$82+ Cheap flights from Orlando (MCO) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Oct 10 — Oct 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Orlando to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Orlando to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Orlando to CaribbeanExplore the most affordable flight options available from Orlando to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Orlando to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This deal was found by Cheapflights users on 9/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:38 am -
Nonstop2h 52m
Thu 12/172:25 pm -
Nonstop3h 25m
Deal found 9/9![Frontier logo]()
$150
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:00 pm -
Nonstop2h 52m
Sun 10/47:00 am -
Nonstop3h 08m
Deal found 9/9![Frontier logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/39:30 am -
1 stop6h 36m
Sun 10/47:00 am -
Nonstop3h 08m
Deal found 9/9![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/226:20 am -
Nonstop2h 58m
Fri 10/303:59 pm -
1 stop19h 50m
Deal found 9/9![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/178:09 pm -
Nonstop2h 56m
Fri 10/303:59 pm -
1 stop19h 50m
Deal found 9/9![Frontier logo]()
$155
This Frontier deal was found by Cheapflights users on 9/9. 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.
Sat 12/59:38 am -
Nonstop2h 52m
Sat 12/122:25 pm -
Nonstop3h 25m
Deal found 9/9![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/285:03 pm -
1 stop7h 56m
Tue 11/33:55 am -
Nonstop3h 06m
Deal found 9/9![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/18:10 pm -
Nonstop3h 03m
Wed 10/76:30 am -
1 stop16h 34m
Deal found 9/9![Frontier logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/249:25 am -
1 stop6h 41m
Wed 10/286:25 pm -
Nonstop3h 19m
Deal found 9/6![Frontier logo]()
$158
This eDestinos deal was found by Cheapflights users on 9/5. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:00 pm -
Nonstop2h 52m
Sun 9/277:00 am -
Nonstop3h 08m
Deal found 9/5![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/295:03 pm -
1 stop7h 56m
Mon 11/27:26 pm -
Nonstop3h 18m
Deal found 9/6![Frontier logo]()
$161
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:50 am -
1 stop8h 29m
Tue 10/62:57 am -
Nonstop3h 02m
Deal found 9/9![Frontier logo]()
$162
Best flights from Orlando to CaribbeanDiscover carefully curated flight deals from Orlando to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Orlando to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This JetBlue deal was found by Cheapflights users on 9/9. 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.
Tue 9/296:00 am -
1 stop10h 12m
Sun 10/45:01 am -
Nonstop3h 01m
Deal found 9/9![JetBlue logo]()
$187
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:19 am -
Nonstop2h 54m
Sat 10/1011:17 am -
Nonstop3h 00m
Deal found 9/9![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:10 pm -
2 stops10h 00m
Sun 10/118:25 pm -
Nonstop3h 05m
Deal found 9/5![Southwest logo]()
$265
This CheapOair deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Thu 9/177:40 am -
Nonstop3h 02m
Tue 10/138:45 am -
Nonstop3h 06m
Deal found 9/6![Multiple Airlines logo]()
$298
This Bahamasair deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/12:45 pm -
Nonstop1h 30m
Thu 3/412:00 pm -
Nonstop1h 30m
Deal found 9/6![Bahamasair logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:48 pm -
1 stop9h 21m
Mon 10/512:15 am -
1 stop10h 22m
Deal found 9/7![United Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 2/58:00 am -
1 stop14h 00m
Fri 2/1212:09 pm -
1 stop4h 48m
Deal found 9/9![American Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/298:50 am -
1 stop5h 04m
Mon 11/23:19 pm -
1 stop9h 04m
Deal found 9/6![Delta logo]()
$394
This Copa Airlines deal was found by Cheapflights users on 9/7. 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.
Sun 1/241:37 pm -
1 stop7h 26m
Sat 1/303:40 pm -
1 stop7h 20m
Deal found 9/7![Copa Airlines logo]()
$415
This JetBlue deal was found by Cheapflights users on 9/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:54 pm -
1 stop5h 56m
Sun 11/810:12 am -
Nonstop3h 13m
Deal found 9/5![JetBlue logo]()
$262
This JetBlue deal was found by Cheapflights users on 9/9. 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.
Fri 10/96:25 pm -
1 stop6h 04m
Tue 10/138:45 am -
Nonstop3h 06m
Deal found 9/9![JetBlue logo]()
$262
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 11/312:50 pm -
2 stops9h 30m
Fri 11/65:50 pm -
1 stop7h 30m
Deal found 9/6![Southwest logo]()
$300
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:36 am -
Nonstop2h 58m
Mon 11/303:29 pm -
Nonstop3h 22m
Deal found 9/9![Frontier logo]()
$318
This JetBlue deal was found by Cheapflights users on 9/9. 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.
