$124+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — SJU
5월 23 — 5월 301
Round-trip
1 adult, Economy
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Cheapest flights from Pensacola to CaribbeanExplore the most affordable flight options available from Pensacola to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4월 23, 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 4월 23, 2026.
This Priceline deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
목 5/141:26 pm
PNS
- SJU
1 stop11h 42m
Frontier
토 5/163:03 am
SJU
- PNS
1 stop10h 54m
Frontier
Deal found 4/23![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
일 5/101:42 pm
PNS
- SJU
1 stop11h 26m
Frontier
토 5/163:03 am
SJU
- PNS
1 stop10h 54m
Frontier
Deal found 4/21![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/84:48 pm
PNS
- SJU
1 stop8h 20m
Multiple Airlines
일 5/106:00 am
SJU
- PNS
1 stop10h 53m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
토 5/91:46 pm
PNS
- SJU
1 stop26h 30m
Multiple Airlines
토 6/136:00 am
SJU
- PNS
1 stop7h 46m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/225:58 pm
PNS
- SJU
2 stops33h 03m
Multiple Airlines
금 5/296:00 am
SJU
- PNS
1 stop12h 03m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
월 5/114:48 pm
PNS
- SJU
1 stop8h 20m
Multiple Airlines
수 5/135:15 pm
SJU
- PNS
2 stops23h 38m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
일 5/177:38 pm
PNS
- SJU
1 stop11h 26m
Multiple Airlines
일 5/246:00 am
SJU
- PNS
1 stop13h 58m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
목 5/74:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
일 5/101:52 pm
STT
- PNS
1 stop28h 11m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
수 5/204:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
토 5/233:21 pm
STT
- PNS
1 stop25h 32m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
수 5/204:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
일 5/243:21 pm
STT
- PNS
1 stop25h 32m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 4/21. 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.
일 8/167:00 am
PNS
- MBJ
1 stop4h 49m
Delta
금 8/214:59 pm
MBJ
- PNS
1 stop6h 27m
Delta
Deal found 4/21![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
일 8/167:12 pm
PNS
- MBJ
2 stops18h 16m
American Airlines
금 8/215:13 pm
MBJ
- PNS
2 stops16h 46m
American Airlines
Deal found 4/19![American Airlines logo]()
$357
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 4월 23, 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 4월 23, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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.
일 8/167:00 am
PNS
- MBJ
1 stop4h 49m
Delta
금 8/214:59 pm
MBJ
- PNS
1 stop6h 27m
Delta
Deal found 4/21![Delta logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
수 5/64:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
일 5/101:52 pm
STT
- PNS
1 stop28h 11m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/156:57 pm
PNS
- MBJ
2 stops16h 54m
American Airlines
화 5/1912:56 pm
MBJ
- PNS
2 stops21h 23m
American Airlines
Deal found 4/22![American Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
수 7/229:26 am
PNS
- SJU
2 stops37h 03m
Multiple Airlines
수 7/296:31 pm
SJU
- PNS
1 stop20h 28m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$399
This CheapOair deal was found by Cheapflights users on 4/19. 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.
목 5/71:42 pm
PNS
- PUJ
2 stops29h 37m
Frontier
일 5/103:35 pm
PUJ
- PNS
2 stops28h 06m
Frontier
Deal found 4/19![Frontier logo]()
$442
This Southwest deal was found by Cheapflights users on 4/20. 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.
월 8/37:00 am
PNS
- SJU
2 stops9h 40m
Southwest
목 8/135:00 am
SJU
- PNS
2 stops9h 05m
Southwest
Deal found 4/20![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 6/27:00 am
PNS
- NAS
1 stop7h 56m
United Airlines
화 6/92:53 pm
NAS
- PNS
1 stop5h 58m
United Airlines
Deal found 4/19![United Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 4/21. 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.
금 6/127:00 am
PNS
- MBJ
1 stop8h 34m
Delta
목 6/181:21 pm
MBJ
- PNS
1 stop10h 11m
Delta
Deal found 4/21![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 4/18. 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.
