$75+ Cheap flights from Pennsylvania 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
May 1 — May 81
Round-trip
1 adult, Economy
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Find cheap flights from Pennsylvania to Caribbean with Cheapflights
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Cheapest flights from Pennsylvania to CaribbeanExplore the most affordable flight options available from Pennsylvania to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from Pennsylvania to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Fri 4/104:09 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Tue 4/1411:00 am
SJU
- PHL
1 stop26h 12m
Frontier
Deal found 3/28![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Tue 4/288:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Fri 5/13:23 pm
SJU
- PHL
1 stop9h 31m
Frontier
Deal found 3/28![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Fri 4/248:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Mon 4/271:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/30![Frontier logo]()
$161
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.
Tue 4/218:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Wed 4/291:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/27![Frontier logo]()
$162
This Trip.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Wed 4/298:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Wed 5/66:30 am
SJU
- PHL
Nonstop4h 11m
Frontier
Deal found 3/30![Frontier logo]()
$163
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:39 pm
PHL
- SJU
Nonstop3h 50m
Multiple Airlines
Sat 4/182:09 am
SJU
- PHL
Nonstop4h 03m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$164
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.
Wed 4/298:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Sun 5/33:31 pm
SJU
- PHL
1 stop17h 00m
Frontier
Deal found 3/27![Frontier logo]()
$165
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.
Tue 4/2111:40 am
PHL
- SJU
Nonstop3h 50m
Frontier
Thu 4/233:31 pm
SJU
- PHL
1 stop8h 58m
Frontier
Deal found 3/27![Frontier logo]()
$166
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.
Sun 4/269:00 am
PHL
- SJU
Nonstop3h 50m
Frontier
Thu 4/307:17 pm
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/27![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:02 pm
PHL
- SJU
Nonstop3h 52m
Multiple Airlines
Mon 4/207:15 am
SJU
- PHL
1 stop16h 42m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/165:01 am
PHL
- SJU
1 stop18h 28m
Frontier
Tue 4/211:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/28![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:38 pm
PHL
- SJU
1 stop11h 16m
Frontier
Tue 4/281:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/28![Frontier logo]()
$170
Best flights from Pennsylvania to CaribbeanDiscover carefully curated flight deals from Pennsylvania to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Pennsylvania to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Sat 5/210:00 am
PHL
- SJU
1 stop10h 34m
United Airlines
Mon 5/111:00 am
SJU
- PHL
2 stops8h 54m
United Airlines
Deal found 3/29![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Tue 5/57:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 3/28![Delta logo]()
$307
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:00 pm
EWR
- PUJ
1 stop7h 55m
Multiple Airlines
Sun 9/272:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Mon 5/48:55 am
LGA
- SJU
2 stops11h 05m
Southwest
Thu 5/76:50 am
SJU
- LGA
2 stops9h 10m
Southwest
Deal found 3/29![Southwest logo]()
$320
This JetBlue deal was found by Cheapflights users on 3/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:30 am
EWR
- PUJ
Nonstop4h 00m
JetBlue
Fri 5/11:44 pm
PUJ
- EWR
Nonstop4h 10m
JetBlue
Deal found 3/31![JetBlue logo]()
$405
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Wed 5/275:35 am
PUJ
- JFK
1 stop19h 25m
Copa Airlines
Deal found 3/27![Copa Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Wed 5/67:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Wed 5/206:00 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 3/29![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:54 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Wed 9/304:55 pm
SJU
- EWR
1 stop6h 44m
United Airlines
Deal found 3/29![United Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/1112:25 pm
JFK
- SJU
Nonstop4h 04m
Delta
Fri 5/151:16 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 3/28![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Tue 6/167:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Tue 6/231:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 3/28![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Mon 5/412:45 pm
PHL
- SJU
2 stops10h 55m
Southwest
Tue 5/195:35 am
SJU
- PHL
2 stops12h 15m
Southwest
Deal found 3/29![Southwest logo]()
$371
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.
Wed 9/236:00 am
EWR
- SJU
1 stop9h 42m
United Airlines
Wed 9/302:55 pm
SJU
- EWR
1 stop9h 50m
United Airlines
Deal found 3/27![United Airlines logo]()
$316
This JetBlue deal was found by Cheapflights users on 3/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:59 pm
JFK
- SJU
Nonstop4h 01m
JetBlue
Mon 4/207:25 am
SJU
- JFK
Nonstop4h 04m
JetBlue
Deal found 3/31![JetBlue logo]()
$407
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Sat 5/27:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 3/31![Delta logo]()
$337
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.
