$163+ Cheap flights from Fort Myers (RSW) 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Jul 8 — Jul 151
Round-trip
1 adult, Economy
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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 June 8, 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 June 8, 2026.
This Priceline deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:16 pm
RSW
- SJU
1 stop19h 25m
Frontier
Sun 9/66:30 am
SJU
- RSW
1 stop12h 51m
Frontier
Deal found 6/3![Frontier logo]()
$276
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:20 am
RSW
- SJU
2 stops14h 35m
American Airlines
Tue 9/16:00 am
SJU
- RSW
2 stops15h 53m
American Airlines
Deal found 6/8![American Airlines logo]()
$298
This Priceline deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:45 pm
RSW
- SJU
1 stop11h 05m
Frontier
Sun 11/152:59 am
SJU
- RSW
1 stop9h 51m
Frontier
Deal found 6/4![Frontier logo]()
$315
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:30 pm
RSW
- SJU
1 stop6h 59m
Delta
Thu 8/207:00 am
SJU
- RSW
1 stop9h 44m
Delta
Deal found 6/3![Delta logo]()
$316
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 7/286:45 am
RSW
- SJU
1 stop9h 54m
Delta
Wed 8/55:49 pm
SJU
- RSW
1 stop6h 51m
Delta
Deal found 6/7![Delta logo]()
$323
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:45 pm
RSW
- SJU
1 stop11h 05m
Frontier
Sun 9/271:59 am
SJU
- RSW
1 stop9h 51m
Frontier
Deal found 6/7![Frontier logo]()
$340
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:45 am
RSW
- SJU
2 stops9h 25m
Southwest
Sun 9/66:30 am
SJU
- RSW
1 stop5h 10m
Southwest
Deal found 6/3![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 6/6. 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.
Wed 10/218:05 am
RSW
- SJU
2 stops9h 40m
Southwest
Wed 11/47:40 am
SJU
- RSW
2 stops10h 15m
Southwest
Deal found 6/6![Southwest logo]()
$353
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:45 pm
RSW
- SJU
1 stop11h 05m
Frontier
Sun 9/201:59 am
SJU
- RSW
1 stop9h 51m
Frontier
Deal found 6/7![Frontier logo]()
$375
This Southwest deal was found by Cheapflights users on 6/7. 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 8/68:55 am
RSW
- SJU
2 stops11h 10m
Southwest
Mon 8/105:00 am
SJU
- RSW
2 stops10h 05m
Southwest
Deal found 6/7![Southwest logo]()
$376
This Orbitz deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:09 pm
RSW
- PUJ
1 stop18h 16m
Frontier
Tue 7/2111:50 am
PUJ
- RSW
1 stop22h 53m
Frontier
Deal found 6/3![Frontier logo]()
$380
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 9/45:05 pm
RSW
- SJU
1 stop6h 45m
Southwest
Mon 9/76:30 am
SJU
- RSW
1 stop4h 45m
Southwest
Deal found 6/5![Southwest logo]()
$380
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 June 8, 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 June 8, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 7/286:45 am
RSW
- SJU
1 stop9h 54m
Delta
Wed 8/55:49 pm
SJU
- RSW
1 stop6h 51m
Delta
Deal found 6/7![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 6/7. 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.
