$88+ Cheap flights from Pittsburgh (PIT) 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SJU
apr. 26 — maj 31
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Caribbean with Cheapflights
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Cheapest flights from Pittsburgh to CaribbeanExplore the most affordable flight options available from Pittsburgh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marts 27, 2026.
Explore the most affordable flight options available from Pittsburgh to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marts 27, 2026.
This Priceline deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
søn. 5/36:35 am
PIT
- SJU
1 stop12h 47m
Multiple Airlines
tor. 5/76:00 am
SJU
- PIT
1 stop13h 20m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$222
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
fre. 5/298:15 pm
PIT
- SJU
1 stop11h 49m
Frontier
fre. 6/53:03 am
SJU
- PIT
1 stop16h 17m
Frontier
Deal found 3/25![Frontier logo]()
$223
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
lør. 5/96:10 am
PIT
- SJU
1 stop6h 24m
United Airlines
tir. 5/121:00 am
SJU
- PIT
2 stops12h 11m
United Airlines
Deal found 3/26![United Airlines logo]()
$226
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tor. 4/236:35 am
PIT
- SJU
1 stop12h 47m
Multiple Airlines
man. 4/276:30 am
SJU
- PIT
1 stop7h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$227
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
søn. 5/248:15 pm
PIT
- SJU
1 stop11h 49m
Frontier
lør. 5/306:00 am
SJU
- PIT
1 stop13h 20m
Frontier
Deal found 3/25![Frontier logo]()
$229
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/147:00 am
PIT
- STT
1 stop8h 31m
United Airlines
tir. 4/211:22 pm
STT
- PIT
1 stop10h 04m
United Airlines
Deal found 3/25![United Airlines logo]()
$230
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
fre. 4/179:14 am
PIT
- SJU
1 stop16h 47m
Frontier
søn. 4/193:19 pm
SJU
- PIT
1 stop18h 11m
Frontier
Deal found 3/26![Frontier logo]()
$231
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
fre. 5/158:15 pm
PIT
- SJU
1 stop11h 49m
Frontier
lør. 5/233:03 am
SJU
- PIT
1 stop16h 17m
Frontier
Deal found 3/25![Frontier logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
tor. 4/236:35 am
PIT
- SJU
1 stop12h 47m
Spirit Airlines
ons. 4/2912:57 pm
SJU
- PIT
1 stop11h 02m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$238
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
ons. 5/208:15 pm
PIT
- SJU
1 stop17h 00m
Frontier
lør. 5/233:03 am
SJU
- PIT
1 stop16h 17m
Frontier
Deal found 3/25![Frontier logo]()
$240
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/146:00 am
PIT
- SJU
2 stops9h 20m
American Airlines
ons. 4/221:31 pm
SJU
- PIT
1 stop10h 28m
American Airlines
Deal found 3/25![American Airlines logo]()
$241
This CheapOair deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
tor. 5/218:15 pm
PIT
- SJU
1 stop11h 49m
Multiple Airlines
ons. 5/2712:57 pm
SJU
- PIT
1 stop9h 46m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$244
Best flights from Pittsburgh to CaribbeanDiscover carefully curated flight deals from Pittsburgh to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated marts 27, 2026.
Discover carefully curated flight deals from Pittsburgh to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated marts 27, 2026.
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
man. 6/17:22 am
PIT
- SJU
1 stop9h 07m
Delta
søn. 6/145:56 pm
SJU
- PIT
1 stop6h 59m
Delta
Deal found 3/26![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
tir. 5/510:55 am
PIT
- SJU
1 stop9h 39m
United Airlines
man. 5/111:00 am
SJU
- PIT
2 stops8h 31m
United Airlines
Deal found 3/26![United Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 3/23. 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.