Mon 4/2712:45 pm
PHL
- SJU
2 stops10h 55m
Southwest
Mon 5/410:00 am
SJU
- PHL
2 stops12h 45m
Southwest
Deal found 3/27![Southwest logo]()
$375
This Copa Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/254:10 am
JFK
- PUJ
1 stop13h 24m
Copa Airlines
Tue 6/211:46 am
PUJ
- JFK
1 stop13h 14m
Copa Airlines
Deal found 3/28![Copa Airlines logo]()
$433
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/2612:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Wed 7/292:00 pm
PUJ
- EWR
1 stop9h 30m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$440
This JetBlue deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Sat 5/912:29 pm
JFK
- PUJ
Nonstop3h 55m
JetBlue
Tue 5/1211:00 am
PUJ
- JFK
1 stop12h 30m
JetBlue
Deal found 3/29![JetBlue logo]()
$408
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:27 pm
PHL
- SJU
2 stops10h 23m
United Airlines
Thu 4/301:00 am
SJU
- PHL
2 stops8h 54m
United Airlines
Deal found 3/31![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/201:30 pm
LGA
- SJU
2 stops10h 25m
Southwest
Thu 4/305:35 am
SJU
- LGA
2 stops10h 15m
Southwest
Deal found 3/31![Southwest logo]()
$384
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Wed 9/98:10 am
JFK
- PUJ
Nonstop4h 10m
Delta
Wed 9/161:57 pm
PUJ
- JFK
Nonstop4h 12m
Delta
Deal found 3/29![Delta logo]()
$354
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:45 am
JFK
- SDQ
1 stop12h 29m
Copa Airlines
Tue 5/128:45 am
SDQ
- JFK
1 stop16h 15m
Copa Airlines
Deal found 3/27![Copa Airlines logo]()
$447
This JetBlue deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Wed 5/138:30 am
EWR
- SJU
Nonstop4h 02m
JetBlue
Wed 5/204:49 pm
SJU
- EWR
Nonstop4h 10m
JetBlue
Deal found 3/29![JetBlue logo]()
$425
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:10 am
PHL
- SJU
2 stops11h 55m
Southwest
Wed 4/158:10 am
SJU
- PHL
2 stops9h 40m
Southwest
Deal found 3/31![Southwest logo]()
$388
This Arajet deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:00 pm
EWR
- PUJ
1 stop7h 55m
Multiple Airlines
Mon 5/2512:45 am
PUJ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/217:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Fri 7/37:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 3/29![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sat 6/61:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 3/31![United Airlines logo]()
$364
This Copa Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:32 pm
JFK
- SDQ
1 stop19h 22m
Copa Airlines
Thu 4/3012:08 pm
SDQ
- JFK
1 stop15h 51m
Copa Airlines
Deal found 3/29![Copa Airlines logo]()
$447
This JetBlue deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Thu 5/77:35 pm
EWR
- STI
Nonstop3h 57m
JetBlue
Fri 5/155:45 am
STI
- EWR
Nonstop3h 54m
JetBlue
Deal found 3/29![JetBlue logo]()
$431
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Mon 4/205:42 pm
SJU
- JFK
Nonstop4h 17m
Delta
Deal found 3/31![Delta logo]()
$366
Last-minute flights from Pennsylvania to CaribbeanDiscover last-minute flight deals from Pennsylvania to Caribbean. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Caribbean. Data last updated April 1, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Fri 4/104:09 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Tue 4/1411:00 am
SJU
- PHL
1 stop26h 12m
Frontier
Deal found 3/28![Frontier logo]()
$159
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:39 pm
PHL
- SJU
Nonstop3h 50m
Multiple Airlines
Sat 4/182:09 am
SJU
- PHL
Nonstop4h 03m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/165:01 am
PHL
- SJU
1 stop18h 28m
Frontier
Tue 4/211:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/28![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:38 pm
PHL
- SJU
1 stop11h 16m
Frontier
Tue 4/281:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/28![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:02 pm
PHL
- SJU
Nonstop3h 52m
Multiple Airlines
Mon 4/207:15 am
SJU
- PHL
1 stop16h 42m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$168
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.
Tue 4/218:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Wed 4/291:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/27![Frontier logo]()
$162
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.
Tue 4/2111:40 am
PHL
- SJU
Nonstop3h 50m
Frontier
Thu 4/233:31 pm
SJU
- PHL
1 stop8h 58m
Frontier
Deal found 3/27![Frontier logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Fri 4/248:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Mon 4/271:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/30![Frontier logo]()
$161
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.
Sun 4/269:00 am
PHL
- SJU
Nonstop3h 50m
Frontier
Thu 4/307:17 pm
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 3/27![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Tue 4/288:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Fri 5/13:23 pm
SJU
- PHL
1 stop9h 31m
Frontier
Deal found 3/28![Frontier logo]()
$160
This Trip.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Wed 4/298:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Wed 5/66:30 am
SJU
- PHL
Nonstop4h 11m
Frontier
Deal found 3/30![Frontier logo]()
$163
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.