일 7/127:18 pm
PNS
- MBJ
1 stop16h 29m
American Airlines
월 7/205:17 pm
MBJ
- PNS
2 stops18h 03m
American Airlines
Deal found 4/18![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 4/18. 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.
일 8/168:00 am
PNS
- MBJ
1 stop5h 04m
Delta
일 8/234:59 pm
MBJ
- PNS
1 stop6h 27m
Delta
Deal found 4/18![Delta logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 8/17:33 pm
PNS
- NAS
1 stop12h 22m
Multiple Airlines
토 8/84:00 pm
NAS
- PNS
1 stop25h 09m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$452
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
수 5/204:48 pm
PNS
- STT
2 stops18h 59m
Spirit Airlines
토 5/233:21 pm
STT
- PNS
2 stops26h 42m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 9/197:05 pm
PNS
- SJU
2 stops15h 05m
American Airlines
목 9/247:05 pm
SJU
- PNS
2 stops15h 37m
American Airlines
Deal found 4/19![American Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 6/210:10 am
PNS
- NAS
2 stops7h 20m
Southwest
화 6/92:10 pm
NAS
- PNS
2 stops6h 45m
Southwest
Deal found 4/19![Southwest logo]()
$486
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 8/46:00 am
PNS
- SJU
1 stop6h 32m
Delta
목 8/137:30 am
SJU
- PNS
1 stop7h 52m
Delta
Deal found 4/20![Delta logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 5/145:58 pm
PNS
- NAS
1 stop18h 52m
Multiple Airlines
일 5/1711:00 am
NAS
- PNS
1 stop7h 03m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
수 7/222:00 pm
PNS
- SJU
2 stops8h 45m
Southwest
수 7/295:30 am
SJU
- PNS
2 stops8h 55m
Southwest
Deal found 4/23![Southwest logo]()
$501
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 9/198:00 am
PNS
- SJU
1 stop7h 31m
Delta
목 9/245:41 pm
SJU
- PNS
1 stop6h 45m
Delta
Deal found 4/22![Delta logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
수 7/224:56 pm
PNS
- STT
1 stop18h 32m
Multiple Airlines
수 7/291:33 pm
STT
- PNS
1 stop25h 26m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
수 10/149:00 am
PNS
- NAS
1 stop27h 47m
United Airlines
일 10/182:53 pm
NAS
- PNS
1 stop8h 21m
United Airlines
Deal found 4/21![United Airlines logo]()
$596
This Southwest deal was found by Cheapflights users on 4/20. 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.
월 6/11:15 pm
PNS
- SJU
2 stops9h 25m
Southwest
목 6/116:30 am
SJU
- PNS
2 stops10h 50m
Southwest
Deal found 4/20![Southwest logo]()
$506
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
수 7/227:10 am
PNS
- STX
2 stops12h 39m
American Airlines
수 7/293:50 pm
STX
- PNS
2 stops20h 30m
American Airlines
Deal found 4/23![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
일 9/207:00 am
PNS
- SJU
1 stop8h 31m
Delta
일 9/275:41 pm
SJU
- PNS
1 stop6h 45m
Delta
Deal found 4/22![Delta logo]()
$436
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
월 5/111:15 pm
PNS
- SJU
2 stops9h 40m
Southwest
수 5/135:35 am
SJU
- PNS
2 stops9h 30m
Southwest
Deal found 4/23![Southwest logo]()
$516
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 5/74:48 pm
PNS
- PUJ
2 stops19h 42m
Multiple Airlines
일 5/101:25 pm
PUJ
- PNS
3 stops27h 28m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 5/287:24 pm
PNS
- SDQ
1 stop13h 00m
American Airlines
금 6/57:00 am
SDQ
- PNS
1 stop11h 00m
American Airlines
Deal found 4/22![American Airlines logo]()
$540
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
수 7/226:00 am
PNS
- MBJ
1 stop9h 34m
Delta
수 7/294:59 pm
MBJ
- PNS
1 stop6h 31m
Delta
Deal found 4/23![Delta logo]()
$449
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
화 5/510:10 am
PNS
- SJU
2 stops9h 55m
Southwest
월 5/116:50 am
SJU
- PNS
2 stops9h 50m
Southwest
Deal found 4/23![Southwest logo]()
$526
This American Airlines deal was found by Cheapflights users on 4/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 6/95:22 am
PNS
- NAS
2 stops11h 28m
American Airlines
화 6/1612:38 pm
NAS
- PNS
1 stop7h 34m
American Airlines
Deal found 4/19![American Airlines logo]()
$540
This Delta deal was found by Cheapflights users on 4/21. 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.
