$85+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — SJU
Jul 24 — Jul 311
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 June 24, 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 June 24, 2026.
This Super.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:59 pm
MCO
- SJU
1 stop9h 45m
Frontier
Sun 8/169:02 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 6/19![Frontier logo]()
$231
This Orbitz deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:55 am
MCO
- SJU
1 stop8h 24m
Frontier
Mon 9/216:42 pm
SJU
- MCO
Nonstop3h 10m
Frontier
Deal found 6/20![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:24 pm
MCO
- SJU
2 stops31h 17m
Frontier
Sun 8/1611:50 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 6/21![Frontier logo]()
$233
This eDestinos deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/1411:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Tue 7/216:44 am
SJU
- MCO
1 stop14h 10m
Frontier
Deal found 6/24![Frontier logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:05 am
MCO
- SJU
Nonstop3h 01m
Frontier
Mon 8/245:25 pm
SJU
- MCO
1 stop13h 15m
Frontier
Deal found 6/23![Frontier logo]()
$235
This Super.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:59 pm
MCO
- SJU
1 stop9h 45m
Frontier
Tue 8/118:37 pm
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 6/23![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$238
This Frontier deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:45 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Fri 8/286:44 am
SJU
- MCO
1 stop13h 32m
Frontier
Deal found 6/19![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/812:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 6/21![Frontier logo]()
$239
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:45 pm
MCO
- SJU
Nonstop3h 07m
Frontier
Sun 9/63:10 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 6/23![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Thu 8/63:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$240
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 June 24, 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 June 24, 2026.
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Thu 8/208:48 am
PSE
- MCO
Nonstop3h 03m
JetBlue
Deal found 6/21![JetBlue logo]()
$283
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:30 am
MCO
- STT
1 stop5h 23m
American Airlines
Mon 8/311:49 pm
STT
- MCO
1 stop10h 39m
American Airlines
Deal found 6/19![American Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:30 am
MCO
- STT
1 stop8h 12m
Delta
Wed 9/232:52 pm
STT
- MCO
1 stop9h 31m
Delta
Deal found 6/20![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:10 pm
MCO
- SJU
2 stops9h 55m
Southwest
Mon 8/245:30 am
SJU
- MCO
1 stop7h 40m
Southwest
Deal found 6/21![Southwest logo]()
$358
This Copa Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 stop21h 07m
Copa Airlines
Sun 8/235:37 am
PUJ
- MCO
1 stop17h 03m
Copa Airlines
Deal found 6/24![Copa Airlines logo]()
$390
This Bahamasair deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/32:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Mon 8/1012:00 pm
NAS
- MCO
Nonstop1h 30m
Bahamasair
Deal found 6/19![Bahamasair logo]()
$495
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:37 pm
MCO
- BQN
1 stop8h 32m
United Airlines
Mon 8/1012:15 am
BQN
- MCO
2 stops10h 54m
United Airlines
Deal found 6/19![United Airlines logo]()
$600
This JetBlue deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:05 pm
MCO
- BQN
Nonstop2h 58m
JetBlue
Wed 8/195:01 am
BQN
- MCO
1 stop7h 06m
JetBlue
Deal found 6/20![JetBlue logo]()
$304
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:05 am
MCO
- SJU
1 stop7h 33m
Delta
Thu 8/275:49 pm
SJU
- MCO
1 stop7h 15m
Delta
Deal found 6/19![Delta logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:25 pm
MCO
- PSE
1 stop5h 34m
JetBlue
Tue 7/285:01 am
PSE
- MCO
1 stop6h 07m
JetBlue
Deal found 6/19![JetBlue logo]()
$306
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:55 am
MCO
- SJU
2 stops10h 05m
Southwest
Thu 8/135:30 am
SJU
- MCO
2 stops12h 20m
Southwest
Deal found 6/23![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:00 am
MCO
- SJU
1 stop9h 38m
Delta
Fri 8/2812:56 pm
SJU
- MCO
1 stop11h 08m
Delta
Deal found 6/19![Delta logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:24 pm
MCO
- PSE
1 stop5h 35m
JetBlue
Wed 9/309:30 am
PSE
- MCO
Nonstop3h 05m
JetBlue
Deal found 6/23![JetBlue logo]()
$315
This Copa Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop17h 46m
Copa Airlines
Sun 8/305:37 am
PUJ
- MCO
1 stop17h 03m
Copa Airlines
Deal found 6/20![Copa Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:00 pm
