$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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
Mar 5 — Mar 121
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 3, 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 3, 2026.
This FlightHub deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Wed 5/206:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Wed 5/272:36 pm
STT
- PNS
1 stop7h 45m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$195
This Travelocity deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sat 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$197
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Mon 3/96:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Thu 3/126:30 am
SJU
- PNS
1 stop8h 28m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$201
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 stop6h 35m
Multiple Airlines
Tue 5/193:43 pm
SJU
- PNS
1 stop6h 38m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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
Sun 5/106:00 am
SJU
- PNS
1 stop13h 58m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/26:00 am
PNS
- SJU
1 stop15h 09m
Spirit Airlines
Wed 5/63:43 pm
SJU
- PNS
1 stop6h 38m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$217
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
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 2/1![Spirit Airlines logo]()
$221
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/127:00 am
SJU
- PNS
1 stop15h 14m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Mon 4/61:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$242
This FlightHub deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/2![Spirit Airlines logo]()
$247
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/67:00 am
PNS
- SJU
1 stop24h 53m
Spirit Airlines
Sun 4/121:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/236:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Fri 2/273:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$253
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 3, 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 3, 2026.
This Travelocity deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sat 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$197
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 stop5h 26m
Spirit Airlines
Wed 5/271:21 pm
STT
- PNS
1 stop9h 00m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$205
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 stop6h 35m
Multiple Airlines
Tue 5/193:43 pm
SJU
- PNS
1 stop6h 38m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$205
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Tue 4/147:00 am
SJU
- PNS
1 stop15h 14m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:57 pm
PNS
- MHH
2 stops17h 23m
American Airlines
Mon 4/202:00 pm
MHH
- PNS
2 stops21h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$492
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/127:00 am
SJU
- PNS
1 stop15h 14m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$235
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 am
PNS
- GCM
1 stop6h 15m
United Airlines
Wed 4/221:35 pm
GCM
- PNS
1 stop6h 25m
United Airlines
Deal found 2/2![United Airlines logo]()
$556
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/16:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Sun 3/85:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:00 am
PNS
- AUA
1 stop6h 18m
Delta
Mon 5/181:25 pm
AUA
- PNS
1 stop9h 28m
Delta
Deal found 2/1![Delta logo]()
$581
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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
1 stop13h 42m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/36:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Sat 3/76:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/2![Spirit Airlines logo]()
$242
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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
Mon 4/61:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/227:00 am
PNS
- PUJ
2 stops30h 17m
Multiple Airlines
Sat 3/281:21 pm
PUJ
- PNS
1 stop8h 53m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$390
This FlightHub deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/2![Spirit Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/56:37 pm
PNS
- PUJ
1 stop23h 48m
Multiple Airlines
Wed 3/114:47 pm
PUJ
- PNS
1 stop21h 29m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 6/76:54 pm
PNS
- GCM
2 stops18h 16m
American Airlines
Sun 6/142:10 pm
GCM
- PNS
2 stops20h 11m
American Airlines
Deal found 2/1![American Airlines logo]()
$536
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/256:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/33:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:15 pm
PNS
- PUJ
2 stops26h 45m
Multiple Airlines
Mon 3/305:01 pm
PUJ
- PNS
1 stop21h 15m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:05 am
PNS
- PLS
1 stop6h 20m
Delta
Thu 3/123:50 pm
PLS
- PNS
1 stop7h 14m
Delta
Deal found 2/1![Delta logo]()
$585
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 7/75:20 am
PNS
- PLS
1 stop8h 00m
American Airlines
Sat 7/113:20 pm
PLS
- PNS
1 stop8h 49m
American Airlines
Deal found 2/1![American Airlines logo]()
$540
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/236:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Fri 2/273:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/86:37 pm
PNS
- PUJ
2 stops19h 29m
Multiple Airlines
Thu 3/125:01 pm
PUJ
- PNS
1 stop21h 15m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/16:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Sat 3/73:36 pm
STT
- PNS
1 stop27h 06m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/65:04 pm
PNS
- MHH
2 stops17h 17m
American Airlines
Thu 4/92:00 pm
MHH
- PNS
1 stop10h 45m
American Airlines
Deal found 2/2![American Airlines logo]()
$552
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Thu 2/266:00 am
PNS
- GCM
1 stop5h 29m
Delta
Sun 3/11:54 pm
GCM
- PNS
1 stop7h 56m
Delta
Deal found 2/1![Delta logo]()
$621
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:46 pm
PNS
- AUA
1 stop24h 24m
Multiple Airlines
Sun 5/103:41 pm
AUA
- PNS
1 stop22h 11m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 5/244:40 pm
PNS
- AUA
1 stop17h 58m
American Airlines
Fri 5/294:15 pm
AUA
- PNS
1 stop8h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$556
