$64+ Cheap flights from Florida Keys 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Apr 20 — Apr 271
Round-trip
1 adult, Economy
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Find cheap flights from Florida Keys 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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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 Florida Keys to Caribbean
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Cheapest flights from Florida Keys to CaribbeanExplore the most affordable flight options available from Florida Keys to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 21, 2026.
Explore the most affordable flight options available from Florida Keys to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 21, 2026.
This Frontier deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:20 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Sun 4/510:58 am
SJU
- MIA
Nonstop3h 01m
Frontier
Deal found 3/21![Frontier logo]()
$136
This CheapOair deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/39:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Sat 4/411:03 am
SJU
- MIA
Nonstop2h 52m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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.
Fri 5/111:36 pm
MIA
- SJU
Nonstop2h 30m
Spirit Airlines
Mon 5/43:21 am
SJU
- MIA
Nonstop2h 45m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$138
This Super.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:01 pm
MIA
- SJU
Nonstop2h 30m
Spirit Airlines
Sun 5/103:21 am
SJU
- MIA
Nonstop2h 45m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$139
This Booking.com deal was found by Cheapflights users on 3/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:01 pm
MIA
- SJU
Nonstop2h 30m
Spirit Airlines
Sat 5/163:21 am
SJU
- MIA
Nonstop2h 45m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/143:24 pm
MIA
- SJU
Nonstop2h 35m
Multiple Airlines
Fri 4/177:00 am
SJU
- MIA
Nonstop2h 46m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:01 pm
MIA
- SJU
Nonstop2h 30m
Multiple Airlines
Sat 5/166:41 pm
SJU
- MIA
Nonstop2h 58m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$142
This Frontier deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/910:36 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Tue 4/1411:00 am
SJU
- MIA
Nonstop2h 59m
Frontier
Deal found 3/16![Frontier logo]()
$143
This Expedia deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/19:25 pm
MIA
- SJU
Nonstop2h 33m
Multiple Airlines
Mon 4/66:00 am
SJU
- MIA
Nonstop3h 00m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1011:01 pm
MIA
- SJU
Nonstop2h 30m
Multiple Airlines
Sun 5/176:41 pm
SJU
- MIA
Nonstop2h 58m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/210:36 pm
MIA
- SJU
Nonstop2h 41m
Multiple Airlines
Mon 4/611:03 am
SJU
- MIA
Nonstop2h 52m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/211:36 pm
MIA
- SJU
Nonstop2h 30m
Multiple Airlines
Fri 5/86:41 pm
SJU
- MIA
Nonstop2h 58m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$147
Best flights from Florida Keys to CaribbeanDiscover carefully curated flight deals from Florida Keys to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 21, 2026.
Discover carefully curated flight deals from Florida Keys to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 21, 2026.
This Arajet deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:25 pm
MIA
- PUJ
1 stop8h 30m
Multiple Airlines
Wed 5/201:01 pm
PUJ
- MIA
Nonstop2h 47m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$258
This Bahamasair deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:45 pm
MIA
- NAS
Nonstop1h 00m
Bahamasair
Thu 5/217:45 am
NAS
- MIA
Nonstop1h 05m
Bahamasair
Deal found 3/19![Bahamasair logo]()
$293
This Copa Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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.