MCO
- SJU
2 stops9h 05m
Southwest
Mon 9/145:30 am
SJU
- MCO
1 stop7h 40m
Southwest
Deal found 6/22![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:05 am
MCO
- SJU
1 stop7h 33m
Delta
Sun 8/302:59 pm
SJU
- MCO
1 stop9h 05m
Delta
Deal found 6/19![Delta logo]()
$341
This Copa Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/212:40 pm
MCO
- PUJ
1 stop11h 32m
Copa Airlines
Tue 8/2511:46 am
PUJ
- MCO
1 stop10h 54m
Copa Airlines
Deal found 6/24![Copa Airlines logo]()
$390
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Tue 9/299:30 am
PSE
- MCO
Nonstop3h 05m
JetBlue
Deal found 6/23![JetBlue logo]()
$323
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:20 pm
MCO
- SJU
Nonstop3h 00m
Southwest
Thu 7/168:15 pm
SJU
- MCO
Nonstop3h 05m
Southwest
Deal found 6/23![Southwest logo]()
$378
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:01 am
MCO
- PSE
Nonstop2h 55m
JetBlue
Sat 9/269:30 am
PSE
- MCO
Nonstop3h 05m
JetBlue
Deal found 6/23![JetBlue logo]()
$323
This Copa Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:56 pm
MCO
- AUA
1 stop21h 47m
Copa Airlines
Mon 9/217:10 am
AUA
- MCO
1 stop15h 30m
Copa Airlines
Deal found 6/23![Copa Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:05 pm
MCO
- NAS
Nonstop1h 25m
Southwest
Mon 7/208:45 am
NAS
- MCO
Nonstop1h 25m
Southwest
Deal found 6/21![Southwest logo]()
$399
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:24 pm
MCO
- PSE
1 stop5h 35m
JetBlue
Thu 9/249:30 am
PSE
- MCO
Nonstop3h 05m
JetBlue
Deal found 6/23![JetBlue logo]()
$330
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:40 am
MCO
- AUA
Nonstop3h 05m
Southwest
Wed 9/93:40 pm
AUA
- MCO
Nonstop3h 15m
Southwest
Deal found 6/21![Southwest logo]()
$400
This Copa Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:40 pm
MCO
- PUJ
1 stop11h 31m
Copa Airlines
Fri 7/1011:46 am
PUJ
- MCO
1 stop10h 39m
Copa Airlines
Deal found 6/19![Copa Airlines logo]()
$440
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:02 pm
MCO
- SJU
Nonstop3h 02m
JetBlue
Mon 8/39:49 pm
SJU
- MCO
Nonstop3h 03m
JetBlue
Deal found 6/21![JetBlue logo]()
$337
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:50 am
MCO
- STI
1 stop10h 09m
Delta
Thu 10/17:30 pm
STI
- MCO
1 stop17h 15m
Delta
Deal found 6/20![Delta logo]()
$480
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/53:00 pm
MCO
- SJU
1 stop9h 45m
Southwest
Wed 7/85:00 am
SJU
- MCO
2 stops9h 05m
Southwest
Deal found 6/23![Southwest logo]()
$400
This Copa Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:58 pm
MCO
- PUJ
1 stop23h 07m
Copa Airlines
Sun 8/95:37 am
PUJ
- MCO
1 stop17h 03m
Copa Airlines
Deal found 6/19![Copa Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/52:37 pm
MCO
- BQN
1 stop8h 32m
United Airlines
Sat 8/812:15 am
BQN
- MCO
2 stops24h 46m
United Airlines
Deal found 6/24![United Airlines logo]()
$646
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated June 24, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated June 24, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:25 pm
MCO
- SJU
Nonstop3h 04m
Frontier
Mon 6/293:06 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 6/20![Frontier logo]()
$238
This Super.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:01 am
MCO
- SJU
Nonstop2h 54m
Frontier
Fri 7/33:06 am
SJU
- MCO
Nonstop3h 04m
Frontier
Deal found 6/22![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:25 pm
MCO
- SJU
Nonstop3h 04m
Frontier
Sat 7/113:00 pm
SJU
- MCO
1 stop16h 55m
Frontier
Deal found 6/19![Frontier logo]()
$241
This eDestinos deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:15 am
MCO
- SJU
Nonstop3h 01m
Frontier
Wed 7/156:44 am
SJU
- MCO
1 stop25h 11m
Frontier
Deal found 6/23![Frontier logo]()
$234
This eDestinos deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Thu 7/165:01 am
MCO
- SJU
Nonstop2h 56m
Frontier
Mon 8/310:48 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 6/24![Frontier logo]()
$239
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:58 pm
MCO
- SJU
1 stop18h 42m
Frontier
Tue 8/116:26 pm
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 6/23![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Thu 8/63:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sat 8/812:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 6/21![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Sun 8/23:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/21![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:10 pm
MCO
- SJU
1 stop28h 13m
Frontier
Tue 8/113:10 am
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 6/23![Frontier logo]()
$240
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 June 24, 2026.