Sat 8/296:25 am
RSW
- SJU
2 stops11h 50m
Southwest
Mon 8/316:30 am
SJU
- RSW
1 stop4h 45m
Southwest
Deal found 6/7![Southwest logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:41 pm
RSW
- STT
2 stops20h 19m
American Airlines
Tue 7/284:50 pm
STT
- RSW
2 stops20h 41m
American Airlines
Deal found 6/7![American Airlines logo]()
$433
This Expedia deal was found by Cheapflights users on 6/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:25 pm
RSW
- NAS
1 stop26h 00m
Air Canada
Sun 11/12:05 pm
NAS
- RSW
1 stop23h 29m
Air Canada
Deal found 6/4![Air Canada logo]()
$490
This JetBlue deal was found by Cheapflights users on 6/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:05 am
RSW
- NAS
1 stop9h 58m
JetBlue
Wed 9/21:55 pm
NAS
- RSW
1 stop10h 04m
JetBlue
Deal found 6/6![JetBlue logo]()
$539
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 am
RSW
- MBJ
1 stop7h 30m
United Airlines
Thu 8/134:12 pm
MBJ
- RSW
1 stop17h 50m
United Airlines
Deal found 6/8![United Airlines logo]()
$574
This Orbitz deal was found by Cheapflights users on 6/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/611:55 am
RSW
- GCM
1 stop24h 30m
Multiple Airlines
Fri 9/117:00 am
GCM
- RSW
2 stops26h 49m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$588
This Delta deal was found by Cheapflights users on 6/7. 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 8/175:35 am
RSW
- SJU
1 stop8h 07m
Delta
Thu 8/205:49 pm
SJU
- RSW
1 stop6h 51m
Delta
Deal found 6/7![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 6/5. 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 8/227:20 am
RSW
- SJU
1 stop9h 20m
Southwest
Mon 8/246:30 am
SJU
- RSW
1 stop4h 45m
Southwest
Deal found 6/5![Southwest logo]()
$380
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:45 am
RSW
- SJU
2 stops9h 25m
Southwest
Sun 9/611:00 am
SJU
- RSW
2 stops10h 40m
Southwest
Deal found 6/3![Southwest logo]()
$411
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:40 am
RSW
- MBJ
1 stop6h 04m
Delta
Sun 8/301:09 pm
MBJ
- RSW
1 stop7h 09m
Delta
Deal found 6/4![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 8/145:05 pm
RSW
- SJU
1 stop5h 05m
Southwest
Mon 8/176:30 am
SJU
- RSW
1 stop4h 45m
Southwest
Deal found 6/5![Southwest logo]()
$415
This JetBlue deal was found by Cheapflights users on 6/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:01 am
RSW
- NAS
1 stop10h 03m
JetBlue
Tue 7/145:24 pm
NAS
- RSW
1 stop7h 18m
JetBlue
Deal found 6/8![JetBlue logo]()
$546
This American Airlines deal was found by Cheapflights users on 6/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:20 am
RSW
- SDQ
2 stops11h 24m
American Airlines
Wed 9/97:34 pm
SDQ
- RSW
2 stops17h 24m
American Airlines
Deal found 6/5![American Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Thu 7/27:00 am
RSW
- MBJ
1 stop7h 30m
United Airlines
Sun 7/54:33 pm
MBJ
- RSW
1 stop28h 26m
United Airlines
Deal found 6/5![United Airlines logo]()
$591
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 7/312:05 pm
RSW
- SJU
2 stops11h 20m
Southwest
Wed 8/58:20 am
SJU
- RSW
2 stops11h 30m
Southwest
Deal found 6/7![Southwest logo]()
$445
This JetBlue deal was found by Cheapflights users on 6/4. 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.
Sat 7/46:00 am
RSW
- SXM
1 stop10h 17m
JetBlue
Fri 7/1011:22 am
SXM
- RSW
1 stop13h 05m
JetBlue
Deal found 6/4![JetBlue logo]()
$550
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:45 am
RSW
- SDQ
1 stop6h 32m
Delta
Tue 7/217:35 pm
SDQ
- RSW
1 stop14h 41m
Delta
Deal found 6/4![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:22 am
RSW
- PUJ
2 stops10h 34m
American Airlines
Tue 8/412:01 pm
PUJ
- RSW
1 stop10h 56m
American Airlines
Deal found 6/6![American Airlines logo]()
$596
This JetBlue deal was found by Cheapflights users on 6/7. 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 8/318:07 pm
RSW
- PUJ
1 stop13h 59m
JetBlue
Thu 9/311:24 am
PUJ
- RSW
1 stop12h 35m
JetBlue
Deal found 6/7![JetBlue logo]()
$553
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 8/75:05 pm
RSW
- SJU
1 stop6h 45m
Southwest
Sun 8/95:30 am
SJU
- RSW
1 stop12h 55m
Southwest
Deal found 6/7![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:00 am
RSW
- SDQ
1 stop13h 46m
United Airlines
Wed 9/306:00 am
SDQ
- RSW
1 stop9h 09m
United Airlines
Deal found 6/3![United Airlines logo]()
$660
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:35 am
RSW
- SDQ
1 stop7h 53m
Delta
Wed 9/92:37 pm
SDQ
- RSW
1 stop9h 59m
Delta
Deal found 6/5![Delta logo]()
$550
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:22 am
RSW
- AUA
1 stop7h 15m
American Airlines
Sat 7/115:59 pm
AUA
- RSW
2 stops21h 10m
American Airlines
Deal found 6/6![American Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 6/7. 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.
