$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
Mar 24 — Mar 311
1 adult, Economy
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Find cheap flights from Pensacola 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 Pensacola to Caribbean
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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 February 22, 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 February 22, 2026.
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sun 5/36:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/18![Frontier logo]()
$192
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/103:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sun 5/176:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/20![Frontier logo]()
$213
This Priceline deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Sat 4/183:21 am
SJU
- PNS
1 stop6h 56m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$243
This Super.com deal was found by Cheapflights users on 2/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 4/182:36 pm
STT
- PNS
1 stop7h 39m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$252
This Priceline deal was found by Cheapflights users on 2/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:00 am
PNS
- STT
1 stop6h 31m
Spirit Airlines
Sun 4/261:23 pm
STT
- PNS
1 stop8h 52m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$253
This Expedia deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:20 pm
PNS
- SJU
1 stop9h 41m
Frontier
Sun 4/193:21 am
SJU
- PNS
1 stop6h 56m
Frontier
Deal found 2/21![Frontier logo]()
$254
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/262:43 pm
PNS
- SJU
1 stop10h 15m
Frontier
Fri 4/33:16 am
SJU
- PNS
1 stop12h 35m
Frontier
Deal found 2/18![Frontier logo]()
$258
This Super.com deal was found by Cheapflights users on 2/20. 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.
Mon 4/137:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 4/182:36 pm
STT
- PNS
1 stop7h 39m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$262
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Fri 3/272:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$263
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
PNS
- SJU
1 stop15h 10m
Multiple Airlines
Wed 5/63:19 pm
SJU
- PNS
1 stop23h 56m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$263
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/20![Frontier logo]()
$265
This Trip.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Sat 4/183:21 am
SJU
- PNS
1 stop6h 56m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$269
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 February 22, 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 February 22, 2026.
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/103:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sun 5/176:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/18![Frontier logo]()
$192
This Priceline deal was found by Cheapflights users on 2/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:00 am
PNS
- STT
1 stop6h 31m
Spirit Airlines
Sun 4/261:23 pm
STT
- PNS
1 stop8h 52m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Sat 5/26:00 am
PNS
- SJU
2 stops31h 08m
Multiple Airlines
Wed 5/63:36 pm
SJU
- PNS
1 stop28h 22m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:57 pm
PNS
- MBJ
2 stops16h 54m
American Airlines
Wed 4/1512:25 pm
MBJ
- PNS
2 stops11h 20m
American Airlines
Deal found 2/21![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:00 am
PNS
- MBJ
1 stop5h 04m
Delta
Sun 8/232:29 pm
MBJ
- PNS
1 stop8h 57m
Delta
Deal found 2/21![Delta logo]()
$337
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sun 5/36:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/18![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 2/20. 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 6/177:50 am
PNS
- NAS
2 stops9h 40m
Southwest
Tue 6/238:45 am
NAS
- PNS
2 stops12h 10m
Southwest
Deal found 2/20![Southwest logo]()
$500
This FlightHub deal was found by Cheapflights users on 2/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:47 pm
PNS
- SJU
1 stop21h 36m
Multiple Airlines
Thu 4/237:17 pm
SJU
- PNS
2 stops26h 58m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$298
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/113:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Fri 5/156:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/18![Frontier logo]()
$274
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
PNS
- SJU
1 stop15h 10m
Spirit Airlines
Wed 5/61:00 pm
SJU
- PNS
1 stop9h 15m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:15 pm
PNS
- MBJ
1 stop20h 22m
American Airlines
Sun 4/264:37 pm
MBJ
- PNS
2 stops17h 42m
American Airlines
Deal found 2/21![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 2/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:00 am
PNS
- AUA
1 stop31h 20m
United Airlines
Thu 4/231:50 pm
AUA
- PNS
1 stop31h 48m
United Airlines
Deal found 2/18![United Airlines logo]()
$661
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sun 3/156:30 am
SJU
- PNS
1 stop8h 28m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$303
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Thu 3/121:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:26 am
PNS
- SJU
2 stops14h 35m
Multiple Airlines
Wed 5/277:05 pm
SJU
- PNS
1 stop19h 54m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/94:41 pm
PNS
- MBJ
2 stops19h 04m
American Airlines
Tue 6/165:17 pm
MBJ
- PNS
2 stops19h 03m
American Airlines
Deal found 2/18![American Airlines logo]()
$347
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Tue 4/77:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$296
This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/102:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:57 pm
PNS
- MBJ
1 stop16h 27m
American Airlines
Sat 4/1810:13 am
MBJ
- PNS
1 stop9h 27m
American Airlines
Deal found 2/18![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Thu 4/92:15 pm
PNS
- PUJ
1 stop24h 41m
Multiple Airlines
Sat 4/1811:07 am
PUJ
- PNS
1 stop22h 48m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/313:53 pm
PNS
- STT
2 stops18h 19m
American Airlines
Tue 4/75:05 pm
STT
- PNS
2 stops19h 16m
American Airlines
Deal found 2/20![American Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 2/19. 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.