Tue 4/146:24 am
MIA
- AUA
1 stop5h 41m
Copa Airlines
Tue 4/213:43 pm
AUA
- MIA
1 stop6h 40m
Copa Airlines
Deal found 3/16![Copa Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 5/186:00 am
MIA
- AUA
1 stop8h 10m
Delta
Thu 5/211:15 pm
AUA
- MIA
1 stop8h 01m
Delta
Deal found 3/18![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 7/266:20 am
MIA
- SJU
1 stop9h 20m
Southwest
Mon 8/35:00 pm
SJU
- MIA
1 stop5h 05m
Southwest
Deal found 3/17![Southwest logo]()
$323
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/812:17 pm
MIA
- SXM
Nonstop3h 05m
American Airlines
Fri 4/172:24 pm
SXM
- MIA
1 stop30h 23m
American Airlines
Deal found 3/17![American Airlines logo]()
$331
This Avianca deal was found by Cheapflights users on 3/20. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/201:45 pm
MIA
- AUA
3 stops26h 05m
Avianca
Thu 4/235:20 pm
AUA
- MIA
1 stop10h 25m
Avianca
Deal found 3/20![Avianca logo]()
$362
This Arajet deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:53 pm
MIA
- PUJ
Nonstop2h 36m
Multiple Airlines
Thu 5/212:05 am
PUJ
- MIA
1 stop10h 34m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$263
This Caribbean Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:10 pm
MIA
- SXM
2 stops19h 35m
Caribbean Airlines
Mon 5/411:35 am
SXM
- MIA
1 stop25h 40m
Caribbean Airlines
Deal found 3/17![Caribbean Airlines logo]()
$549
This Arajet deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:55 pm
MIA
- SDQ
1 stop7h 45m
Multiple Airlines
Fri 5/1510:19 am
SDQ
- MIA
Nonstop2h 20m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 am
MIA
- MBJ
1 stop8h 15m
United Airlines
Sat 4/182:40 pm
MBJ
- MIA
1 stop19h 29m
United Airlines
Deal found 3/19![United Airlines logo]()
$583
This Bahamasair deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Fri 5/17:45 pm
MIA
- NAS
Nonstop1h 00m
Bahamasair
Wed 5/67:45 am
NAS
- MIA
Nonstop1h 05m
Bahamasair
Deal found 3/18![Bahamasair logo]()
$293
This Copa Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
MIA
- AUA
1 stop15h 57m
Copa Airlines
Sun 4/263:43 pm
AUA
- MIA
1 stop6h 59m
Copa Airlines
Deal found 3/19![Copa Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 5/179:03 pm
MIA
- AUA
1 stop14h 57m
Delta
Thu 5/211:15 pm
AUA
- MIA
1 stop8h 01m
Delta
Deal found 3/18![Delta logo]()
$321
This Bahamasair deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bahamasair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:00 am
MIA
- NAS
Nonstop1h 00m
Bahamasair
Wed 9/97:45 am
NAS
- MIA
Nonstop1h 05m
Bahamasair
Deal found 3/17![Bahamasair logo]()
$293
This Arajet deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:18 pm
MIA
- PUJ
Nonstop2h 36m
Multiple Airlines
Sat 4/117:45 am
PUJ
- MIA
1 stop10h 10m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 3/19. 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.
Mon 8/177:00 am
MIA
- SJU
1 stop6h 45m
Southwest
Thu 8/205:00 am
SJU
- MIA
2 stops11h 25m
Southwest
Deal found 3/19![Southwest logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 3/21. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:00 am
MIA
- AUA
1 stop15h 57m
Copa Airlines
Sun 5/37:19 am
AUA
- MIA
1 stop15h 23m
Copa Airlines
Deal found 3/21![Copa Airlines logo]()
$303
This Bahamasair deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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.
Sat 8/2210:00 am
MIA
- NAS
Nonstop1h 00m
Bahamasair
Sat 9/127:45 am
NAS
- MIA
Nonstop1h 05m
Bahamasair
Deal found 3/17![Bahamasair logo]()
$293
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/26:20 am
MIA
- SJU
2 stops10h 05m
Southwest
Tue 8/116:00 am
SJU
- MIA
1 stop7h 35m
Southwest
Deal found 3/17![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
MIA
- MBJ
1 stop10h 34m
Delta
Sat 5/164:59 pm
MBJ
- MIA
1 stop6h 44m
Delta
Deal found 3/20![Delta logo]()
$332
This Copa Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:24 am
MIA
- AUA
1 stop15h 33m
Copa Airlines
Wed 4/227:19 am
AUA
- MIA
1 stop15h 04m
Copa Airlines
Deal found 3/16![Copa Airlines logo]()
$303
This Arajet deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:18 pm
MIA
- SDQ
1 stop10h 12m
Multiple Airlines
Sun 4/193:35 pm
SDQ
- MIA
Nonstop2h 20m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$278
This Copa Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
MIA
- AUA
1 stop15h 57m
Copa Airlines
Sun 4/193:43 pm
AUA
- MIA
1 stop6h 59m
Copa Airlines
Deal found 3/19![Copa Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 3/20. 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.
Fri 9/46:20 am
MIA
- SJU
2 stops10h 35m
Southwest
Sat 9/128:20 am
SJU
- MIA
1 stop10h 55m
Southwest
Deal found 3/20![Southwest logo]()
$346
This Arajet deal was found by Cheapflights users on 3/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/252:09 pm
MIA
- PUJ
1 stop5h 51m
Multiple Airlines
Fri 5/291:01 pm
PUJ
- MIA
Nonstop2h 47m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$288
This Copa Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/26:00 am
MIA
- AUA
1 stop6h 08m
Copa Airlines
Sun 5/103:43 pm
AUA
- MIA
1 stop6h 40m
Copa Airlines
Deal found 3/16![Copa Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 3/20. 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.