Fri 10/166:25 pm -
1 stop6h 04m
Sat 10/319:30 am -
Nonstop3h 14m
Deal found 9/9![JetBlue logo]()
$263
This Southwest deal was found by Cheapflights users on 9/7. 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.
Thu 10/2211:25 am -
2 stops12h 45m
Thu 10/295:30 am -
2 stops9h 45m
Deal found 9/7![Southwest logo]()
$300
This JetBlue deal was found by Cheapflights users on 9/9. 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.
Thu 9/246:00 am -
Nonstop2h 47m
Thu 10/82:25 pm -
1 stop7h 49m
Deal found 9/9![JetBlue logo]()
$274
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/276:35 am -
1 stop8h 50m
Fri 3/56:10 am -
2 stops10h 30m
Deal found 9/5![Southwest logo]()
$310
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:20 pm -
1 stop9h 37m
Sat 12/51:09 am -
1 stop10h 36m
Deal found 9/4![United Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 9/9. 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 10/22:50 pm -
2 stops9h 15m
Sun 10/45:30 am -
1 stop7h 55m
Deal found 9/9![Southwest logo]()
$316
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/175:01 am -
Nonstop2h 54m
Sat 10/248:45 am -
Nonstop3h 06m
Deal found 9/9![JetBlue logo]()
$294
This Copa Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 2/207:06 am -
1 stop10h 23m
Sat 2/277:26 pm -
1 stop17h 25m
Deal found 9/9![Copa Airlines logo]()
$445
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 10/710:10 am -
2 stops13h 00m
Wed 10/148:15 am -
1 stop10h 25m
Deal found 9/9![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 9/9. 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 1/219:15 am -
1 stop6h 27m
Sun 1/316:06 pm -
1 stop14h 28m
Deal found 9/9![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:55 pm -
1 stop10h 14m
Sun 10/2512:09 am -
1 stop8h 47m
Deal found 9/9![United Airlines logo]()
$425
This JetBlue deal was found by Cheapflights users on 9/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:05 am -
Nonstop2h 56m
Thu 9/248:55 am -
Nonstop3h 06m
Deal found 9/5![JetBlue logo]()
$303
This Copa Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 3/410:42 am -
1 stop24h 28m
Thu 3/1112:15 pm -
1 stop9h 27m
Deal found 9/9![Copa Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sun 10/43:20 pm -
2 stops8h 55m
Wed 10/75:50 am -
1 stop8h 25m
Deal found 9/9![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 9/7. 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.
Mon 3/18:45 pm -
1 stop15h 10m
Tue 3/92:10 pm -
1 stop8h 28m
Deal found 9/7![Delta logo]()
$464
This JetBlue deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:30 am -
Nonstop2h 52m
Sun 11/110:12 am -
Nonstop3h 15m
Deal found 9/4![JetBlue logo]()
$303
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:55 pm -
1 stop10h 14m
Tue 10/2712:09 am -
1 stop9h 48m
Deal found 9/5![United Airlines logo]()
$446
Last-minute flights from Orlando to CaribbeanDiscover last-minute flight deals from Orlando to Caribbean. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Caribbean. Data last updated September 10, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 9/5. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:00 pm -
Nonstop2h 52m
Sun 9/277:00 am -
Nonstop3h 08m
Deal found 9/5![Frontier logo]()
$160
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:00 pm -
Nonstop2h 52m
Sun 10/47:00 am -
Nonstop3h 08m
Deal found 9/9![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/18:10 pm -
Nonstop3h 03m
Wed 10/76:30 am -
1 stop16h 34m
Deal found 9/9![Frontier logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/39:30 am -
1 stop6h 36m
Sun 10/42:57 am -
Nonstop3h 02m
Deal found 9/9![Frontier logo]()
$153
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:50 am -
1 stop8h 29m
Tue 10/62:57 am -
Nonstop3h 02m
Deal found 9/9![Frontier logo]()
$162
This JetBlue deal was found by Cheapflights users on 9/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:25 pm -
1 stop7h 41m
Wed 10/215:01 am -
1 stop6h 13m
Deal found 9/7![JetBlue logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/178:09 pm -
Nonstop2h 56m
Fri 10/303:59 pm -
1 stop19h 50m
Deal found 9/9![Frontier logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Mon 10/199:25 am -
1 stop6h 41m
Fri 10/307:23 am -
Nonstop3h 17m
Deal found 9/6![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/226:20 am -
Nonstop2h 58m
Fri 10/303:59 pm -
1 stop19h 50m
Deal found 9/9![Frontier logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/249:25 am -
1 stop6h 41m
Wed 10/286:25 pm -
Nonstop3h 19m
Deal found 9/6![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/285:03 pm -
1 stop7h 56m
Tue 11/33:55 am -
Nonstop3h 06m
Deal found 9/9![Frontier logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/295:03 pm -
1 stop7h 56m
Mon 11/27:26 pm -
Nonstop3h 18m
Deal found 9/6![Frontier logo]()
$161
One-way flights from Orlando to CaribbeanSearch for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Orlando to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This eDestinos deal was found by Cheapflights users on 9/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:50 am -
1 stop8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:19 pm -
1 stop22h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$83
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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.
