$138+ Cheap flights from Fort Myers (RSW) 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Nov 23 — Nov 301
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers 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 Fort Myers to CaribbeanExplore the most affordable flight options available from Fort Myers to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
Explore the most affordable flight options available from Fort Myers to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
This Frontier deal was found by Cheapflights users on 10/21. 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.
Thu 12/312:15 pm -
1 stop12h 03m
Fri 12/42:49 am -
1 stop9h 31m
Deal found 10/21![Frontier logo]()
$276
This Trip.com deal was found by Cheapflights users on 10/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:15 pm -
1 stop12h 03m
Sun 12/62:49 am -
1 stop9h 31m
Deal found 10/22![Frontier logo]()
$291
This Orbitz deal was found by Cheapflights users on 10/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:07 pm -
1 stop11h 25m
Fri 11/2710:00 pm -
1 stop15h 26m
Deal found 10/23![Frontier logo]()
$292
This Expedia deal was found by Cheapflights users on 10/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop21h 10m
Mon 11/233:36 am -
1 stop9h 50m
Deal found 10/22![Frontier logo]()
$306
This Travelocity deal was found by Cheapflights users on 10/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:45 pm -
1 stop21h 10m
Sun 11/1512:59 am -
1 stop11h 55m
Deal found 10/24![Frontier logo]()
$316
This Frontier deal was found by Cheapflights users on 10/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:07 pm -
1 stop11h 25m
Fri 11/273:36 am -
1 stop9h 50m
Deal found 10/20![Frontier logo]()
$320
This Expedia deal was found by Cheapflights users on 10/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:45 pm -
1 stop10h 19m
Sat 11/1412:59 am -
1 stop11h 55m
Deal found 10/21![Frontier logo]()
$325
This Expedia deal was found by Cheapflights users on 10/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop10h 19m
Wed 11/1112:59 am -
1 stop11h 55m
Deal found 10/24![Frontier logo]()
$326
This Travelocity deal was found by Cheapflights users on 10/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:46 pm -
1 stop11h 20m
Wed 11/2510:00 pm -
1 stop15h 26m
Deal found 10/24![Frontier logo]()
$336
This Frontier deal was found by Cheapflights users on 10/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:15 pm -
1 stop22h 40m
Tue 12/152:51 pm -
1 stop21h 55m
Deal found 10/20![Frontier logo]()
$382
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:54 pm -
2 stops18h 23m
Mon 12/142:02 pm -
1 stop8h 53m
Deal found 10/21![American Airlines logo]()
$413
This Priceline deal was found by Cheapflights users on 10/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:15 pm -
1 stop22h 40m
Sun 12/132:51 pm -
1 stop21h 55m
Deal found 10/21![Frontier logo]()
$416
Best flights from Fort Myers to CaribbeanDiscover carefully curated flight deals from Fort Myers to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
Discover carefully curated flight deals from Fort Myers to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:24 pm -
2 stops16h 52m
Sat 11/215:30 pm -
2 stops18h 27m
Deal found 10/22![American Airlines logo]()
$413
This Priceline deal was found by Cheapflights users on 10/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:15 pm -
1 stop22h 40m
Sun 12/132:51 pm -
1 stop21h 55m
Deal found 10/21![Frontier logo]()
$416
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:45 pm -
1 stop14h 25m
Tue 12/81:10 pm -
1 stop22h 50m
Deal found 10/20![Air Canada logo]()
$427
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:35 pm -
2 stops10h 15m
Tue 12/87:40 am -
2 stops10h 20m
Deal found 10/19![Southwest logo]()
$435
This CheapOair deal was found by Cheapflights users on 10/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/52:00 pm -
2 stops19h 41m
Tue 1/1210:08 pm -
1 stop24h 32m
Deal found 10/23![Multiple Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/207:00 am -
1 stop9h 40m
Tue 4/271:50 pm -
1 stop23h 12m
Deal found 10/22![United Airlines logo]()