Wed 7/296:35 am
MIA
- SJU
2 stops10h 30m
Southwest
Mon 8/311:35 am
SJU
- MIA
1 stop10h 30m
Southwest
Deal found 3/20![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:05 am
MIA
- MBJ
1 stop9h 29m
Delta
Sun 5/104:59 pm
MBJ
- MIA
1 stop6h 48m
Delta
Deal found 3/19![Delta logo]()
$382
This Arajet deal was found by Cheapflights users on 3/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:25 pm
MIA
- SDQ
Nonstop2h 20m
Multiple Airlines
Wed 5/63:55 am
SDQ
- MIA
1 stop8h 30m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$293
Last-minute flights from Florida Keys to CaribbeanDiscover last-minute flight deals from Florida Keys to Caribbean. Data last updated March 21, 2026 and is based on user searches.
Discover last-minute flight deals from Florida Keys to Caribbean. Data last updated March 21, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Sat 3/2811:34 am
MIA
- SJU
Nonstop2h 40m
Multiple Airlines
Fri 4/36:55 pm
SJU
- MIA
1 stop15h 22m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$142
This Expedia deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 3/319:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Fri 4/36:55 pm
SJU
- MIA
1 stop15h 22m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/19:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Tue 4/711:03 am
SJU
- MIA
Nonstop2h 52m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$138
This Expedia deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/19:25 pm
MIA
- SJU
Nonstop2h 33m
Multiple Airlines
Mon 4/66:00 am
SJU
- MIA
Nonstop3h 00m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$144
This CheapOair deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/29:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Thu 4/911:03 am
SJU
- MIA
Nonstop2h 52m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/210:36 pm
MIA
- SJU
Nonstop2h 41m
Multiple Airlines
Mon 4/611:03 am
SJU
- MIA
Nonstop2h 52m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:20 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Sun 4/510:58 am
SJU
- MIA
Nonstop3h 01m
Frontier
Deal found 3/21![Frontier logo]()
$136
This CheapOair deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/39:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Sat 4/411:03 am
SJU
- MIA
Nonstop2h 52m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$137
This Frontier deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/910:36 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Wed 4/1511:30 am
SJU
- MIA
Nonstop2h 59m
Frontier
Deal found 3/16![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/143:24 pm
MIA
- SJU
Nonstop2h 35m
Multiple Airlines
Fri 4/177:00 am
SJU
- MIA
Nonstop2h 46m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:24 pm
MIA
- SJU
Nonstop2h 34m
Multiple Airlines
Wed 4/2211:30 am
SJU
- MIA
Nonstop2h 59m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:36 pm
MIA
- SJU
Nonstop2h 30m
Spirit Airlines
Wed 5/63:21 am
SJU
- MIA
Nonstop2h 45m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$147
One-way flights from Florida Keys to CaribbeanSearch for one-way flight options from Florida Keys to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 21, 2026.
Search for one-way flight options from Florida Keys to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 21, 2026.
This Booking.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Wed 5/272:09 pm
MIA
- CUR
2 stops6h 56m
Arajet
Deal found 3/18![Arajet logo]()
$64
This CheapOair deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 3/2610:42 pm
MIA
- SJU
Nonstop2h 39m
Frontier
Deal found 3/16![Frontier logo]()
$65
This Super.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:36 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Deal found 3/18![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$67
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/210:36 pm
MIA
- SJU
Nonstop2h 41m
Frontier
Deal found 3/20![Frontier logo]()
$68
This Super.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:24 pm
MIA
- SJU
Nonstop2h 34m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$69
This Spirit deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/89:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Deal found 3/16![Spirit Airlines logo]()
$70
This Mytrip deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Mon 4/2710:24 pm
MIA
- SJU
Nonstop2h 34m
Spirit Airlines
Deal found 3/18![Spirit Airlines logo]()
$72
This Trip.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/203:24 pm
MIA
- SJU
Nonstop2h 35m
Frontier
Deal found 3/16![Frontier logo]()
$73
This Priceline deal was found by Cheapflights users on 3/20. 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.