Wed 7/291:05 pm
RSW
- SJU
2 stops11h 15m
Southwest
Sun 8/25:20 am
SJU
- RSW
1 stop13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$472
This Travelocity deal was found by Cheapflights users on 6/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
RSW
- NAS
1 stop10h 04m
JetBlue
Sat 7/1111:35 am
NAS
- RSW
1 stop22h 37m
JetBlue
Deal found 6/6![JetBlue logo]()
$581
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:41 pm
RSW
- SDQ
2 stops19h 43m
American Airlines
Mon 7/137:40 pm
SDQ
- RSW
2 stops19h 29m
American Airlines
Deal found 6/6![American Airlines logo]()
$620
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 9/187:00 am
RSW
- NAS
1 stop4h 50m
Delta
Tue 9/223:14 pm
NAS
- RSW
1 stop9h 18m
Delta
Deal found 6/7![Delta logo]()
$571
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:05 pm
RSW
- SJU
1 stop10h 15m
Southwest
Sat 8/85:55 am
SJU
- RSW
1 stop14h 20m
Southwest
Deal found 6/3![Southwest logo]()
$475
This JetBlue deal was found by Cheapflights users on 6/5. 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 8/288:07 pm
RSW
- SXM
1 stop15h 26m
JetBlue
Wed 9/211:20 am
SXM
- RSW
1 stop12h 39m
JetBlue
Deal found 6/5![JetBlue logo]()
$588
Last-minute flights from Fort Myers to CaribbeanDiscover last-minute flight deals from Fort Myers to Caribbean. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Caribbean. Data last updated June 8, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 6/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:16 pm
RSW
- SJU
1 stop7h 41m
Frontier
Sat 6/136:45 pm
SJU
- RSW
1 stop24h 36m
Frontier
Deal found 6/7![Frontier logo]()
$436
This Faresmojo deal was found by Cheapflights users on 6/7. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:38 am
RSW
- SJU
1 stop10h 05m
JetBlue
Sat 6/202:41 pm
SJU
- RSW
1 stop6h 31m
JetBlue
Deal found 6/7![JetBlue logo]()
$468
This Orbitz deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:09 pm
RSW
- PUJ
1 stop18h 16m
Frontier
Tue 7/2111:50 am
PUJ
- RSW
1 stop22h 53m
Frontier
Deal found 6/3![Frontier logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:41 pm
RSW
- STT
2 stops20h 19m
American Airlines
Tue 7/284:50 pm
STT
- RSW
2 stops20h 41m
American Airlines
Deal found 6/7![American Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 6/7. 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.
Mon 7/272:05 pm
RSW
- SJU
2 stops11h 20m
Southwest
Sat 8/15:30 am
SJU
- RSW
1 stop11h 50m
Southwest
Deal found 6/7![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 7/286:45 am
RSW
- SJU
1 stop9h 54m
Delta
Wed 8/55:49 pm
SJU
- RSW
1 stop6h 51m
Delta
Deal found 6/7![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 7/286:45 am
RSW
- SJU
1 stop9h 54m
Delta
Sat 8/82:59 pm
SJU
- RSW
1 stop9h 41m
Delta
Deal found 6/7![Delta logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Tue 7/288:00 am
RSW
- SJU
1 stop16h 07m
Multiple Airlines
Fri 7/316:00 am
SJU
- RSW
2 stops13h 14m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 6/7. 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.
Wed 7/295:35 am
RSW
- SJU
1 stop6h 05m
Delta
Wed 8/55:49 pm
SJU
- RSW
1 stop6h 51m
Delta
Deal found 6/7![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 6/7. 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.
Wed 7/295:35 am
RSW
- SJU
1 stop6h 05m
Delta
Sat 8/82:59 pm
SJU
- RSW
1 stop9h 41m
Delta
Deal found 6/7![Delta logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:00 am
RSW
- SJU
1 stop17h 07m
Multiple Airlines
Sat 8/86:00 am
SJU
- RSW
2 stops28h 43m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 6/7. 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.
Fri 7/312:05 pm
RSW
- SJU
2 stops11h 20m
Southwest
Wed 8/58:20 am
SJU
- RSW
2 stops11h 30m
Southwest
Deal found 6/7![Southwest logo]()
$445
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 June 8, 2026.