Search for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am
MCO
- PSE
Nonstop3h 02m
Frontier
Deal found 6/22![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/23![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/22![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:05 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/21![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
MCO
- PSE
Nonstop3h 02m
Frontier
Deal found 6/23![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/20![Frontier logo]()
$95
This Priceline deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/212:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Deal found 6/23![Bahamasair logo]()
$100
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/86:45 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/24![Frontier logo]()
$102
This Priceline deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:45 pm
MCO
- NAS
Nonstop1h 30m
Bahamasair
Deal found 6/19![Bahamasair logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 6/22![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 6/21![Frontier logo]()
$114
This eDestinos deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Deal found 6/23![Frontier logo]()
$114
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 June 24, 2026.
Round-trip from | $231 (Booking.com) |
|---|---|
One-way from | $85 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $336 |
Good round-trip deal | $283 or less |
Good one-way deal | $138 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 June 24, 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 - PSE
MCOPSE
Orlando
Tue 8/18
5:01 am-7:58 am
Nonstop2h 57m
Ponce Mercedita
Thu 8/20
8:48 am-11:51 am
Nonstop3h 03m
$283
OrlandoAguadilla
MCO - BQN
MCOBQN
Orlando
Tue 8/18
3:05 pm-6:03 pm
Nonstop2h 58m
Aguadilla Borinquen
Wed 8/19
5:01 am-12:07 pm
1 stop7h 06m
$304
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sat 7/18
6:25 pm-11:59 pm
1 stop5h 34m
Ponce Mercedita
Tue 7/28
5:01 am-11:08 am
1 stop6h 07m
$306
OrlandoSaint Thomas Island
MCO - STT
MCOSTT
Orlando
Fri 8/28
7:30 am-12:53 pm
1 stop5h 23m
Saint Thomas Island Cyril E King
Mon 8/31
1:49 pm-12:28 am
1 stop10h 39m
$314
OrlandoSaint Thomas Island
MCO - STT
MCOSTT
Orlando
Tue 9/15
5:30 am-1:42 pm
1 stop8h 12m
Saint Thomas Island Cyril E King
Wed 9/23
2:52 pm-12:23 am
1 stop9h 31m
$314
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sat 9/5
6:24 pm-11:59 pm
1 stop5h 35m
Ponce Mercedita
Wed 9/30
9:30 am-12:35 pm
Nonstop3h 05m
$315
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 9/4
5:01 am-7:58 am
Nonstop2h 57m
Ponce Mercedita
Tue 9/29
9:30 am-12:35 pm
Nonstop3h 05m
$323
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Mon 9/7
5:01 am-7:56 am
Nonstop2h 55m
Ponce Mercedita
Sat 9/26
9:30 am-12:35 pm
Nonstop3h 05m
$323
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Tue 9/1
6:24 pm-11:59 pm
1 stop5h 35m
Ponce Mercedita
Thu 9/24
9:30 am-12:35 pm
Nonstop3h 05m
$330
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Wed 8/26
9:05 am-4:38 pm
1 stop7h 33m
San Juan Luis Munoz Marin Intl
Thu 8/27
5:49 pm-1:04 am
1 stop7h 15m
$336
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-PSE
MCO-NAS
MCO-BQN
MCO-SJU
MCO-STT
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-PSE
MCO-NAS
MCO-BQN
MCO-SJU
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 $246). Flying from Orlando to Caribbean in June is currently the most expensive (average of $405). 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 June 24, 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 June 24, 2026.
The most flights from ORL to 0CB are scheduled on a Wednesday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).
How far ahead should I book a flight from Orlando to Caribbean?
Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Orlando to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Caribbean. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Orlando to Caribbean flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday 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 June 24, 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.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
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 June 24, 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 8 airlines flying from Orlando to Caribbean
Discover the top 8 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 June 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$493 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$103 | Average$443 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$115 | Average$339 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$126 | Average$327 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$479 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$205 | Average$267 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$526 | FlexibilityNo cancel fee | On-time63% |