$122+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Pennsylvania to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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
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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 August 26, 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 August 26, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$248
This Super.com deal was found by Cheapflights users on 8/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$249
This Cheapflightsfares deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:45 pm -
Nonstop3h 54m
Wed 10/286:00 am -
Nonstop4h 02m
Deal found 8/21![JetBlue logo]()
$250
This lol.travel deal was found by Cheapflights users on 8/23. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Fri 9/256:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$251
This JetBlue deal was found by Cheapflights users on 8/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:30 pm -
Nonstop4h 04m
Wed 9/166:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$252
This lol.travel deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm -
Nonstop3h 57m
Thu 9/171:00 pm -
Nonstop3h 56m
Deal found 8/21![JetBlue logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:30 pm -
Nonstop4h 04m
Tue 9/296:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$255
This Jetabroad deal was found by Cheapflights users on 8/23. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:44 pm -
1 stop7h 15m
Tue 10/66:00 am -
1 stop8h 16m
Deal found 8/23![JetBlue logo]()
$256
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/197:29 pm -
Nonstop4h 20m
Fri 9/257:30 am -
Nonstop3h 53m
Deal found 8/25![Delta logo]()
$257
This Jetabroad deal was found by Cheapflights users on 8/22. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:00 pm -
Nonstop3h 56m
Wed 10/2112:55 pm -
1 stop6h 34m
Deal found 8/22![JetBlue logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Tue 10/278:29 am -
2 stops13h 40m
Wed 10/286:20 am -
1 stop16h 36m
Deal found 8/25![American Airlines logo]()
$261
This Jetabroad deal was found by Cheapflights users on 8/22. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:44 pm -
1 stop7h 16m
Tue 9/226:00 am -
Nonstop3h 52m
Deal found 8/22![JetBlue logo]()
$264
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 August 26, 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 August 26, 2026.
This Delta deal was found by Cheapflights users on 8/24. 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.
Tue 9/87:29 pm -
Nonstop4h 20m
Sat 9/197:30 am -
Nonstop3h 53m
Deal found 8/24![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 8/22. 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.
Tue 9/299:40 am -
Nonstop4h 00m
Sat 10/35:00 pm -
Nonstop4h 08m
Deal found 8/22![JetBlue logo]()
$297
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:47 pm -
Nonstop4h 03m
Mon 9/141:00 am -
Nonstop4h 04m
Deal found 8/20![United Airlines logo]()
$297
This Arajet deal was found by Cheapflights users on 8/25. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:59 am -
Nonstop4h 30m
Thu 10/221:45 pm -
1 stop9h 45m
Deal found 8/25![Multiple Airlines logo]()
$385
This Arajet deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:00 pm -
Nonstop4h 19m
Thu 9/177:10 pm -
Nonstop4h 20m
Deal found 8/21![Arajet logo]()
$446
This Copa Airlines deal was found by Cheapflights users on 8/25. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:15 am -
1 stop14h 20m
Sun 11/85:33 am -
1 stop22h 26m
Deal found 8/25![Copa Airlines logo]()
$466
This Avianca deal was found by Cheapflights users on 8/24. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:30 am -
1 stop15h 55m
Wed 9/2312:50 pm -
1 stop10h 55m
Deal found 8/24![Avianca logo]()
$494
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:29 pm -
Nonstop4h 20m
Tue 10/66:45 am -
Nonstop4h 00m
Deal found 8/21![Delta logo]()
$297
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 9/187:47 pm -
Nonstop4h 03m
Sat 9/191:00 am -
Nonstop4h 04m
Deal found 8/24![United Airlines logo]()
$301
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Tue 10/276:00 am -
1 stop6h 15m
Thu 11/55:50 pm -
1 stop7h 02m
Deal found 8/22![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/25. 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.
Wed 11/1112:10 pm -
Nonstop3h 46m
Mon 11/167:00 am -
Nonstop4h 04m
Deal found 8/25![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 8/22. 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.
Mon 10/1211:22 am -
Nonstop4h 38m
Wed 10/215:20 pm -
Nonstop4h 39m
Deal found 8/22![JetBlue logo]()
$365
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/17:36 pm -
Nonstop4h 00m
Fri 11/63:46 pm -
1 stop9h 59m
Deal found 8/25![United Airlines logo]()
$311
This Arajet deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:00 pm -
1 stop11h 15m
Sun 10/111:55 pm -
1 stop9h 35m
Deal found 8/21![Multiple Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 11/78:00 am -
Nonstop4h 05m
Tue 11/107:00 am -
Nonstop4h 04m
Deal found 8/25![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:45 am -
Nonstop4h 40m
Wed 10/285:00 pm -
Nonstop4h 45m
Deal found 8/21![JetBlue logo]()
$365
This Delta deal was found by Cheapflights users on 8/25. 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.
