$90+ Cheap flights from Pennsylvania to Caribbean Islands
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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Jul 10 — Jul 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pennsylvania to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Pennsylvania to Caribbean Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Pennsylvania to Caribbean IslandsExplore the most affordable flight options available from Pennsylvania to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Jun 10, 2026.
Explore the most affordable flight options available from Pennsylvania to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Jun 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Isnin 8/3111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Sabtu 9/52:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/5![Frontier logo]()
$201
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Isnin 9/147:20 am
PHL
- SJU
Nonstop3h 44m
Frontier
Ahad 9/206:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/7![Frontier logo]()
$205
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Jumaat 10/27:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Ahad 10/41:59 am
SJU
- PHL
Nonstop4h 05m
Frontier
Deal found 6/5![Frontier logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Khamis 9/247:47 pm
PHL
- SJU
Nonstop4h 03m
Frontier
Isnin 9/282:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/5![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Ahad 8/3011:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Jumaat 9/46:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 6/5![Frontier logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Isnin 8/3111:41 am
PHL
- SJU
Nonstop4h 00m
Frontier
Jumaat 9/252:36 pm
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/6![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Khamis 9/311:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Jumaat 9/46:30 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/6![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Jumaat 8/287:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Isnin 8/316:30 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/5![Frontier logo]()
$226
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Rabu 9/211:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Ahad 9/66:30 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/5![Frontier logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Jumaat 9/257:20 am
PHL
- SJU
Nonstop3h 44m
Frontier
Ahad 10/46:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/7![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Rabu 9/211:41 am
PHL
- SJU
Nonstop4h 00m
Frontier
Rabu 9/26:45 pm
SJU
- PHL
Nonstop4h 07m
Frontier
Deal found 6/6![Frontier logo]()
$229
This Cheapflightsfares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Sabtu 7/410:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Khamis 7/99:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/5![JetBlue logo]()
$262
Best flights from Pennsylvania to Caribbean IslandsDiscover carefully curated flight deals from Pennsylvania to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Jun 10, 2026.
Discover carefully curated flight deals from Pennsylvania to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated Jun 10, 2026.
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Isnin 8/244:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Ahad 8/305:00 am
SJU
- PHL
1 stop6h 05m
Southwest
Deal found 6/6![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Ahad 8/97:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Khamis 8/137:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/9![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 8/228:05 am
LGA
- SJU
2 stops12h 33m
United Airlines
Sabtu 9/124:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/9![United Airlines logo]()
$331
This JetBlue deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Selasa 8/45:59 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Sabtu 8/82:20 am
SJU
- JFK
1 stop6h 26m
JetBlue
Deal found 6/7![JetBlue logo]()
$336
This Arajet deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 6/2712:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Isnin 6/2912:45 am
PUJ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$445
This Arajet deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Selasa 11/1011:00 am
EWR
- PUJ
Nonstop4h 26m
Arajet
Khamis 11/127:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 6/6![Arajet logo]()
$452
This Copa Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Isnin 9/214:10 am
JFK
- SDQ
1 stop22h 15m
Copa Airlines
Sabtu 9/2612:12 pm
SDQ
- JFK
1 stop12h 48m
Copa Airlines
Deal found 6/9![Copa Airlines logo]()
$508
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Selasa 9/11:55 pm
PHL
- SJU
1 stop7h 10m
Southwest
Selasa 9/88:20 am
SJU
- PHL
1 stop9h 15m
Southwest
Deal found 6/8![Southwest logo]()
$306
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Ahad 8/2312:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Jumaat 8/287:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/9![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Khamis 9/248:00 am
EWR
- SJU
Nonstop3h 57m
United Airlines
Isnin 9/286:45 pm
SJU
- EWR
Nonstop4h 01m
United Airlines
Deal found 6/7![United Airlines logo]()
$337
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Isnin 9/149:00 am
EWR
- SJU
Nonstop4h 08m
JetBlue
Rabu 9/237:45 pm
SJU
- EWR
Nonstop4h 06m
JetBlue
Deal found 6/5![JetBlue logo]()
$337
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Selasa 8/1112:00 pm
EWR
- SJU
1 stop10h 29m
Delta
Selasa 8/187:00 am
SJU
- EWR
1 stop8h 24m
Delta
Deal found 6/9![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Jumaat 8/214:40 pm
PHL
- SJU
1 stop7h 10m
Southwest
Selasa 8/2510:30 am
SJU
- PHL
1 stop7h 05m
Southwest
Deal found 6/9![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Jumaat 9/256:00 am
LGA
- SJU
1 stop6h 34m
United Airlines
Isnin 9/284:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 6/9![United Airlines logo]()
$346