Fri 4/1010:20 pm
MIA
- SXM
1 stop19h 16m
Frontier
Deal found 3/20![Frontier logo]()
$75
This CheapOair deal was found by Cheapflights users on 3/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:25 pm
MIA
- SJU
Nonstop2h 33m
Spirit Airlines
Deal found 3/21![Spirit Airlines logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 6/172:09 pm
MIA
- CUR
2 stops6h 56m
Arajet
Deal found 3/17![Arajet logo]()
$78
Find flight deals from Florida Keys to Caribbean
Keep the following information in mind while searching for Florida Keys to Caribbean flight deals. Data was last updated March 21, 2026.
Round-trip from | $136 (CheapOair) |
|---|---|
One-way from | $64 (Booking.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Florida Keys 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 March 21, 2026.
Use the filters below to find and compare flights from Florida Keys to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MiamiPunta Cana
MIA - PUJ
MIAPUJ
Miami
Sat 5/16
7:25 pm-3:55 am
1 stop8h 30m
Punta Cana
Wed 5/20
1:01 pm-3:48 pm
Nonstop2h 47m
$258
MiamiPunta Cana
MIA - PUJ
MIAPUJ
Miami
Mon 5/18
6:53 pm-9:29 pm
Nonstop2h 36m
Punta Cana
Thu 5/21
2:05 am-12:39 pm
1 stop10h 34m
$263
MiamiSanto Domingo
MIA - SDQ
MIASDQ
Miami
Sat 5/9
1:55 pm-9:40 pm
1 stop7h 45m
Santo Domingo Las Americas
Fri 5/15
10:19 am-12:39 pm
Nonstop2h 20m
$263
MiamiPunta Cana
MIA - PUJ
MIAPUJ
Miami
Wed 4/8
5:18 pm-7:54 pm
Nonstop2h 36m
Punta Cana
Sat 4/11
7:45 am-5:55 pm
1 stop10h 10m
$268
MiamiSanto Domingo
MIA - SDQ
MIASDQ
Miami
Wed 4/15
5:18 pm-3:30 am
1 stop10h 12m
Santo Domingo Las Americas
Sun 4/19
3:35 pm-5:55 pm
Nonstop2h 20m
$278
MiamiPunta Cana
MIA - PUJ
MIAPUJ
Miami
Mon 5/25
2:09 pm-8:00 pm
1 stop5h 51m
Punta Cana
Fri 5/29
1:01 pm-3:48 pm
Nonstop2h 47m
$288
Quickest round-trip
MiamiNassau
MIA - NAS
MIANAS
Miami
Mon 5/18
7:45 pm-8:45 pm
Nonstop1h 00m
Nassau Intl
Thu 5/21
7:45 am-8:50 am
Nonstop1h 05m
$293
MiamiNassau
MIA - NAS
MIANAS
Miami
Fri 5/1
7:45 pm-8:45 pm
Nonstop1h 00m
Nassau Intl
Wed 5/6
7:45 am-8:50 am
Nonstop1h 05m
$293
MiamiNassau
MIA - NAS
MIANAS
Miami
Sun 8/23
10:00 am-11:00 am
Nonstop1h 00m
Nassau Intl
Wed 9/9
7:45 am-8:50 am
Nonstop1h 05m
$293
MiamiNassau
MIA - NAS
MIANAS
Miami
Sat 8/22
10:00 am-11:00 am
Nonstop1h 00m
Nassau Intl
Sat 9/12
7:45 am-8:50 am
Nonstop1h 05m
$293
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Florida Keys to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Florida Keys with our price prediction graph.
MIA-SJU
MIA-CUR
MIA-SXM
MIA-NAS
MIA-SDQ
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 Florida Keys to Caribbean
zzEOA-0CB
MIA-SJU
MIA-CUR
MIA-SXM
MIA-NAS
No data available for this route at this time. Please check back soon.
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 March 21, 2026.
Get a feel of what it's like to fly with American Airlines,Spirit Airlines, andFrontier from Florida Keys to Caribbean by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Crew
7.9
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Crew
7.9
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Crew
7.9
Boarding
7.5
Comfort
7.2
Food
6.4
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Related info for your journey
Find useful and relevant information for your journey from Florida Keys to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Florida Keys 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 Florida Keys to Caribbean by cabin class
Find flights from Florida Keys to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Florida Keys and Caribbean flights
Browse other Florida Keys and Caribbean flight options. Last updated on March 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to Florida Keys after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Florida Keys to Caribbean flights
Consider these flights traveling from Florida Keys to Caribbean.
Top airline flying from Florida Keys to Caribbean
Discover the top airline that operate flights from Florida Keys 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 March 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$495 | FlexibilityNo cancel fee | On-time71% |