$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 14 — Mar 211
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 12, 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 12, 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.
Fri 4/243:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Sat 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 2/9. Clicking the “Pick Dates” 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 2/9![Frontier logo]()
$193
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
PNS
- STT
1 stop6h 31m
Spirit Airlines
Wed 5/272:36 pm
STT
- PNS
1 stop7h 39m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$211
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.
Mon 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/11![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.
Wed 4/87:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Wed 4/153:19 pm
SJU
- PNS
1 stop23h 56m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/172:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:46 pm
PNS
- SJU
1 stop20h 47m
Multiple Airlines
Tue 5/121:25 pm
SJU
- PNS
2 stops32h 56m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$248
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/286:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sat 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$253
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Sat 2/286:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$255
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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.
Sun 3/227:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$258
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.
Tue 4/147:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Thu 4/163:08 am
SJU
- PNS
1 stop12h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$258
This FlightHub deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Tue 4/72:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$259
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 12, 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 12, 2026.
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.
Thu 4/163:13 pm
PNS
- SJU
1 stop17h 41m
Frontier
Wed 4/2911:07 am
SJU
- PNS
1 stop28h 08m
Frontier
Deal found 2/11![Frontier logo]()
$192
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
PNS
- STT
1 stop6h 31m
Spirit Airlines
Wed 5/272:36 pm
STT
- PNS
1 stop7h 39m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:46 pm
PNS
- SJU
1 stop20h 47m
Multiple Airlines
Tue 5/127:05 pm
SJU
- PNS
1 stop27h 16m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$250
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.
Thu 4/303:13 pm
PNS
- SJU
1 stop9h 48m
Frontier
Mon 5/46:30 am
SJU
- PNS
1 stop8h 45m
Frontier
Deal found 2/10![Frontier logo]()
$192
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.
Wed 5/136:30 am
PNS
- NAS
1 stop6h 17m
United Airlines
Mon 5/182:53 pm
NAS
- PNS
1 stop5h 56m
United Airlines
Deal found 2/10![United Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:16 pm
PNS
- NAS
1 stop13h 13m
American Airlines
Thu 7/302:31 pm
NAS
- PNS
1 stop9h 38m
American Airlines
Deal found 2/9![American Airlines logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/172:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$247
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.
Mon 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/12![Frontier logo]()
$234
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.
Tue 4/147:00 am
PNS
- SJU
1 stop13h 59m
Multiple Airlines
Thu 4/163:08 am
SJU
- PNS
1 stop12h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$258
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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.
Sun 3/227:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$258
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.
Thu 4/161:47 pm
PNS
- SJU
1 stop21h 46m
Multiple Airlines
Wed 4/291:25 pm
SJU
- PNS
2 stops20h 30m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$275
This FlightHub deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Tue 4/72:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/96:00 am
PNS
- SJU
1 stop15h 09m
Multiple Airlines
Fri 5/151:59 am
SJU
- PNS
2 stops20h 22m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$286
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 stop25h 47m
Spirit Airlines
Wed 5/63:43 pm
SJU
- PNS
1 stop6h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$262
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.
Wed 5/206:00 am
PNS
- STT
1 stop6h 31m
Multiple Airlines
Wed 5/274:40 pm
STT
- PNS
2 stops22h 19m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$289
This CheapOair deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
PNS
- SJU
1 stop7h 28m
Spirit Airlines
Tue 5/127:05 pm
SJU
- PNS
2 stops18h 47m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$286
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/282:15 pm
PNS
- SDQ
1 stop10h 23m
Spirit Airlines
Mon 3/302:52 am
SDQ
- PNS
1 stop11h 24m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$288
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:57 pm
PNS
- MBJ
2 stops16h 54m
American Airlines
Mon 5/114:37 pm
MBJ
- PNS
2 stops17h 55m
American Airlines
Deal found 2/11![American Airlines logo]()
$492
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.
Fri 3/132:15 pm
PNS
- SDQ
1 stop10h 23m
Multiple Airlines
Mon 3/1610:46 am
SDQ
- PNS
1 stop11h 28m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$343
This CheapOair deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:15 pm
PNS
- SJU
2 stops17h 38m
Spirit Airlines
Mon 4/137:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$292
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.
Mon 4/137:00 am
PNS
- AUA
1 stop31h 20m
United Airlines
Sat 4/183:10 pm
AUA
- PNS
1 stop7h 47m
United Airlines
Deal found 2/11![United Airlines logo]()
$530
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:14 am
PNS
- MBJ
1 stop6h 16m
American Airlines
Mon 7/204:20 pm
MBJ
- PNS
2 stops17h 27m
American Airlines
Deal found 2/11![American Airlines logo]()
$492
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.
Mon 3/26:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Sun 3/85:00 am
SJU
- PNS
2 stops35h 54m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$296
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.
Wed 3/115:20 pm
PNS
- SDQ
1 stop18h 55m
Multiple Airlines
Sat 3/1410:56 am
SDQ
- PNS
1 stop22h 59m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:15 pm
PNS
- NAS
1 stop14h 44m
American Airlines
Fri 4/178:18 am
NAS
- PNS
1 stop11h 19m
American Airlines
Deal found 2/8![American Airlines logo]()
$496
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.