søn. 5/36:20 am
PIT
- CUR
1 stop8h 12m
American Airlines
fre. 5/83:32 pm
CUR
- PIT
1 stop8h 51m
American Airlines
Deal found 3/23![American Airlines logo]()
$319
This JetBlue deal was found by Cheapflights users on 3/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 5/66:00 am
PIT
- CUR
1 stop7h 37m
JetBlue
tor. 5/72:42 pm
CUR
- PIT
1 stop9h 25m
JetBlue
Deal found 3/23![JetBlue logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
lør. 6/207:59 pm
PIT
- STT
2 stops17h 08m
Multiple Airlines
tor. 6/2511:25 am
STT
- PIT
1 stop7h 39m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
tir. 5/126:40 am
PIT
- PUJ
1 stop6h 00m
Southwest
tir. 5/193:15 pm
PUJ
- PIT
1 stop6h 55m
Southwest
Deal found 3/27![Southwest logo]()
$423
This Expedia deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
tir. 3/315:55 pm
PIT
- PLS
1 stop18h 20m
Air Canada
tir. 4/76:40 pm
PLS
- PIT
2 stops22h 38m
Air Canada
Deal found 3/26![Air Canada logo]()
$424
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
tir. 5/52:08 pm
PIT
- SJU
1 stop9h 05m
Delta
tir. 5/125:43 pm
SJU
- PIT
1 stop7h 02m
Delta
Deal found 3/27![Delta logo]()
$282
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
tir. 5/56:10 am
PIT
- SJU
1 stop6h 24m
United Airlines
ons. 5/271:00 am
SJU
- PIT
2 stops8h 40m
United Airlines
Deal found 3/26![United Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
fre. 5/87:39 pm
PIT
- CUR
2 stops18h 02m
American Airlines
fre. 5/153:32 pm
CUR
- PIT
1 stop8h 51m
American Airlines
Deal found 3/24![American Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
lør. 4/186:00 am
PIT
- STT
1 stop9h 43m
United Airlines
ons. 4/221:22 pm
STT
- PIT
1 stop10h 04m
United Airlines
Deal found 3/24![United Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
lør. 5/95:18 pm
PIT
- CUR
2 stops20h 17m
American Airlines
lør. 5/164:49 pm
CUR
- PIT
2 stops17h 24m
American Airlines
Deal found 3/25![American Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
ons. 4/156:00 am
PIT
- STT
1 stop8h 48m
Delta
fre. 4/243:05 pm
STT
- PIT
1 stop9h 30m
Delta
Deal found 3/24![Delta logo]()
$338
This JetBlue deal was found by Cheapflights users on 3/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 5/46:00 am
PIT
- CUR
1 stop7h 36m
JetBlue
tor. 5/72:42 pm
CUR
- PIT
1 stop9h 25m
JetBlue
Deal found 3/22![JetBlue logo]()
$372
This American Airlines deal was found by Cheapflights users on 3/23. 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.
tor. 5/77:39 pm
PIT
- CUR
1 stop18h 53m
American Airlines
tor. 5/142:42 pm
CUR
- PIT
1 stop9h 17m
American Airlines
Deal found 3/23![American Airlines logo]()
$325
This CheapOair deal was found by Cheapflights users on 3/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 4/910:45 am
PIT
- SJU
1 stop8h 10m
Multiple Airlines
tor. 4/166:00 am
SJU
- PIT
2 stops17h 59m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
fre. 4/106:10 am
PIT
- STT
1 stop6h 10m
United Airlines
ons. 4/152:10 pm
STT
- PIT
1 stop9h 43m
United Airlines
Deal found 3/27![United Airlines logo]()
$330
This KAYAK deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 4/187:00 am
PIT
- SXM
1 stop6h 50m
JetBlue
ons. 4/222:55 pm
SXM
- PIT
1 stop7h 50m
JetBlue
Deal found 3/25![JetBlue logo]()
$397
This Delta deal was found by Cheapflights users on 3/23. 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.