$606
This Delta deal was found by Cheapflights users on 10/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/275:35 am -
1 stop6h 15m
Mon 2/16:10 pm -
1 stop4h 58m
Deal found 10/23![Delta logo]()
$643
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:54 pm -
2 stops18h 23m
Mon 12/142:02 pm -
1 stop8h 53m
Deal found 10/22![American Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:35 pm -
2 stops10h 15m
Sat 12/55:40 am -
2 stops12h 40m
Deal found 10/20![Southwest logo]()
$446
This Air Canada deal was found by Cheapflights users on 10/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:25 pm -
2 stops18h 50m
Mon 11/309:25 pm -
1 stop20h 05m
Deal found 10/19![Air Canada logo]()
$451
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:40 pm -
1 stop6h 10m
Thu 12/35:50 pm -
1 stop5h 10m
Deal found 10/20![Southwest logo]()
$446
This Air Canada deal was found by Cheapflights users on 10/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:30 pm -
1 stop22h 55m
Wed 12/95:25 pm -
1 stop25h 05m
Deal found 10/23![Air Canada logo]()
$492
This CheapOair deal was found by Cheapflights users on 10/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
1 stop10h 19m
Sat 11/146:50 pm -
2 stops17h 49m
Deal found 10/19![Multiple Airlines logo]()
$546
This Southwest deal was found by Cheapflights users on 10/22. 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.
Wed 1/66:05 am -
2 stops8h 35m
Wed 2/36:05 am -
2 stops10h 55m
Deal found 10/22![Southwest logo]()
$468
This Air Canada deal was found by Cheapflights users on 10/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:25 pm -
1 stop17h 45m
Wed 12/91:10 pm -
1 stop22h 50m
Deal found 10/24![Air Canada logo]()
$499
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/226:00 am -
1 stop9h 50m
Thu 1/285:50 pm -
2 stops21h 36m
Deal found 10/22![United Airlines logo]()
$613
This Mytrip deal was found by Cheapflights users on 10/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:30 pm -
1 stop22h 45m
Sat 12/129:25 pm -
3 stops22h 07m
Deal found 10/21![Multiple Airlines logo]()
$607
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/297:20 pm -
1 stop18h 50m
Thu 12/313:25 pm -
1 stop9h 05m
Deal found 10/21![United Airlines logo]()
$615
This Gotogate deal was found by Cheapflights users on 10/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:25 pm -
2 stops19h 00m
Fri 12/115:25 pm -
1 stop19h 35m
Deal found 10/21![Air Canada logo]()
$514
This Southwest deal was found by Cheapflights users on 10/22. 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.
Wed 1/610:30 am -
2 stops11h 35m
Wed 1/1312:15 pm -
2 stops10h 15m
Deal found 10/22![Southwest logo]()
$518
This American Airlines deal was found by Cheapflights users on 10/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/84:45 pm -
2 stops16h 11m
Fri 1/157:33 pm -
2 stops21h 23m
Deal found 10/24![American Airlines logo]()
$655
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:25 pm -
1 stop17h 45m
Sun 12/134:45 pm -
3 stops18h 35m
Deal found 10/22![Multiple Airlines logo]()
$620
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:30 am -
1 stop11h 27m
Wed 11/182:16 pm -
1 stop7h 21m
Deal found 10/21![Delta logo]()
$752
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:30 pm -
1 stop22h 45m
Wed 12/912:30 pm -
1 stop8h 20m
Deal found 10/20![Air Canada logo]()
$519
This United Airlines deal was found by Cheapflights users on 10/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:00 am -
1 stop8h 20m
Wed 11/113:00 pm -
1 stop9h 30m
Deal found 10/23![United Airlines logo]()
$677
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 11/65:30 pm -
1 stop4h 30m
Tue 11/107:40 am -
1 stop5h 00m
Deal found 10/23![Southwest logo]()
$560
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/236:57 pm -
1 stop18h 35m
Sat 1/303:53 pm -
1 stop9h 02m
Deal found 10/21![American Airlines logo]()
$701
This Travelocity deal was found by Cheapflights users on 10/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/159:00 pm -
1 stop14h 51m
Fri 1/2912:15 pm -
2 stops24h 50m
Deal found 10/21![Multiple Airlines logo]()
$670
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:35 pm -
