$96+ Cheap flights from Pensacola (PNS) 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Mrz 16 — Mrz 231
1 adult, Economy
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Cheapest flights from Pensacola to CaribbeanExplore the most affordable flight options available from Pensacola to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Februar 14, 2026.
Explore the most affordable flight options available from Pensacola to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Februar 14, 2026.
This Frontier deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Fr 4/243:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sa 5/23:08 am
SJU
- PNS
1 stop12h 07m
Frontier
Deal found 2/10![Frontier logo]()
$192
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
So 5/103:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
So 5/176:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/11![Frontier logo]()
$193
This FlightHub deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 3/217:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sa 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$211
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
So 4/193:13 pm
PNS
- SJU
1 stop6h 35m
Frontier
So 4/263:08 am
SJU
- PNS
1 stop12h 07m
Frontier
Deal found 2/12![Frontier logo]()
$213
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mi 5/206:00 am
PNS
- STT
1 stop5h 28m
Spirit Airlines
Mi 5/271:23 pm
STT
- PNS
1 stop8h 52m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$223
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Do 4/163:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Mi 4/2911:07 am
SJU
- PNS
1 stop28h 08m
Frontier
Deal found 2/12![Frontier logo]()
$231
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Mo 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sa 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/13![Frontier logo]()
$234
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mi 4/87:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Mi 4/153:19 pm
SJU
- PNS
1 stop23h 56m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$240
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
So 4/193:13 pm
PNS
- SJU
1 stop6h 35m
Frontier
So 4/266:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/12![Frontier logo]()
$254
This Priceline deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 4/147:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Do 4/163:08 am
SJU
- PNS
1 stop12h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$258
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Fr 2/276:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$263
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Di 4/72:15 pm
PNS
- SJU
1 stop8h 43m
Spirit Airlines
Di 4/147:00 am
SJU
- PNS
1 stop14h 34m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$264
Best flights from Pensacola to CaribbeanDiscover carefully curated flight deals from Pensacola to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Februar 14, 2026.
Discover carefully curated flight deals from Pensacola to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Februar 14, 2026.
This Frontier deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Fr 4/243:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sa 5/23:08 am
SJU
- PNS
1 stop12h 07m
Frontier
Deal found 2/10![Frontier logo]()
$192
This Priceline deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 4/147:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Do 4/163:08 am
SJU
- PNS
1 stop12h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$258
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Fr 2/276:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$263
This Expedia deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Do 4/303:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Mo 5/46:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/10![Frontier logo]()
$192
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
Di 6/96:54 pm
PNS
- MBJ
2 stops16h 51m
American Airlines
Di 6/164:20 pm
MBJ
- PNS
2 stops17h 42m
American Airlines
Deal found 2/14![American Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Mi 5/136:30 am
PNS
- NAS
1 stop6h 17m
United Airlines
Mo 5/182:53 pm
NAS
- PNS
1 stop5h 56m
United Airlines
Deal found 2/10![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
So 4/128:15 am
PNS
- NAS
1 stop7h 30m
Delta
Fr 4/175:58 pm
NAS
- PNS
1 stop5h 01m
Delta
Deal found 2/12![Delta logo]()
$506
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Mo 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sa 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/13![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Di 3/106:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Di 3/172:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$273
This Trip.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mo 3/26:37 pm
PNS
- SJU
1 stop6h 16m
Multiple Airlines
Di 3/1011:07 am
SJU
- PNS
1 stop7h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$279
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Mi 3/257:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Fr 4/33:16 am
SJU
- PNS
1 stop12h 35m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$281
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 4/142:15 pm
PNS
- SJU
2 stops17h 32m
Spirit Airlines
Fr 4/173:43 pm
SJU
- PNS
1 stop6h 38m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$282
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Sa 5/96:00 am
PNS
- STT
1 stop6h 31m
Spirit Airlines
Mi 5/131:23 pm
STT
- PNS