søn. 9/206:00 am
PIT
- SXM
1 stop7h 50m
Delta
tor. 9/243:20 pm
SXM
- PIT
1 stop9h 02m
Delta
Deal found 3/23![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
lør. 4/2510:49 am
PIT
- SJU
2 stops10h 35m
United Airlines
fre. 5/81:00 am
SJU
- PIT
2 stops14h 21m
United Airlines
Deal found 3/26![United Airlines logo]()
$331
This Expedia deal was found by Cheapflights users on 3/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 6/26:00 am
PIT
- NAS
1 stop7h 30m
Multiple Airlines
søn. 6/76:30 pm
NAS
- PIT
1 stop17h 03m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 3/23. 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.
fre. 6/265:00 am
PIT
- AUA
1 stop9h 45m
Southwest
ons. 7/11:45 pm
AUA
- PIT
1 stop8h 25m
Southwest
Deal found 3/23![Southwest logo]()
$443
This American Airlines deal was found by Cheapflights users on 3/22. 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.
tir. 5/56:00 am
PIT
- MBJ
2 stops10h 37m
American Airlines
tir. 5/122:19 pm
MBJ
- PIT
2 stops16h 41m
American Airlines
Deal found 3/22![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
fre. 5/85:40 am
PIT
- PLS
1 stop7h 00m
Delta
fre. 5/153:25 pm
PLS
- PIT
1 stop9h 20m
Delta
Deal found 3/24![Delta logo]()
$370
This JetBlue deal was found by Cheapflights users on 3/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 4/276:00 am
PIT
- PUJ
1 stop8h 50m
JetBlue
tor. 4/302:26 pm
PUJ
- PIT
1 stop8h 19m
JetBlue
Deal found 3/22![JetBlue logo]()
$412
This Air Canada deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 4/95:55 pm
PIT
- UVF
1 stop21h 25m
Air Canada
tor. 4/164:15 pm
UVF
- PIT
1 stop25h 03m
Air Canada
Deal found 3/27![Air Canada logo]()
$512
This United Airlines deal was found by Cheapflights users on 3/22. 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.
tir. 5/57:47 pm
PIT
- MBJ
2 stops18h 43m
United Airlines
tir. 5/122:40 pm
MBJ
- PIT
1 stop8h 04m
United Airlines
Deal found 3/22![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
man. 9/78:38 pm
PIT
- MBJ
1 stop16h 53m
American Airlines
lør. 9/1212:43 pm
MBJ
- PIT
1 stop22h 21m
American Airlines
Deal found 3/26![American Airlines logo]()
$358
This JetBlue deal was found by Cheapflights users on 3/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 5/67:15 am
PIT
- PUJ
1 stop7h 27m
JetBlue
ons. 5/132:28 pm
PUJ
- PIT
1 stop8h 17m
JetBlue
Deal found 3/22![JetBlue logo]()
$412
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
fre. 5/297:15 pm
PIT
- AUA
1 stop15h 55m
Delta
tor. 6/43:25 pm
AUA
- PIT
1 stop9h 20m
Delta
Deal found 3/25![Delta logo]()
$399
Last-minute flights from Pittsburgh to CaribbeanDiscover last-minute flight deals from Pittsburgh to Caribbean. Data last updated marts 27, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Caribbean. Data last updated marts 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
tor. 4/96:00 am
PIT
- STT
1 stop6h 35m
American Airlines
ons. 4/1511:27 am
STT
- PIT
1 stop7h 32m
American Airlines
Deal found 3/24![American Airlines logo]()
$264
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
lør. 4/118:53 pm
PIT
- SJU
1 stop11h 03m
Frontier
søn. 4/193:19 pm
SJU
- PIT
1 stop18h 11m
Frontier
Deal found 3/25![Frontier logo]()
$223
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/147:05 am
PIT
- STT
1 stop7h 43m
Delta
tor. 4/231:59 pm
STT
- PIT
1 stop7h 37m
Delta
Deal found 3/25![Delta logo]()
$230
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/146:00 am
PIT
- SJU
2 stops9h 20m
American Airlines
ons. 4/221:31 pm
SJU
- PIT
1 stop10h 28m
American Airlines
Deal found 3/25![American Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
tir. 4/146:00 am
PIT
- SJU
1 stop5h 49m
Spirit Airlines
ons. 4/2212:57 pm
SJU
- PIT
1 stop11h 02m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/146:10 am
PIT
- STT
1 stop6h 10m
United Airlines
tir. 4/211:22 pm
STT
- PIT
2 stops10h 31m
United Airlines