Wed 4/296:15 am
PNS
- GCM
1 stop6h 15m
United Airlines
Mon 5/41:35 pm
GCM
- PNS
1 stop8h 24m
United Airlines
Deal found 2/10![United Airlines logo]()
$566
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.
Wed 3/115:20 pm
PNS
- STI
1 stop20h 15m
Multiple Airlines
Sat 3/143:43 pm
STI
- PNS
2 stops18h 12m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$379
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.
Sun 4/126:15 am
PNS
- GCM
1 stop6h 15m
United Airlines
Fri 4/171:35 pm
GCM
- PNS
1 stop8h 22m
United Airlines
Deal found 2/10![United Airlines logo]()
$566
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:49 am
PNS
- AUA
1 stop26h 11m
American Airlines
Fri 5/295:59 pm
AUA
- PNS
1 stop16h 29m
American Airlines
Deal found 2/8![American Airlines logo]()
$565
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/25:20 pm
PNS
- STI
1 stop20h 15m
Spirit Airlines
Mon 3/93:41 pm
STI
- PNS
1 stop25h 13m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$357
Last-minute flights from Pensacola to CaribbeanDiscover last-minute flight deals from Pensacola to Caribbean. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Caribbean. Data last updated February 12, 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.
Thu 2/196:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 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 2/9. Clicking the “Pick Dates” 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 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Sat 2/286:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$255
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.
Tue 2/246:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Fri 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 2/9. Clicking the “Pick Dates” 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 2/286:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sat 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$253
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.
Mon 3/22:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Sat 3/73:53 am
SJU
- PNS
1 stop11h 15m
Frontier
Deal found 2/11![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/82:53 pm
PNS
- SJU
1 stop10h 20m
Frontier
Sun 3/156:30 am
SJU
- PNS
1 stop8h 28m
Frontier
Deal found 2/9![Frontier logo]()
$276
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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
Mon 3/167:54 pm
SJU
- PNS
1 stop18h 22m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/172:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$247
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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.
Sun 3/227:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Sat 3/282:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/9![Spirit 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.
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 2/10![Multiple Airlines logo]()
$281
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/282:15 pm
PNS
- SDQ
1 stop10h 23m
Spirit Airlines
Mon 3/302:52 am
SDQ
- PNS
1 stop11h 24m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$288
This FlightHub deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Tue 4/72:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$259
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 12, 2026.
Search for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Frontier deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/173:13 pm
PNS
- SJU
1 stop6h 35m
Frontier
Deal found 2/9![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/17:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$106
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$124
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.
Sun 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.
Tue 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.
Sat 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.
Fri 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.
Sun 3/82:53 pm
PNS
- SJU
1 stop10h 20m
Frontier
Deal found 2/10![Frontier logo]()
$138
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.
Sat 4/256:00 am
PNS
- SJU
2 stops26h 50m
Multiple Airlines
Deal found 2/11![Multiple 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.
Tue 3/172:15 pm
PNS
- SJU
1 stop27h 40m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$143
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$146
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:15 pm
PNS
- SDQ
1 stop10h 23m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$150
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 12, 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 February 12, 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
Thu 4/16
3:13 pm-9:54 am
1 stop17h 41m
San Juan Luis Munoz Marin Intl
Wed 4/29
11:07 am-2:15 pm
1 stop28h 08m
$192
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Thu 4/30
3:13 pm-2:01 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
Mon 5/4
6:30 am-2:15 pm
1 stop8h 45m
$192
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Wed 5/20
6:00 am-1:31 pm
1 stop6h 31m
Saint Thomas Island Cyril E King
Wed 5/27
2:36 pm-9:15 pm
1 stop7h 39m
$211
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mon 3/2
2:23 pm-2:53 am
1 stop10h 30m
San Juan Luis Munoz Marin Intl
Sat 3/7
3:53 am-1:08 pm
1 stop11h 15m
$234
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Tue 3/10
6:37 pm-1:31 pm
1 stop17h 54m
Saint Thomas Island Cyril E King
Tue 3/17
2:36 pm-9:14 pm
1 stop7h 38m
$247
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Thu 5/7
2:46 pm-12:33 pm
1 stop20h 47m
San Juan Luis Munoz Marin Intl
Tue 5/12
7:05 pm-9:21 pm
1 stop27h 16m
$250
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Tue 4/14
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Thu 4/16
3:08 am-2:15 pm
1 stop12h 07m
$258
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Sun 3/22
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
$258
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Tue 3/31
7:00 am-1:26 pm
1 stop5h 26m
Saint Thomas Island Cyril E King
Tue 4/7
2:36 pm-9:14 pm
1 stop7h 38m
$259
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Sat 5/2
6:00 am-8:47 am
1 stop25h 47m
San Juan Luis Munoz Marin Intl
Wed 5/6
3:43 pm-9:21 pm
1 stop6h 38m
$262
Showing 1-10 of 60 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-SDQ
PNS-NAS
PNS-MBJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pensacola to Caribbean
PNS-0CB
PNS-SJU
PNS-STT
PNS-SDQ
PNS-NAS
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 12, 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.
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 12, 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 12, 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% |