1 stop8h 52m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mi 4/221:47 pm
PNS
- SJU
1 stop21h 46m
Multiple Airlines
Mo 4/279:54 pm
SJU
- PNS
1 stop15h 48m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Fr 5/151:47 pm
PNS
- SJU
1 stop6h 02m
Spirit Airlines
Mi 5/203:43 pm
SJU
- PNS
1 stop6h 32m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Mo 8/107:24 pm
PNS
- MBJ
2 stops16h 56m
American Airlines
Sa 8/153:20 pm
MBJ
- PNS
2 stops18h 18m
American Airlines
Deal found 2/13![American Airlines logo]()
$412
This CheapOair deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
Sa 5/26:00 am
PNS
- SJU
1 stop25h 49m
Spirit Airlines
Mi 5/67:00 am
SJU
- PNS
1 stop15h 15m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
So 7/126:54 pm
PNS
- MBJ
2 stops16h 48m
American Airlines
Mo 7/204:20 pm
MBJ
- PNS
2 stops17h 27m
American Airlines
Deal found 2/13![American Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Fr 3/132:15 pm
PNS
- SDQ
1 stop10h 23m
Multiple Airlines
Mo 3/1610:46 am
SDQ
- PNS
1 stop11h 28m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Do 2/196:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Di 2/243:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
So 4/196:57 pm
PNS
- MBJ
2 stops16h 54m
American Airlines
So 4/264:37 pm
MBJ
- PNS
2 stops17h 42m
American Airlines
Deal found 2/14![American Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mo 4/137:00 am
PNS
- AUA
1 stop31h 20m
United Airlines
Sa 4/183:10 pm
AUA
- PNS
1 stop7h 47m
United Airlines
Deal found 2/11![United Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mi 3/115:20 pm
PNS
- SDQ
1 stop18h 55m
Multiple Airlines
Sa 3/1410:56 am
SDQ
- PNS
1 stop22h 59m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$365
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Sa 3/282:15 pm
PNS
- SDQ
1 stop10h 23m
Spirit Airlines
Mo 3/302:52 am
SDQ
- PNS
1 stop11h 24m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$324
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
So 3/292:45 pm
PNS
- PUJ
2 stops46h 32m
Frontier
So 4/511:12 am
PUJ
- PNS
2 stops32h 12m
Frontier
Deal found 2/11![Frontier logo]()
$493
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Sa 5/166:57 pm
PNS
- MHH
2 stops17h 23m
American Airlines
Sa 5/233:39 pm
MHH
- PNS
2 stops19h 23m
American Airlines
Deal found 2/12![American Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
So 4/126:15 am
PNS
- GCM
1 stop6h 15m
United Airlines
Fr 4/171:35 pm
GCM
- PNS
1 stop8h 22m
United Airlines
Deal found 2/10![United Airlines logo]()
$566
This FlightHub deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 3/317:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Di 4/72:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mi 3/1111:18 am
PNS
- SDQ
2 stops17h 07m
Multiple Airlines
Fr 3/1310:56 am
SDQ
- PNS
1 stop11h 18m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
So 2/226:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
So 3/13:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$327
Last-minute flights from Pensacola to CaribbeanDiscover last-minute flight deals from Pensacola to Caribbean. Data last updated Februar 14, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Caribbean. Data last updated Februar 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Do 2/196:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Di 2/243:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$295
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Fr 2/276:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$263
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Fr 2/276:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Di 3/36:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$269
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Sa 2/286:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sa 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$268
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Mo 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sa 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/13![Frontier logo]()
$234
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mo 3/26:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Di 3/105:27 pm
SJU
- PNS
2 stops25h 15m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$278
This Trip.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mo 3/26:37 pm
PNS
- SJU
1 stop6h 16m
Multiple Airlines
Di 3/1011:07 am
SJU
- PNS
1 stop7h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$279
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
So 3/82:53 pm
PNS
- SJU
1 stop10h 20m
Frontier
So 3/156:30 am
SJU
- PNS
1 stop8h 28m
Frontier
Deal found 2/12![Frontier logo]()
$276
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mo 3/96:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Mo 3/167:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Di 3/106:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Di 3/172:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$273
This FlightHub deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 3/217:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sa 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$211
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Mi 3/257:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Fr 4/33:16 am
SJU
- PNS
1 stop12h 35m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$281
One-way flights from Pensacola to CaribbeanSearch for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated Februar 14, 2026.
Search for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated Februar 14, 2026.