Deal found 3/25![United Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 4/146:56 pm
PIT
- STT
2 stops15h 51m
American Airlines
tir. 4/213:30 pm
STT
- PIT
2 stops16h 30m
American Airlines
Deal found 3/25![American Airlines logo]()
$263
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
fre. 4/179:14 am
PIT
- SJU
1 stop16h 47m
Frontier
søn. 4/193:19 pm
SJU
- PIT
1 stop18h 11m
Frontier
Deal found 3/26![Frontier logo]()
$231
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 4/2010:25 am
PIT
- SJU
1 stop12h 23m
Multiple Airlines
ons. 4/2212:57 pm
SJU
- PIT
1 stop11h 02m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$257
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tor. 4/236:35 am
PIT
- SJU
1 stop12h 47m
Multiple Airlines
man. 4/276:30 am
SJU
- PIT
1 stop7h 45m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
tor. 4/236:35 am
PIT
- SJU
1 stop12h 47m
Spirit Airlines
ons. 4/2912:57 pm
SJU
- PIT
1 stop11h 02m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$238
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tor. 4/236:35 am
PIT
- SJU
1 stop12h 47m
Multiple Airlines
fre. 4/243:08 am
SJU
- PIT
1 stop8h 41m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$255
One-way flights from Pittsburgh to CaribbeanSearch for one-way flight options from Pittsburgh to Caribbean. Find affordable one-way fares based on user searches. Data last updated marts 27, 2026.
Search for one-way flight options from Pittsburgh to Caribbean. Find affordable one-way fares based on user searches. Data last updated marts 27, 2026.
This Priceline deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
man. 4/273:00 pm
PIT
- SJU
1 stop11h 01m
Frontier
Deal found 3/26![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 3/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 4/118:53 pm
PIT
- SJU
1 stop11h 03m
Frontier
Deal found 3/22![Frontier logo]()
$98
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
lør. 6/66:57 pm
PIT
- SJU
1 stop14h 42m
American Airlines
Deal found 3/24![American Airlines logo]()
$100
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
tir. 5/1210:55 am
PIT
- SJU
1 stop11h 10m
American Airlines
Deal found 3/25![American Airlines logo]()
$102
This Priceline deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 5/88:15 pm
PIT
- SJU
1 stop26h 28m
Frontier
Deal found 3/22![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 3/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 4/107:40 pm
PIT
- SJU
1 stop6h 21m
Frontier
Deal found 3/22![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
ons. 5/208:15 pm
PIT
- SJU
1 stop11h 49m
Frontier
Deal found 3/27![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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.
ons. 4/1510:45 am
PIT
- SJU
1 stop25h 38m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$110
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 4/66:10 am
PIT
- STT
1 stop6h 10m
United Airlines
Deal found 3/23![United Airlines logo]()
$113
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
fre. 5/228:15 pm
PIT
- SJU
1 stop11h 49m
Frontier
Deal found 3/25![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
tor. 4/96:00 am
PIT
- SJU
1 stop5h 49m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$124
This Frontier deal was found by Cheapflights users on 3/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 4/37:40 pm
PIT
- SJU
1 stop6h 21m
Frontier
Deal found 3/22![Frontier logo]()
$128
Find flight deals from Pittsburgh to Caribbean
Keep the following information in mind while searching for Pittsburgh to Caribbean flight deals. Data was last updated marts 27, 2026.
Round-trip from | $222 (Priceline) |
|---|---|
One-way from | $88 (Priceline) |
Popular in | December |
Cheapest in | October |
Average price | $398 |
Good round-trip deal | $1,100 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pittsburgh 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 marts 27, 2026.