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Sabtu 7/188:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Khamis 7/235:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/5![JetBlue logo]()
$351
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Rabu 8/197:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Ahad 8/237:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 6/5![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Rabu 7/2212:00 pm
JFK
- SJU
Nonstop3h 59m
JetBlue
Khamis 7/308:10 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/9![JetBlue logo]()
$351
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Jumaat 8/2812:00 pm
LGA
- SJU
2 stops11h 50m
Southwest
Rabu 9/28:20 am
SJU
- LGA
2 stops8h 45m
Southwest
Deal found 6/8![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 7/48:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Jumaat 7/311:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 6/9![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Jumaat 10/167:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Selasa 10/207:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Deal found 6/5![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Khamis 8/2712:00 pm
JFK
- SJU
Nonstop3h 58m
JetBlue
Sabtu 9/52:20 am
SJU
- JFK
1 stop6h 26m
JetBlue
Deal found 6/6![JetBlue logo]()
$356
This Arajet deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Selasa 7/712:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Khamis 7/167:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$502
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 8/296:00 am
LGA
- SJU
2 stops12h 05m
Southwest
Selasa 9/18:20 am
SJU
- LGA
2 stops10h 30m
Southwest
Deal found 6/8![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Khamis 8/68:17 pm
LGA
- SJU
1 stop9h 12m
United Airlines
Selasa 8/117:40 am
SJU
- LGA
1 stop10h 45m
United Airlines
Deal found 6/7![United Airlines logo]()
$385
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Jumaat 11/68:45 pm
JFK
- SJU
Nonstop3h 58m
JetBlue
Sabtu 11/147:00 am
SJU
- JFK
Nonstop4h 03m
JetBlue
Deal found 6/6![JetBlue logo]()
$366
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Selasa 6/2312:30 pm
JFK
- SJU
Nonstop3h 59m
Delta
Sabtu 6/277:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 6/7![Delta logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 6/207:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Ahad 6/282:05 am
SJU
- EWR
1 stop9h 54m
United Airlines
Deal found 6/9![United Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Jumaat 10/1612:30 pm
LGA
- SJU
2 stops12h 05m
Southwest
Selasa 10/205:35 am
SJU
- LGA
2 stops10h 45m
Southwest
Deal found 6/5![Southwest logo]()
$386
This Arajet deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Khamis 7/912:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Ahad 7/122:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$518
This Arajet deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Ahad 6/2812:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Selasa 6/307:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 6/8![Arajet logo]()
$592
Last-minute flights from Pennsylvania to Caribbean IslandsDiscover last-minute flight deals from Pennsylvania to Caribbean Islands. Data last updated Jun 10, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Caribbean Islands. Data last updated Jun 10, 2026 and is based on user searches.
This Faresmojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Jumaat 6/1210:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Khamis 7/169:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/9![JetBlue logo]()
$265
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Ahad 6/2111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Sabtu 7/46:44 am
SJU
- PHL
Nonstop4h 06m
Frontier
Deal found 6/9![Frontier logo]()
$285
This Faresmojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Selasa 6/2312:15 pm
JFK
- SJU
1 stop6h 38m
JetBlue
Isnin 6/299:04 pm
SJU
- JFK
Nonstop3h 55m
JetBlue
Deal found 6/9![JetBlue logo]()
$286
This Faresmojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Rabu 6/242:00 pm
JFK
- SJU
1 stop6h 16m
JetBlue
Ahad 6/285:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 6/9![JetBlue logo]()
$273
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
Selasa 6/307:47 pm
PHL
- SJU
Nonstop4h 09m
Frontier
Rabu 9/306:15 am
SJU
- PHL
Nonstop4h 03m
Frontier
Deal found 6/6![Frontier logo]()
$279
This Cheapflightsfares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Sabtu 7/410:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Khamis 7/99:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/5![JetBlue logo]()
$262
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Sabtu 7/410:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Jumaat 7/106:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 6/5![JetBlue logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Isnin 7/610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Jumaat 7/105:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 6/9![Frontier logo]()
$276
This Faresmojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Khamis 7/99:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Selasa 7/147:25 pm
SJU
- EWR
Nonstop4h 03m
JetBlue
Deal found 6/8![JetBlue logo]()
$264
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Ahad 7/198:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Rabu 8/510:35 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 6/7![JetBlue logo]()
$282
This JetBlue deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Isnin 7/209:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Khamis 7/239:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 6/5![JetBlue logo]()
$267
This SmartFares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Isnin 7/208:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Selasa 8/119:10 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 6/6![JetBlue logo]()
$272
One-way flights from Pennsylvania to Caribbean IslandsSearch for one-way flight options from Pennsylvania to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated Jun 10, 2026.