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Fr 4/173:13 pm
PNS
- SJU
1 stop6h 35m
Frontier
Deal found 2/11![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Mi 4/17:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Do 4/27:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Mi 5/276:00 am
PNS
- SJU
1 stop7h 32m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$125
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
So 3/86:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$131
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Di 3/312:15 pm
PNS
- SDQ
1 stop10h 23m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$132
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Sa 4/256:00 am
PNS
- SJU
1 stop15h 10m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Fr 2/276:37 pm
PNS
- SJU
2 stops19h 44m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$137
This Frontier deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
So 3/82:53 pm
PNS
- SJU
1 stop10h 20m
Frontier
Deal found 2/10![Frontier logo]()
$138
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Di 3/317:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Di 3/172:15 pm
PNS
- SJU
1 stop27h 40m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
Sa 3/282:15 pm
PNS
- SJU
1 stop6h 19m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$145
Find flight deals from Pensacola to Caribbean
Keep the following information in mind while searching for Pensacola to Caribbean flight deals. Data was last updated Februar 14, 2026.
Round-trip from | $192 (Frontier) |
|---|---|
One-way from | $96 (Frontier) |
Popular in | December |
Cheapest in | April |
Average price | $535 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pensacola 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 Februar 14, 2026.
Use the filters below to find and compare flights from Pensacola to Caribbean that are best for you.
Fly from
Pensacola
Fly to
Caribbean
Route
Depart
Return
Price
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Fr 4/24
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Sa 5/2
3:08 am-2:15 pm
1 stop12h 07m
$192
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Do 4/30
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Mo 5/4
6:30 am-2:15 pm
1 stop8h 45m
$192
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mo 3/2
2:23 pm-2:53 am
1 stop10h 30m
San Juan Luis Munoz Marin Intl
Sa 3/7
3:53 am-1:08 pm
1 stop11h 15m
$234
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Di 4/14
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Do 4/16
3:08 am-2:15 pm
1 stop12h 07m
$258
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Di 2/24
6:37 pm-10:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Fr 2/27
6:00 am-5:42 pm
1 stop13h 42m
$263
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Di 3/10
6:37 pm-1:31 pm
1 stop17h 54m
Saint Thomas Island Cyril E King
Di 3/17
2:36 pm-9:14 pm
1 stop7h 38m
$273
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mo 3/2
6:37 pm-2:53 am
1 stop6h 16m
San Juan Luis Munoz Marin Intl
Di 3/10
11:07 am-5:42 pm
1 stop7h 35m
$279
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mi 3/25
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Fr 4/3
3:16 am-2:51 pm
1 stop12h 35m
$281
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Di 4/14
2:15 pm-8:47 am
2 stops17h 32m
San Juan Luis Munoz Marin Intl
Fr 4/17
3:43 pm-9:21 pm
1 stop6h 38m
$282
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Sa 5/9
6:00 am-1:31 pm
1 stop6h 31m
Saint Thomas Island Cyril E King
Mi 5/13
1:23 pm-9:15 pm
1 stop8h 52m
$293
Showing 1-10 of 57 results
Best time to book a flight from Pensacola to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Pensacola with our price prediction graph.
PNS-STT
PNS-SJU
PNS-SDQ
PNS-MBJ
PNS-NAS
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 Pensacola to Caribbean
PNS-0CB
PNS-STT
PNS-SJU
PNS-SDQ
PNS-MBJ
What is the cheapest month to book a flight from Pensacola to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Pensacola to Caribbean (average of $104). Flying from Pensacola to Caribbean in January is currently the most expensive (average of $364). 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 Februar 14, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Pensacola 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
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Pensacola 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 Pensacola 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 Pensacola to Caribbean by cabin class
Find flights from Pensacola to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pensacola and Caribbean flights
Browse other Pensacola and Caribbean flight options. Last updated on Februar 14, 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.
Pensacola to Caribbean flights
Consider these flights traveling from Pensacola to Caribbean.
Top 5 airlines flying from Pensacola to Caribbean
Discover the top 5 airlines that operate flights from Pensacola 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 Februar 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$194 | Average$345 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$218 | Average$540 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$380 | Average$650 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$381 | Average$539 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$385 | Average$605 | FlexibilityNo cancel fee | On-time71% |