Use the filters below to find and compare flights from Pittsburgh to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghSan Juan
PIT - SJU
PITSJU
Pittsburgh
man. 6/1
7:22 am-4:29 pm
1 stop9h 07m
San Juan Luis Munoz Marin Intl
søn. 6/14
5:56 pm-12:55 am
1 stop6h 59m
$279
PittsburghSan Juan
PIT - SJU
PITSJU
Pittsburgh
tir. 5/5
2:08 pm-11:13 pm
1 stop9h 05m
San Juan Luis Munoz Marin Intl
tir. 5/12
5:43 pm-12:45 am
1 stop7h 02m
$282
PittsburghSan Juan
PIT - SJU
PITSJU
Pittsburgh
tir. 5/5
10:55 am-8:34 pm
1 stop9h 39m
San Juan Luis Munoz Marin Intl
man. 5/11
1:00 am-9:31 am
2 stops8h 31m
$290
PittsburghSan Juan
PIT - SJU
PITSJU
Pittsburgh
tir. 5/5
6:10 am-12:34 pm
1 stop6h 24m
San Juan Luis Munoz Marin Intl
ons. 5/27
1:00 am-9:40 am
2 stops8h 40m
$306
PittsburghWillemstad
PIT - CUR
PITCUR
Pittsburgh
søn. 5/3
6:20 am-2:32 pm
1 stop8h 12m
Willemstad Hato Int.
fre. 5/8
3:32 pm-12:23 am
1 stop8h 51m
$319
PittsburghSaint Thomas Island
PIT - STT
PITSTT
Pittsburgh
lør. 4/18
6:00 am-3:43 pm
1 stop9h 43m
Saint Thomas Island Cyril E King
ons. 4/22
1:22 pm-11:26 pm
1 stop10h 04m
$320
PittsburghWillemstad
PIT - CUR
PITCUR
Pittsburgh
fre. 5/8
7:39 pm-1:41 pm
2 stops18h 02m
Willemstad Hato Int.
fre. 5/15
3:32 pm-12:23 am
1 stop8h 51m
$323
PittsburghWillemstad
PIT - CUR
PITCUR
Pittsburgh
lør. 5/9
5:18 pm-1:35 pm
2 stops20h 17m
Willemstad Hato Int.
lør. 5/16
4:49 pm-10:13 am
2 stops17h 24m
$323
PittsburghWillemstad
PIT - CUR
PITCUR
Pittsburgh
tor. 5/7
7:39 pm-2:32 pm
1 stop18h 53m
Willemstad Hato Int.
tor. 5/14
2:42 pm-11:59 pm
1 stop9h 17m
$325
PittsburghWillemstad
PIT - CUR
PITCUR
Pittsburgh
ons. 5/6
6:00 am-1:37 pm
1 stop7h 37m
Willemstad Hato Int.
tor. 5/7
2:42 pm-12:07 am
1 stop9h 25m
$328
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pittsburgh to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Pittsburgh with our price prediction graph.
PIT-SJU
PIT-STT
PIT-AUA
PIT-MBJ
PIT-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 Pittsburgh to Caribbean
PIT-0CB
PIT-SJU
PIT-STT
PIT-AUA
PIT-MBJ
What is the cheapest month to book a flight from Pittsburgh to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Caribbean (average of $144). Flying from Pittsburgh to Caribbean in July is currently the most expensive (average of $255). 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 marts 27, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andJetBlue from Pittsburgh to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Entertainment
7.8
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Pittsburgh to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Pittsburgh 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 Pittsburgh to Caribbean by cabin class
Find flights from Pittsburgh to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Caribbean flights
Browse other Pittsburgh and Caribbean flight options. Last updated on marts 27, 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.
Pittsburgh to Caribbean flights
Consider these flights traveling from Pittsburgh to Caribbean.
Top 8 airlines flying from Pittsburgh to Caribbean
Discover the top 8 airlines that operate flights from Pittsburgh 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 marts 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$315 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$488 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$435 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$222 | Average$490 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$633 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$232 | Average$553 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$504 | FlexibilityNo cancel fee | On-time67% |