This FlightHub deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:00 am
PNS
- STT
1 stop5h 26m
Spirit Airlines
Wed 3/182:36 pm
STT
- PNS
1 stop7h 38m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/46:37 pm
PNS
- NAS
1 stop20h 48m
Multiple Airlines
Wed 3/1112:00 pm
NAS
- PNS
1 stop6h 42m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$452
Last-minute flights from Pensacola to CaribbeanDiscover last-minute flight deals from Pensacola to Caribbean. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Caribbean. Data last updated February 3, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:37 pm
PNS
- SJU
1 stop13h 40m
Spirit Airlines
Fri 2/2011:52 am
SJU
- PNS
1 stop7h 50m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/236:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Fri 2/273:36 pm
STT
- PNS
1 stop28h 06m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/256:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Tue 3/35:40 pm
STT
- PNS
2 stops26h 02m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/16:37 pm
PNS
- STT
1 stop17h 54m
Spirit Airlines
Sat 3/73:36 pm
STT
- PNS
1 stop27h 06m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$254
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:20 pm
PNS
- SJU
1 stop20h 11m
Spirit Airlines
Wed 3/46:00 am
SJU
- PNS
1 stop13h 42m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$262
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 2/3![Frontier logo]()
$256
This Travelocity deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Sat 3/75:55 pm
SJU
- PNS
1 stop21h 13m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$197
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Mon 3/96:37 pm
PNS
- SJU
1 stop13h 40m
Multiple Airlines
Thu 3/126:30 am
SJU
- PNS
1 stop8h 28m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$201
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/127:00 am
SJU
- PNS
1 stop15h 14m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$235
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
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 2/1![Spirit Airlines logo]()
$221
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Mon 4/61:45 am
SJU
- PNS
1 stop20h 29m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$242
This FlightHub deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/2![Spirit Airlines logo]()
$247
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 3, 2026.
Search for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/232:23 pm
PNS
- SJU
1 stop10h 30m
Frontier
Deal found 2/2![Frontier logo]()
$96
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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
Deal found 2/2![Spirit Airlines logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/236:37 pm
PNS
- SJU
2 stops18h 54m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$108
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/176:00 am
PNS
- SJU
1 stop15h 09m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$109
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/157:00 am
PNS
- SJU
1 stop13h 59m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 2/3![Spirit Airlines logo]()
$118
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:00 am
PNS
- SJU
2 stops10h 55m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$127
This Trip.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Sun 3/227:00 am
PNS
- NAS
1 stop5h 57m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
PNS
- SJU
1 stop25h 47m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/217:00 am
PNS
- STT
3 stops31h 28m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/246:00 am
PNS
- PUJ
2 stops27h 37m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$183
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/197:00 am
PNS
- PUJ
2 stops7h 56m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$189
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 3, 2026.
Round-trip from | $197 (Travelocity) |
|---|---|
One-way from | $96 (Orbitz) |
Popular in | December |
Cheapest in | February |
Average price | $390 |
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 3, 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
Tue 3/3
6:37 pm-10:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Sat 3/7
5:55 pm-1:08 pm
1 stop21h 13m
$197
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
Wed 5/20
6:00 am-12:26 pm
1 stop5h 26m
Saint Thomas Island Cyril E King
Wed 5/27
1:21 pm-9:21 pm
1 stop9h 00m
$205
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mon 5/11
3:13 pm-10:48 pm
1 stop6h 35m
San Juan Luis Munoz Marin Intl
Tue 5/19
3:43 pm-9:21 pm
1 stop6h 38m
$205
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Tue 4/7
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Tue 4/14
7:00 am-9:14 pm
1 stop15h 14m
$235
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
7:00 am-9:14 pm
1 stop15h 14m
$235
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Sun 3/1
6:37 pm-10:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Sun 3/8
5:00 am-5:42 pm
1 stop13h 42m
$235
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Mon 3/2
6:37 pm-10:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Sun 3/8
5:00 am-5:42 pm
1 stop13h 42m
$235
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Tue 3/3
6:37 pm-10:17 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Sat 3/7
6:00 am-5:42 pm
1 stop13h 42m
$235
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
$242
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
Tue 3/31
7:00 am-9:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Mon 4/6
1:45 am-9:14 pm
1 stop20h 29m
$242
Showing 1-10 of 51 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-NAS
PNS-MBJ
PNS-PUJ
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-NAS
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 $105). Flying from Pensacola to Caribbean in December is currently the most expensive (average of $340). 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 3, 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.
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
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.
Alternative routes for Pensacola to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$186 | Average$370 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$218 | Average$526 | 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$590 | FlexibilityNo cancel fee | On-time71% |