Wed 11/115:03 pm -
1 stop6h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$84
This Frontier deal was found by Cheapflights users on 9/8. 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.
Mon 11/96:00 am -
Nonstop2h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:35 pm -
Nonstop2h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$90
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
1 stop7h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![JetBlue logo]()
$91
This eDestinos deal was found by Cheapflights users on 9/5. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:10 pm -
Nonstop3h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 9/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:35 am -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$93
This JetBlue deal was found by Cheapflights users on 9/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:54 pm -
1 stop5h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![JetBlue logo]()
$93
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:19 am -
Nonstop2h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$101
This Priceline deal was found by Cheapflights users on 9/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:40 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:19 am -
Nonstop2h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$103
Find flight deals from Orlando to Caribbean
Keep the following information in mind while searching for Orlando to Caribbean flight deals. Data was last updated September 10, 2026.
Round-trip from | $152 (Booking.com) |
|---|---|
One-way from | $82 (eDestinos) |
Popular in | December |
Cheapest in | February |
Average price | $246 |
Good round-trip deal | $183 or less |
Good one-way deal | $108 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from Orlando Airport to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Tue 10/13
6:15 am-9:10 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sat 12/12
5:01 am-8:54 am
Nonstop2h 53m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Mon 10/19
9:25 pm-12:25 am
Nonstop3h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Mon 11/9
10:00 am-1:51 pm
1 stop3h 51m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
OrlandoPonce
MCO Orlando - PSE Ponce Mercedita
MCOPSE
Orlando
Mon 10/19
6:00 am-8:52 am
Nonstop2h 52m
Ponce Mercedita
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$122
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Wed 11/11
10:00 am-1:51 pm
1 stop3h 51m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
Quickest round-trip
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Sat 11/7
10:55 am-12:22 pm
Nonstop1h 27m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Thu 12/10
12:30 pm-1:59 pm
Nonstop1h 29m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Tue 12/8
12:30 pm-1:59 pm
Nonstop1h 29m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
OrlandoNassau
MCO Orlando - NAS Nassau Intl
MCONAS
Orlando
Wed 12/9
12:30 pm-1:59 pm
Nonstop1h 29m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
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-SJU
MCO-BQN
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 Airport to Caribbean
MCO-0CB
MCO-SJU
MCO-BQN
MCO-PSE
MCO-NAS
What is the cheapest month to book a flight from Orlando Airport to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Orlando Airport to Caribbean (average of $289). Flying from Orlando Airport to Caribbean in July is currently the most expensive (average of $429). 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 MCO to CB?
Find hourly flight availability from Orlando to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Orlando Airport to Caribbean by exploring options for tickets in the afternoon.
How far ahead should I book a flight from Orlando Airport to Caribbean?
The price you pay for your flight from Orlando Airport to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 11 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Orlando Airport to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Caribbean. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Orlando Airport to Caribbean flight should consider departing on Wednesday 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 September 10, 2026.
See what other customers who have flown with Southwest,American Airlines, andJetBlue from Orlando Airport to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Orlando to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Orlando to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando to Caribbean by cabin class
Find flights from Orlando to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Caribbean flights
Browse other Orlando and Caribbean flight options. Last updated on September 10, 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$132 | Average$363 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$142 | Average$501 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$148 | Average$398 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$458 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$439 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$245 | Average$563 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$253 | Average$528 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$402 | Average$475 | FlexibilityNo cancel fee | On-time71% |