Fri 9/187:29 pm -
Nonstop4h 20m
Wed 9/237:30 am -
Nonstop3h 53m
Deal found 8/25![Delta logo]()
$332
This Arajet deal was found by Cheapflights users on 8/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:59 pm -
Nonstop4h 26m
Thu 11/122:05 pm -
1 stop9h 25m
Deal found 8/22![Multiple Airlines logo]()
$407
This Arajet deal was found by Cheapflights users on 8/25. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:59 am -
Nonstop4h 30m
Fri 10/167:10 pm -
Nonstop4h 20m
Deal found 8/25![Arajet logo]()
$451
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/98:00 am -
Nonstop3h 57m
Sat 9/121:00 am -
Nonstop4h 04m
Deal found 8/24![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:29 pm -
Nonstop4h 20m
Sun 9/277:30 am -
Nonstop3h 53m
Deal found 8/21![Delta logo]()
$332
This Arajet deal was found by Cheapflights users on 8/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1112:00 pm -
1 stop11h 15m
Fri 10/167:10 pm -
Nonstop4h 20m
Deal found 8/22![Multiple Airlines logo]()
$407
This Copa Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/152:20 am -
1 stop11h 21m
Fri 11/203:46 pm -
1 stop12h 13m
Deal found 8/21![Copa Airlines logo]()
$507
This Delta deal was found by Cheapflights users on 8/25. 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.
Fri 9/117:29 pm -
Nonstop4h 20m
Tue 9/157:30 am -
Nonstop3h 53m
Deal found 8/25![Delta logo]()
$342
This Arajet deal was found by Cheapflights users on 8/22. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:59 am -
Nonstop4h 30m
Sun 10/111:55 pm -
1 stop9h 35m
Deal found 8/22![Multiple Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 10/307:36 pm -
Nonstop4h 00m
Sat 11/72:05 am -
Nonstop4h 19m
Deal found 8/24![United Airlines logo]()
$381
This JetBlue deal was found by Cheapflights users on 8/22. 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.
Wed 11/181:55 pm -
Nonstop3h 49m
Sat 12/53:31 pm -
Nonstop3h 58m
Deal found 8/22![JetBlue logo]()
$465
This Copa Airlines deal was found by Cheapflights users on 8/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:15 am -
1 stop18h 50m
Sat 11/73:46 pm -
1 stop26h 31m
Deal found 8/23![Copa Airlines logo]()
$515
This Arajet deal was found by Cheapflights users on 8/25. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:00 am -
Nonstop4h 26m
Thu 11/267:10 pm -
Nonstop4h 20m
Deal found 8/25![Arajet logo]()
$522
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 10/156:00 am -
1 stop6h 34m
Sat 10/171:00 am -
Nonstop4h 04m
Deal found 8/25![United Airlines logo]()
$386
Last-minute flights from Pennsylvania to CaribbeanDiscover last-minute flight deals from Pennsylvania to Caribbean. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Caribbean. Data last updated August 26, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$250
This lol.travel deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm -
Nonstop3h 57m
Thu 9/171:00 pm -
Nonstop3h 56m
Deal found 8/21![JetBlue logo]()
$253
This Super.com deal was found by Cheapflights users on 8/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$249
This JetBlue deal was found by Cheapflights users on 8/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:30 pm -
Nonstop4h 04m
Wed 9/166:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$252
This Jetabroad deal was found by Cheapflights users on 8/23. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:30 pm -
1 stop9h 30m
Sat 9/266:00 am -
1 stop6h 34m
Deal found 8/23![JetBlue logo]()
$256
This Jetabroad deal was found by Cheapflights users on 8/24. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:59 am -
1 stop8h 51m
Tue 9/296:00 am -
1 stop6h 34m
Deal found 8/24![JetBlue logo]()
$261
This Jetabroad deal was found by Cheapflights users on 8/22. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:44 pm -
1 stop7h 16m
Tue 9/226:00 am -
Nonstop3h 52m
Deal found 8/22![JetBlue logo]()
$264
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$248
This lol.travel deal was found by Cheapflights users on 8/23. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Fri 9/256:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$251
This Delta deal was found by Cheapflights users on 8/25. 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.