1 stop8h 45m
Thu 11/55:35 am -
1 stop7h 10m
Deal found 10/19![Southwest logo]()
$560
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:00 am -
1 stop8h 20m
Sat 11/213:00 pm -
1 stop31h 48m
Deal found 10/21![United Airlines logo]()
$680
Last-minute flights from Fort Myers to CaribbeanDiscover last-minute flight deals from Fort Myers to Caribbean. Data last updated October 24, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Caribbean. Data last updated October 24, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 10/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop21h 10m
Mon 11/233:36 am -
1 stop9h 50m
Deal found 10/22![Frontier logo]()
$306
This Expedia deal was found by Cheapflights users on 10/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop10h 19m
Wed 11/1112:59 am -
1 stop11h 55m
Deal found 10/24![Frontier logo]()
$326
This Frontier deal was found by Cheapflights users on 10/21. 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.
Thu 11/512:45 pm -
1 stop10h 19m
Sun 11/812:59 am -
1 stop11h 55m
Deal found 10/21![Frontier logo]()
$376
This Travelocity deal was found by Cheapflights users on 10/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:45 pm -
1 stop21h 10m
Sat 11/1412:59 am -
1 stop11h 55m
Deal found 10/20![Frontier logo]()
$276
This Travelocity deal was found by Cheapflights users on 10/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:45 pm -
1 stop21h 10m
Sun 11/1512:59 am -
1 stop11h 55m
Deal found 10/24![Frontier logo]()
$316
This Expedia deal was found by Cheapflights users on 10/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:45 pm -
1 stop10h 19m
Sat 11/1412:59 am -
1 stop11h 55m
Deal found 10/21![Frontier logo]()
$325
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:47 pm -
2 stops20h 36m
Sat 11/215:30 pm -
2 stops18h 27m
Deal found 10/21![American Airlines logo]()
$413
This Travelocity deal was found by Cheapflights users on 10/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:46 pm -
1 stop11h 20m
Wed 11/2510:00 pm -
1 stop15h 26m
Deal found 10/24![Frontier logo]()
$336
This Trip.com deal was found by Cheapflights users on 10/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2312:55 pm -
1 stop22h 35m
Fri 11/272:05 pm -
1 stop23h 29m
Deal found 10/22![Air Canada logo]()
$492
This Orbitz deal was found by Cheapflights users on 10/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:07 pm -
1 stop11h 25m
Fri 11/2710:00 pm -
1 stop15h 26m
Deal found 10/23![Frontier logo]()
$292
This Frontier deal was found by Cheapflights users on 10/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:07 pm -
1 stop11h 25m
Fri 11/273:36 am -
1 stop9h 50m
Deal found 10/20![Frontier logo]()
$320
This Expedia deal was found by Cheapflights users on 10/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:25 pm -
1 stop26h 00m
Mon 11/309:25 pm -
1 stop14h 35m
Deal found 10/19![Air Canada logo]()
$447
One-way flights from Fort Myers to CaribbeanSearch for one-way flight options from Fort Myers to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
Search for one-way flight options from Fort Myers to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
This Travelocity deal was found by Cheapflights users on 10/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:07 pm -
1 stop11h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Wed 12/27:00 am -
2 stops36h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$159
This Frontier deal was found by Cheapflights users on 10/24. 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.
Tue 3/29:00 pm -
1 stop14h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$168
This Orbitz deal was found by Cheapflights users on 10/24. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:45 pm -
1 stop10h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 12/77:00 am -
2 stops36h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Fri 12/412:15 pm -
2 stops35h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 1/118:55 pm -
2 stops17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 10/22. 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.