토 6/136:00 am
PNS
- MBJ
1 stop9h 34m
Delta
목 6/181:21 pm
MBJ
- PNS
1 stop10h 11m
Delta
Deal found 4/21![Delta logo]()
$449
Last-minute flights from Pensacola to CaribbeanDiscover last-minute flight deals from Pensacola to Caribbean. Data last updated 4월 23, 2026 and is based on user searches.
Discover last-minute flight deals from Pensacola to Caribbean. Data last updated 4월 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
목 5/74:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
일 5/101:52 pm
STT
- PNS
1 stop28h 11m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
목 5/75:58 pm
PNS
- PUJ
1 stop18h 32m
Multiple Airlines
월 5/119:29 pm
PUJ
- PNS
2 stops19h 24m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/84:48 pm
PNS
- SJU
1 stop8h 20m
Multiple Airlines
일 5/106:00 am
SJU
- PNS
1 stop10h 53m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
토 5/91:46 pm
PNS
- SJU
1 stop26h 30m
Multiple Airlines
토 6/136:00 am
SJU
- PNS
1 stop7h 46m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$261
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
일 5/101:42 pm
PNS
- SJU
1 stop11h 26m
Frontier
토 5/163:03 am
SJU
- PNS
1 stop10h 54m
Frontier
Deal found 4/21![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
월 5/114:48 pm
PNS
- SJU
1 stop8h 20m
Multiple Airlines
수 5/135:15 pm
SJU
- PNS
2 stops23h 38m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$282
This Priceline deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
목 5/141:26 pm
PNS
- SJU
1 stop11h 42m
Frontier
토 5/163:03 am
SJU
- PNS
1 stop10h 54m
Frontier
Deal found 4/23![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
일 5/177:38 pm
PNS
- SJU
1 stop11h 26m
Multiple Airlines
일 5/246:00 am
SJU
- PNS
1 stop13h 58m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 4/21. 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.
화 5/196:00 am
PNS
- MBJ
1 stop9h 34m
Delta
화 5/264:59 pm
MBJ
- PNS
1 stop6h 17m
Delta
Deal found 4/21![Delta logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
수 5/204:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
토 5/233:21 pm
STT
- PNS
1 stop25h 32m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
수 5/204:48 pm
PNS
- STT
1 stop20h 28m
Spirit Airlines
일 5/243:21 pm
STT
- PNS
1 stop25h 32m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/225:58 pm
PNS
- SJU
2 stops33h 03m
Multiple Airlines
금 5/296:00 am
SJU
- PNS
1 stop12h 03m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$269
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 4월 23, 2026.
Search for one-way flight options from Pensacola to Caribbean. Find affordable one-way fares based on user searches. Data last updated 4월 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
토 5/91:46 pm
PNS
- SJU
1 stop26h 30m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$124
This Mytrip deal was found by Cheapflights users on 4/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 5/91:46 pm
PNS
- SJU
2 stops19h 32m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
목 5/285:58 pm
PNS
- SJU
1 stop24h 01m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$146
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 6/307:00 am
PNS
- MBJ
1 stop6h 30m
United Airlines
Deal found 4/22![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 6/306:54 pm
PNS
- MBJ
2 stops18h 14m
American Airlines
Deal found 4/22![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
목 5/285:58 pm
PNS
- SJU
2 stops33h 03m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
일 8/3011:01 am
PNS
- SJU
1 stop9h 35m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
화 9/15:15 pm
PNS
- NAS
1 stop25h 00m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
월 6/15:58 pm
PNS
- NAS
1 stop18h 52m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
토 5/161:46 pm
PNS
- STT
1 stop22h 01m
Spirit Airlines
Deal found 4/22![Spirit Airlines logo]()
$174
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 8/136:00 am
PNS
- MBJ
1 stop9h 34m
Delta
Deal found 4/20![Delta logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
월 6/85:58 pm
PNS
- SJU
2 stops29h 46m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$187
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 4월 23, 2026.