Sat 9/197:29 pm -
Nonstop4h 20m
Fri 9/257:30 am -
Nonstop3h 53m
Deal found 8/25![Delta logo]()
$257
This Jetabroad deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Sat 10/176:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:15 pm -
Nonstop3h 57m
Wed 9/306:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$255
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 August 26, 2026.
Search for one-way flight options from Pennsylvania to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Jetabroad deal was found by Cheapflights users on 8/24. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:30 pm -
1 stop7h 26m
Deal found 8/24![JetBlue logo]()
$122
This Faresmojo deal was found by Cheapflights users on 8/23. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm -
Nonstop3h 59m
Deal found 8/23![JetBlue logo]()
$124
This Super.com deal was found by Cheapflights users on 8/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Deal found 8/23![JetBlue logo]()
$125
This Super.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm -
Nonstop3h 57m
Deal found 8/21![JetBlue logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 8/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:30 am -
Nonstop3h 58m
Deal found 8/22![JetBlue logo]()
$128
This Super.com deal was found by Cheapflights users on 8/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:44 pm -
1 stop7h 16m
Deal found 8/23![JetBlue logo]()
$130
This Super.com deal was found by Cheapflights users on 8/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:15 am -
1 stop7h 08m
Deal found 8/24![JetBlue logo]()
$131
This Super.com deal was found by Cheapflights users on 8/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:30 am -
1 stop7h 57m
Deal found 8/23![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Fri 10/169:00 pm -
1 stop12h 46m
Deal found 8/25![American Airlines logo]()
$133
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 10/176:00 am -
1 stop9h 01m
Deal found 8/25![American Airlines logo]()
$134
This Booking.com deal was found by Cheapflights users on 8/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:00 pm -
1 stop7h 30m
Deal found 8/24![Arajet logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:59 pm -
1 stop9h 16m
Deal found 8/22![Arajet logo]()
$139
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 August 26, 2026.
Round-trip from | $248 (Cheapflightsfares) |
|---|---|
One-way from | $122 (Jetabroad) |
Popular in | December |
Cheapest in | October |
Average price | $311 |
Good round-trip deal | $243 or less |
Good one-way deal | $135 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 7,457,451 searches. Data last updated August 26, 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
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Tue 9/8
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Sat 9/19
7:30 am-11:23 am
Nonstop3h 53m
$287
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Tue 9/29
9:40 am-1:40 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Sat 10/3
5:00 pm-9:08 pm
Nonstop4h 08m
$297
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 9/11
7:47 pm-11:50 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Mon 9/14
1:00 am-5:04 am
Nonstop4h 04m
$297
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Fri 10/2
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Tue 10/6
6:45 am-10:45 am
Nonstop4h 00m
$297
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 9/18
7:47 pm-11:50 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Sat 9/19
1:00 am-5:04 am
Nonstop4h 04m
$301
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Tue 10/27
6:00 am-12:15 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Thu 11/5
5:50 pm-11:52 pm
1 stop7h 02m
$306
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Sun 11/1
7:36 pm-12:36 am
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Fri 11/6
3:46 pm-12:45 am
1 stop9h 59m
$311
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Wed 11/11
12:10 pm-4:56 pm
Nonstop3h 46m
San Juan Luis Munoz Marin Intl
Mon 11/16
7:00 am-10:04 am
Nonstop4h 04m
$327
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 11/7
8:00 am-1:05 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Tue 11/10
7:00 am-10:04 am
Nonstop4h 04m
$327
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Fri 9/18
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Wed 9/23
7:30 am-11:23 am
Nonstop3h 53m
$332
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.
JFK-SJU
EWR-SJU
EWR-SDQ
EWR-AUA
EWR-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
JFK-SJU
EWR-SJU
EWR-SDQ
EWR-AUA
What is the cheapest month to book a flight from Pennsylvania to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Pennsylvania to Caribbean (average of $386). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $564). 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 August 26, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 56% on flights from Pennsylvania to Caribbean by exploring options for tickets at noon.
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 August 26, 2026.
The most flights from USPA to 0CB are scheduled on a Tuesday (8 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).
How far ahead should I book a flight from Pennsylvania to Caribbean?
To ensure you get the cheapest price possible for a flight from Pennsylvania to Caribbean, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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 August 22, 2026.
Travelers seeking maximum savings on their Pennsylvania to Caribbean 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. 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 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 August 26, 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 7 airlines flying from Pennsylvania to Caribbean
Discover the top 7 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 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$409 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$649 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$510 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$173 | Average$504 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$221 | Average$504 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$225 | Average$652 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$637 | FlexibilityNo cancel fee | On-time63% |