Sun 4/128:15 am
PNS
- NAS
1 stop7h 30m
Delta
Fri 4/175:58 pm
NAS
- PNS
1 stop5h 01m
Delta
Deal found 2/19![Delta logo]()
$496
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:47 pm
PNS
- SJU
1 stop6h 02m
Spirit Airlines
Sun 5/37:13 pm
SJU
- PNS
2 stops18h 29m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$327
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:24 pm
PNS
- PUJ
2 stops17h 22m
Frontier
Tue 4/218:44 pm
PUJ
- PNS
2 stops42h 31m
Frontier
Deal found 2/18![Frontier logo]()
$437
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:21 pm
PNS
- STT
2 stops18h 25m
American Airlines
Mon 3/161:53 pm
STT
- PNS
1 stop6h 03m
American Airlines
Deal found 2/21![American Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:00 am
PNS
- NAS
1 stop6h 55m
Delta
Tue 7/145:20 pm
NAS
- PNS
1 stop6h 29m
Delta
Deal found 2/21![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:31 pm
PNS
- MBJ
1 stop17h 39m
American Airlines
Sat 4/184:37 pm
MBJ
- PNS
2 stops18h 44m
American Airlines
Deal found 2/20![American Airlines logo]()
$372
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/142:15 pm
PNS
- STI
1 stop10h 34m
Spirit Airlines
Wed 3/182:46 am
STI
- PNS
1 stop11h 30m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:15 pm
PNS
- PUJ
1 stop24h 41m
Multiple Airlines
Sun 4/1911:35 am
PUJ
- PNS
1 stop10h 40m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$421
Last-minute flights from Pensacola to CaribbeanDiscover last-minute flight deals from Pensacola to Caribbean. Data last updated February 22, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Caribbean. Data last updated February 22, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/20![Frontier logo]()
$265
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:37 pm
PNS
- SJU
1 stop26h 32m
Spirit Airlines
Thu 3/127:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$304
This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/102:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$299
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:37 pm
PNS
- SJU
1 stop26h 32m
Spirit Airlines
Thu 3/121:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$311
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Thu 3/121:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$293
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Fri 3/272:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$263
This Priceline deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/222:53 pm
PNS
- SJU
1 stop10h 20m
Frontier
Sat 3/283:08 am
SJU
- PNS
1 stop11h 52m
Frontier
Deal found 2/22![Frontier logo]()
$296
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Wed 4/87:00 am
SJU
- PNS
1 stop15h 14m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$295
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Fri 4/33:16 am
SJU
- PNS
1 stop12h 35m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$285
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/262:43 pm
PNS
- SJU
1 stop10h 15m
Frontier
Fri 4/33:16 am
SJU
- PNS
1 stop12h 35m
Frontier
Deal found 2/18![Frontier logo]()
$258
This Super.com deal was found by Cheapflights users on 2/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Mon 3/302:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/21![Spirit Airlines logo]()
$262
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Tue 4/77:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$307
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 February 22, 2026.
Search for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 22, 2026.
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:20 pm
PNS
- SJU
1 stop9h 41m
Frontier
Deal found 2/20![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:47 pm
PNS
- SJU
1 stop6h 02m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Thu 5/287:38 pm
PNS
- SJU
1 stop12h 11m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$141
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
PNS
- SJU
2 stops41h 29m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$156
This Frontier deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/23:36 pm
PNS
- SJU
1 stop9h 25m
Frontier
Deal found 2/20![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/142:15 pm
PNS
- STI
1 stop10h 34m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:00 am
PNS
- SJU
2 stops31h 30m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$159
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/82:53 pm
PNS
- SJU
1 stop17h 01m
Frontier
Deal found 2/20![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:00 am
PNS
- AUA
3 stops54h 35m
Spirit Airlines
Deal found 2/21![Spirit Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:26 pm
PNS
- MBJ
1 stop13h 41m
American Airlines
Deal found 2/20![American Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 2/18. 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.
Fri 6/197:00 am
PNS
- NAS
1 stop7h 55m
Delta
Deal found 2/18![Delta logo]()
$249
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 February 22, 2026.
Round-trip from | $192 (Frontier) |
|---|---|
One-way from | $96 (Frontier) |
Popular in | December |
Cheapest in | April |
Average price | $543 |
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 February 22, 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
Sun 5/10
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Sun 5/17
6:30 am-2:15 pm
1 stop8h 45m
$192
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Fri 4/24
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Sun 5/3
6:30 am-2:15 pm
1 stop8h 45m
$192
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Sun 4/19
6:00 am-1:31 pm
1 stop6h 31m
Saint Thomas Island Cyril E King
Sun 4/26
1:23 pm-9:15 pm
1 stop8h 52m
$253
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Sat 3/21
7:00 am-1:26 pm
1 stop5h 26m
Saint Thomas Island Cyril E King
Sat 3/28
2:36 pm-9:14 pm
1 stop7h 38m
$263
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mon 5/11
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Fri 5/15
6:30 am-2:15 pm
1 stop8h 45m
$274
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Sat 5/2
6:00 am-10:10 pm
1 stop15h 10m
San Juan Luis Munoz Marin Intl
Wed 5/6
1:00 pm-9:15 pm
1 stop9h 15m
$285
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mon 3/9
6:37 pm-9:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Thu 3/12
1:45 am-9:14 pm
1 stop20h 29m
$293
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Sat 5/2
6:00 am-2:08 pm
2 stops31h 08m
San Juan Luis Munoz Marin Intl
Wed 5/6
3:36 pm-6:58 pm
1 stop28h 22m
$296
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Tue 3/31
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Tue 4/7
7:54 pm-1:16 pm
1 stop18h 22m
$296
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Sat 4/18
1:47 pm-12:23 pm
1 stop21h 36m
San Juan Luis Munoz Marin Intl
Thu 4/23
7:17 pm-9:15 pm
2 stops26h 58m
$298
Showing 1-10 of 44 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-SJU
PNS-STT
PNS-NAS
PNS-ELH
PNS-STI
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-SJU
PNS-STT
PNS-NAS
PNS-ELH
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 February 22, 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
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
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 February 22, 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 February 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$194 | Average$345 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$218 | Average$525 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$380 | Average$650 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$381 | Average$533 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$385 | Average$604 | FlexibilityNo cancel fee | On-time71% |