier) |
|---|---|
One-way from | $102 (Frontier) |
Popular in | December |
Cheapest in | February |
Average price | $315 |
Good round-trip deal | $267 or less |
Good one-way deal | $125 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 July 12, 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
Tue 9/29
8:40 am-7:00 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Tue 10/13
5:50 am-2:15 pm
1 stop8h 25m
$268
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Wed 9/16
8:45 am-7:00 pm
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Wed 9/23
6:00 am-2:45 pm
1 stop8h 45m
$268
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 9/25
12:45 pm-10:50 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Sun 9/27
10:05 am-1:05 pm
Nonstop3h 00m
$276
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sun 8/23
10:15 am-10:45 pm
2 stops12h 30m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:55 am-1:25 pm
1 stop7h 30m
$280
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Mon 9/21
12:45 pm-10:50 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Sat 9/26
5:55 am-4:55 pm
2 stops11h 00m
$280
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 9/11
12:15 pm-11:05 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Sun 9/13
5:30 am-2:40 pm
1 stop9h 10m
$280
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 9/24
12:45 pm-10:50 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Mon 9/28
6:00 am-5:50 pm
2 stops11h 50m
$280
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 8/20
12:45 pm-10:50 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Sat 8/29
10:25 am-7:45 pm
2 stops9h 20m
$280
OrlandoAguadilla
MCO - BQN
MCOBQN
Orlando
Sat 8/22
6:24 pm-12:33 am
1 stop6h 09m
Aguadilla Borinquen
Mon 8/24
2:30 pm-10:16 pm
1 stop7h 46m
$292
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 7/24
6:40 am-9:41 am
Nonstop3h 01m
Ponce Mercedita
Sun 7/26
10:06 am-1:13 pm
Nonstop3h 07m
$314
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-PSE
MCO-NAS
MCO-AUA
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-PSE
MCO-NAS
What is the cheapest month to book a flight from Orlando to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Orlando to Caribbean (average of $274). Flying from Orlando to Caribbean in June is currently the most expensive (average of $407). 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 July 12, 2026.
It’s typically best to fly out from Orlando to Caribbean in the afternoon. Doing so could potentially save you 17% 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 July 12, 2026.
The most flights from ORL to 0CB are scheduled on a Friday (36 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (8 on average).
How far ahead should I book a flight from Orlando to Caribbean?
Booking 29 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 July 11, 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 July 12, 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.
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
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.
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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 July 12, 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 July 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$419 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$339 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$128 | Average$340 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$461 | 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$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$482 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$533 | FlexibilityNo cancel fee | On-time63% |