Search for one-way flight options from Pennsylvania to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated Jun 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Isnin 8/3111:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/5![Frontier logo]()
$90
This Cheapflightsfares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Selasa 8/1110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/5![Frontier logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Rabu 9/27:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Deal found 6/7![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Khamis 9/311:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 6/7![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
Selasa 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 6/7![Frontier logo]()
$118
This Faresmojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Ahad 8/236:00 am
EWR
- SJU
Nonstop3h 58m
JetBlue
Deal found 6/8![JetBlue logo]()
$121
This SmartFares deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Isnin 7/209:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Deal found 6/5![JetBlue logo]()
$122
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Selasa 8/1112:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Deal found 6/5![Delta logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Jumaat 9/47:47 pm
PHL
- SJU
Nonstop4h 10m
Frontier
Deal found 6/8![Frontier logo]()
$129
This Faresmojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sabtu 6/136:40 am
EWR
- AUA
Nonstop4h 42m
JetBlue
Deal found 6/9![JetBlue logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Jumaat 8/147:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/5![Frontier logo]()
$130
This Faresmojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Khamis 10/19:00 am
EWR
- SJU
Nonstop4h 08m
JetBlue
Deal found 6/8![JetBlue logo]()
$130
Find flight deals from Pennsylvania to Caribbean Islands
Keep the following information in mind while searching for Pennsylvania to Caribbean Islands flight deals. Data was last updated Jun 10, 2026.
Round-trip from | $201 (Kiwi.com) |
|---|---|
One-way from | $90 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $337 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania to Caribbean Islands 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 Jun 10, 2026.
Use the filters below to find and compare flights from Pennsylvania to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Isnin 8/24
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Ahad 8/30
5:00 am-11:05 am
1 stop6h 05m
$278
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Selasa 9/1
1:55 pm-9:05 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Selasa 9/8
8:20 am-5:35 pm
1 stop9h 15m
$306
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Ahad 8/9
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Khamis 8/13
7:30 am-11:25 am
Nonstop3h 55m
$322
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Ahad 8/23
12:40 pm-4:33 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Jumaat 8/28
7:30 am-11:25 am
Nonstop3h 55m
$322
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Sabtu 8/22
8:05 am-8:38 pm
2 stops12h 33m
San Juan Luis Munoz Marin Intl
Sabtu 9/12
4:55 pm-11:30 pm
1 stop6h 35m
$331
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Selasa 8/11
12:00 pm-10:29 pm
1 stop10h 29m
San Juan Luis Munoz Marin Intl
Selasa 8/18
7:00 am-3:24 pm
1 stop8h 24m
$331
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Selasa 8/4
5:59 pm-10:09 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Sabtu 8/8
2:20 am-8:46 am
1 stop6h 26m
$336
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Khamis 9/24
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Isnin 9/28
6:45 pm-10:46 pm
Nonstop4h 01m
$337
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Isnin 9/14
9:00 am-1:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Rabu 9/23
7:45 pm-11:51 pm
Nonstop4h 06m
$337
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Jumaat 8/21
4:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Selasa 8/25
10:30 am-5:35 pm
1 stop7h 05m
$338
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pennsylvania to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Pennsylvania with our price prediction graph.
PHL-SJU
JFK-SJU
LGA-SJU
EWR-PUJ
JFK-SDQ
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 Islands
USPA-zzEPX
PHL-SJU
JFK-SJU
LGA-SJU
EWR-PUJ
What is the cheapest month to book a flight from Pennsylvania to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from Pennsylvania to Caribbean Islands (average of $476). Flying from Pennsylvania to Caribbean Islands in June is currently the most expensive (average of $659). 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 EPX?
Find hourly flight availability from Pennsylvania to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Jun 10, 2026.
A simple way to save on the total cost of your ticket is to fly from Pennsylvania to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight in the morning.
Weekly flight availability from Pennsylvania to Caribbean Islands
Explore weekly flight availability from Pennsylvania to Caribbean Islands. 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 Jun 10, 2026.
The most flights from USPA to zzEPX are scheduled on a Tuesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Pennsylvania to Caribbean Islands?
The price you pay for your flight from Pennsylvania to Caribbean Islands may vary depending on when you book. For the best chance of a lower fare, look to book 17 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Pennsylvania to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Caribbean Islands. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Pennsylvania to Caribbean Islands flight should consider departing on Sunday at noon when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
Alternative routes for Pennsylvania to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pennsylvania to Caribbean Islands by cabin class
Find flights from Pennsylvania to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pennsylvania and Caribbean Islands flights
Browse other Pennsylvania and Caribbean Islands flight options. Last updated on Jun 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean Islands
Find the right flight back to Pennsylvania after your stay in Caribbean Islands
Pennsylvania to Caribbean Islands flights
Consider these flights traveling from Pennsylvania to Caribbean Islands.
Top 7 airlines flying from Pennsylvania to Caribbean Islands
Discover the top 7 airlines that operate flights from Pennsylvania to Caribbean Islands. 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 Jun 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$427 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$484 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$152 | Average$583 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$496 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$584 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$225 | Average$523 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$663 | FlexibilityNo cancel fee | On-time71% |