Mon 1/117:00 am -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Thu 12/37:00 am -
2 stops41h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$196
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/308:37 pm -
1 stop19h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$199
This Expedia deal was found by Cheapflights users on 10/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:25 pm -
1 stop17h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Wed 12/27:00 am -
2 stops30h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$208
Find flight deals from Fort Myers to Caribbean
Keep the following information in mind while searching for Fort Myers to Caribbean flight deals. Data was last updated October 24, 2026.
Round-trip from | $276 (Frontier) |
|---|---|
One-way from | $138 (Travelocity) |
Popular in | July |
Cheapest in | January |
Average price | $496 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Myers 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 October 24, 2026.
Use the filters below to find and compare flights from Fort Myers to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Fort MyersSan Juan
RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl
RSWSJU
Fort Myers SW Florida Intl
Sun 11/22
6:07 pm-6:32 am
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$138
Fort MyersSan Juan
RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl
RSWSJU
Fort Myers SW Florida Intl
Fri 12/4
12:15 pm-1:07 am
2 stops35h 52m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
Fort MyersNassau
RSW Fort Myers SW Florida Intl - NAS Nassau Intl
RSWNAS
Fort Myers SW Florida Intl
Mon 1/11
8:55 pm-2:45 pm
2 stops17h 50m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
Quickest round-trip
Fort MyersNassau
RSW Fort Myers SW Florida Intl - NAS Nassau Intl
RSWNAS
Fort Myers SW Florida Intl
Mon 1/11
7:00 am-1:00 pm
1 stop6h 00m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
Fort MyersSan Juan
RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl
RSWSJU
Fort Myers SW Florida Intl
Thu 11/5
5:15 pm-1:25 pm
2 stops19h 10m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
Fort MyersNassau
RSW Fort Myers SW Florida Intl - NAS Nassau Intl
RSWNAS
Fort Myers SW Florida Intl
Wed 11/25
6:25 pm-11:30 am
1 stop17h 05m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
Fort MyersNassau
RSW Fort Myers SW Florida Intl - NAS Nassau Intl
RSWNAS
Fort Myers SW Florida Intl
Wed 12/2
7:00 am-1:50 pm
2 stops30h 50m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$208
Fort MyersNassau
RSW Fort Myers SW Florida Intl - NAS Nassau Intl
RSWNAS
Fort Myers SW Florida Intl
Sun 1/10
12:53 pm-2:50 pm
2 stops25h 57m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$211
Fort MyersSan Juan
RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl
RSWSJU
Fort Myers SW Florida Intl
Mon 11/9
6:00 am-3:19 pm
2 stops32h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$214
Fort MyersSan Juan
RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl
RSWSJU
Fort Myers SW Florida Intl
Sun 12/27
9:23 pm-2:29 am
1 stop28h 06m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$219
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Fort Myers to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Fort Myers with our price prediction graph.
RSW-SJU
RSW-PUJ
RSW-NAS
RSW-STT
RSW-GCM
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 Fort Myers to Caribbean
RSW-0CB
RSW-SJU
RSW-PUJ
RSW-NAS
RSW-STT
What is the cheapest month to book a flight from Fort Myers to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $429). Flying from Fort Myers to Caribbean in November is currently the most expensive (average of $746). 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.
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 October 24, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Fort Myers to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Fort Myers to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Fort Myers 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 Fort Myers to Caribbean by cabin class
Find flights from Fort Myers to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Fort Myers and Caribbean flights
Browse other Fort Myers and Caribbean flight options. Last updated on October 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.
Fort Myers to Caribbean flights
Consider these flights traveling from Fort Myers to Caribbean.
Top 3 airlines flying from Fort Myers to Caribbean
Discover the top 3 airlines that operate flights from Fort Myers 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 October 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$245 | Average$637 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$325 | Average$616 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$445 | Average$670 | FlexibilityNo cancel fee | On-time71% |