Search for one-way flight options from Fort Myers to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:35 am
RSW
- SJU
1 stop11h 03m
Delta
Deal found 6/5![Delta logo]()
$163
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:35 am
RSW
- STT
1 stop8h 48m
Delta
Deal found 6/4![Delta logo]()
$172
This Southwest deal was found by Cheapflights users on 6/5. 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 8/86:25 am
RSW
- SJU
2 stops11h 40m
Southwest
Deal found 6/5![Southwest logo]()
$190
This Expedia deal was found by Cheapflights users on 6/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:40 pm
RSW
- GCM
1 stop15h 20m
Air Canada
Deal found 6/6![Air Canada logo]()
$198
This Priceline deal was found by Cheapflights users on 6/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:38 am
RSW
- PUJ
1 stop26h 47m
Frontier
Deal found 6/6![Frontier logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 6/2711:02 am
RSW
- PUJ
1 stop27h 20m
Frontier
Deal found 6/8![Frontier logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Mon 7/208:09 pm
RSW
- SJU
2 stops28h 32m
Frontier
Deal found 6/5![Frontier logo]()
$227
This Priceline deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:16 pm
RSW
- PUJ
1 stop15h 39m
Frontier
Deal found 6/3![Frontier logo]()
$238
This Air Canada deal was found by Cheapflights users on 6/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:30 pm
RSW
- GCM
1 stop23h 30m
Air Canada
Deal found 6/6![Air Canada logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:00 am
RSW
- SJU
2 stops41h 41m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$241
This Southwest deal was found by Cheapflights users on 6/5. 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.
Sun 7/56:30 am
RSW
- NAS
2 stops12h 00m
Southwest
Deal found 6/5![Southwest logo]()
$244
This JetBlue deal was found by Cheapflights users on 6/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:02 am
RSW
- SXM
1 stop10h 15m
JetBlue
Deal found 6/6![JetBlue logo]()
$245
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 June 8, 2026.
Round-trip from | $276 (Priceline) |
|---|---|
One-way from | $163 (Delta) |
Popular in | July |
Cheapest in | June |
Average price | $286 |
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 2,558,603 searches. Data last updated June 8, 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 - SJU
RSWSJU
Fort Myers SW Florida Intl
Tue 7/28
6:45 am-4:39 pm
1 stop9h 54m
San Juan Luis Munoz Marin Intl
Wed 8/5
5:49 pm-12:40 am
1 stop6h 51m
$323
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Sat 8/29
6:25 am-6:15 pm
2 stops11h 50m
San Juan Luis Munoz Marin Intl
Mon 8/31
6:30 am-11:15 am
1 stop4h 45m
$326
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Mon 8/17
5:35 am-1:42 pm
1 stop8h 07m
San Juan Luis Munoz Marin Intl
Thu 8/20
5:49 pm-12:40 am
1 stop6h 51m
$326
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Sat 8/22
7:20 am-4:40 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Mon 8/24
6:30 am-11:15 am
1 stop4h 45m
$380
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Tue 9/1
8:45 am-6:10 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Sun 9/6
11:00 am-9:40 pm
2 stops10h 40m
$411
Quickest round-trip
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Fri 8/14
5:05 pm-10:10 pm
1 stop5h 05m
San Juan Luis Munoz Marin Intl
Mon 8/17
6:30 am-11:15 am
1 stop4h 45m
$415
Fort MyersMontego Bay
RSW - MBJ
RSWMBJ
Fort Myers SW Florida Intl
Sun 8/23
6:40 am-11:44 am
1 stop6h 04m
Montego Bay Sangster Intl
Sun 8/30
1:09 pm-9:18 pm
1 stop7h 09m
$432
Fort MyersSaint Thomas Island
RSW - STT
RSWSTT
Fort Myers SW Florida Intl
Thu 7/23
7:41 pm-4:00 pm
2 stops20h 19m
Saint Thomas Island Cyril E King
Tue 7/28
4:50 pm-1:31 pm
2 stops20h 41m
$433
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Fri 7/31
2:05 pm-1:25 am
2 stops11h 20m
San Juan Luis Munoz Marin Intl
Wed 8/5
8:20 am-7:50 pm
2 stops11h 30m
$445
Fort MyersSan Juan
RSW - SJU
RSWSJU
Fort Myers SW Florida Intl
Fri 8/7
5:05 pm-11:50 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Sun 8/9
5:30 am-6:25 pm
1 stop12h 55m
$466
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-STT
RSW-NAS
RSW-MBJ
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-STT
RSW-NAS
What is the cheapest month to book a flight from Fort Myers to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $138). Flying from Fort Myers to Caribbean in April is currently the most expensive (average of $368). 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 June 8, 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.
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 8, 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 4 airlines flying from Fort Myers to Caribbean
Discover the top 4 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 2,558,603 searches. Data last updated June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$256 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$218 | Average$555 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$333 | Average$630 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$365 | Average$581 | FlexibilityNo cancel fee | On-time71% |