Round-trip from | $194 (Priceline) |
|---|---|
One-way from | $124 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $570 |
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 4월 23, 2026.
Use the filters below to find and compare flights from Pensacola to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PensacolaMontego Bay
PNS - MBJ
PNSMBJ
Pensacola
일 8/16
7:00 am-11:49 am
1 stop4h 49m
Montego Bay Sangster Intl
금 8/21
4:59 pm-11:26 pm
1 stop6h 27m
$352
PensacolaSaint Thomas Island
PNS - STT
PNSSTT
Pensacola
수 5/6
4:48 pm-2:16 pm
1 stop20h 28m
Saint Thomas Island Cyril E King
일 5/10
1:52 pm-5:03 pm
1 stop28h 11m
$379
PensacolaMontego Bay
PNS - MBJ
PNSMBJ
Pensacola
금 6/12
7:00 am-3:34 pm
1 stop8h 34m
Montego Bay Sangster Intl
목 6/18
1:21 pm-11:32 pm
1 stop10h 11m
$387
PensacolaMontego Bay
PNS - MBJ
PNSMBJ
Pensacola
일 8/16
8:00 am-1:04 pm
1 stop5h 04m
Montego Bay Sangster Intl
일 8/23
4:59 pm-11:26 pm
1 stop6h 27m
$387
PensacolaMontego Bay
PNS - MBJ
PNSMBJ
Pensacola
금 5/15
6:57 pm-11:51 am
2 stops16h 54m
Montego Bay Sangster Intl
화 5/19
12:56 pm-10:19 am
2 stops21h 23m
$392
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
수 7/22
9:26 am-11:29 pm
2 stops37h 03m
San Juan Luis Munoz Marin Intl
수 7/29
6:31 pm-1:59 pm
1 stop20h 28m
$399
PensacolaMontego Bay
PNS - MBJ
PNSMBJ
Pensacola
일 7/12
7:18 pm-11:47 am
1 stop16h 29m
Montego Bay Sangster Intl
월 7/20
5:17 pm-11:20 am
2 stops18h 03m
$400
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
화 8/4
6:00 am-1:32 pm
1 stop6h 32m
San Juan Luis Munoz Marin Intl
목 8/13
7:30 am-2:22 pm
1 stop7h 52m
$416
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
토 9/19
7:05 pm-11:10 am
2 stops15h 05m
San Juan Luis Munoz Marin Intl
목 9/24
7:05 pm-9:42 am
2 stops15h 37m
$436
PensacolaSan Juan
PNS - SJU
PNSSJU
Pensacola
토 9/19
8:00 am-4:31 pm
1 stop7h 31m
San Juan Luis Munoz Marin Intl
목 9/24
5:41 pm-11:26 pm
1 stop6h 45m
$436
Showing 1-10 of 60 resultsSorted by cheapest first
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-MBJ
PNS-STT
PNS-SJU
PNS-PUJ
PNS-NAS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pensacola to Caribbean
PNS-0CB
PNS-MBJ
PNS-STT
PNS-SJU
PNS-PUJ
How far ahead should I book a flight from Pensacola to Caribbean?
The price you pay for your flight from Pensacola to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 13 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 $114). Flying from Pensacola to Caribbean in March is currently the most expensive (average of $365). 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 4월 23, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
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.
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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 4월 23, 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 4 airlines flying from Pensacola to Caribbean
Discover the top 4 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 4월 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$440 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$276 | Average$526 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$380 | Average$650 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$390 | Average$629 | FlexibilityNo cancel fee | On-time71% |