Wed 4/298:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Sun 5/33:31 pm
SJU
- PHL
1 stop17h 00m
Frontier
Deal found 3/27![Frontier logo]()
$165
One-way flights from Pennsylvania to CaribbeanSearch for one-way flight options from Pennsylvania to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Pennsylvania to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This eDestinos deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 3/28![Frontier logo]()
$75
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 3/27![Frontier logo]()
$78
This Super.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/188:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 3/28![Frontier logo]()
$79
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Sat 4/258:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 3/28![Frontier logo]()
$80
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:45 am
PHL
- SJU
1 stop13h 37m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$82
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:00 am
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 3/27![Frontier logo]()
$83
This Mytrip deal was found by Cheapflights users on 3/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:51 pm
PHL
- SJU
1 stop7h 07m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$85
This eDestinos deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:07 pm
PHL
- SJU
Nonstop3h 52m
Frontier
Deal found 3/30![Frontier logo]()
$86
This Super.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:45 pm
EWR
- SJU
1 stop9h 03m
Frontier
Deal found 3/30![Frontier logo]()
$87
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.
Fri 4/2410:38 pm
PHL
- SJU
1 stop11h 16m
Frontier
Deal found 3/27![Frontier logo]()
$88
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.
Wed 4/221:45 pm
EWR
- SJU
1 stop12h 16m
Frontier
Deal found 3/27![Frontier logo]()
$88
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:59 pm
EWR
- SJU
Nonstop3h 54m
JetBlue
Deal found 3/27![JetBlue logo]()
$89
Find flight deals from Pennsylvania to Caribbean
Keep the following information in mind while searching for Pennsylvania to Caribbean flight deals. Data was last updated April 1, 2026.
Round-trip from | $159 (Cheapflightsfares) |
|---|---|
One-way from | $75 (eDestinos) |
Popular in | December |
Cheapest in | October |
Average price | $283 |
Good round-trip deal | $264 or less |
Good one-way deal | $125 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania 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 April 1, 2026.
Use the filters below to find and compare flights from Pennsylvania to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sat 5/2
10:00 am-8:34 pm
1 stop10h 34m
San Juan Luis Munoz Marin Intl
Mon 5/11
1:00 am-9:54 am
2 stops8h 54m
$256
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/2
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:15 am-11:18 am
Nonstop4h 03m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 5/6
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Wed 5/20
6:00 pm-10:15 pm
Nonstop4h 15m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 5/11
12:25 pm-4:29 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Fri 5/15
1:16 pm-5:30 pm
Nonstop4h 14m
$307
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 9/27
7:54 pm-11:57 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Wed 9/30
4:55 pm-11:39 pm
1 stop6h 44m
$312
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 6/16
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Tue 6/23
1:00 am-5:10 am
Nonstop4h 10m
$313
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 9/23
6:00 am-3:42 pm
1 stop9h 42m
San Juan Luis Munoz Marin Intl
Wed 9/30
2:55 pm-12:45 am
1 stop9h 50m
$316
NewarkPunta Cana
EWR - PUJ
EWRPUJ
Newark
Wed 9/23
12:00 pm-7:55 pm
1 stop7h 55m
Punta Cana
Sun 9/27
2:05 am-10:30 am
1 stop8h 25m
$318
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Mon 5/4
8:55 am-8:00 pm
2 stops11h 05m
San Juan Luis Munoz Marin Intl
Thu 5/7
6:50 am-4:00 pm
2 stops9h 10m
$320
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 4/30
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Sat 5/2
7:15 am-11:18 am
Nonstop4h 03m
$337
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pennsylvania to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Pennsylvania with our price prediction graph.
PHL-SJU
JFK-SJU
EWR-PUJ
LGA-SJU
JFK-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 Pennsylvania to Caribbean
USPA-0CB
PHL-SJU
JFK-SJU
EWR-PUJ
LGA-SJU
What is the cheapest month to book a flight from Pennsylvania to Caribbean?
Currently, December is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $99). Flying from Pennsylvania to Caribbean in November is currently the most expensive (average of $158). 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.
What is the cheapest time of day to fly from PA to CB?
Find hourly flight availability from Pennsylvania to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 52% on flights from Pennsylvania to Caribbean by exploring options for tickets in the evening.
What is the cheapest day to fly from Pennsylvania to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Caribbean. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their Pennsylvania to Caribbean flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Pennsylvania to Caribbean
Explore weekly flight availability from Pennsylvania to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 1, 2026.
The most flights from USPA to 0CB are scheduled on a Wednesday (8 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (2 on average).
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania 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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Top destinations
Alternative routes for Pennsylvania 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 Pennsylvania to Caribbean by cabin class
Find flights from Pennsylvania to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pennsylvania and Caribbean flights
Browse other Pennsylvania and Caribbean flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to Pennsylvania after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Pennsylvania to Caribbean flights
Consider these flights traveling from Pennsylvania to Caribbean.
Top 9 airlines flying from Pennsylvania to Caribbean
Discover the top 9 airlines that operate flights from Pennsylvania 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 April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$167 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$83 | Average$387 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$387 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$141 | Average$460 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$152 | Average$557 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$173 | Average$507 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$207 | Average$590 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$222 | Average$543 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$625 | FlexibilityNo cancel fee | On-time71% |