$67+ Cheap flights from Pennsylvania to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Nov 27 — Dec 41
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 October 28, 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 October 28, 2026.
This eDestinos deal was found by Cheapflights users on 10/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
Nonstop3h 55m
Wed 12/95:01 am -
1 stop13h 25m
Deal found 10/23![Frontier logo]()
$145
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Tue 12/810:17 am -
1 stop23h 20m
Fri 12/119:52 pm -
Nonstop4h 11m
Deal found 10/27![Frontier logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:07 pm -
Nonstop3h 57m
Sat 11/73:55 pm -
1 stop8h 11m
Deal found 10/24![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Tue 11/1011:27 am -
Nonstop3h 50m
Tue 11/1012:59 am -
Nonstop4h 12m
Deal found 10/27![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 10/24. 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.
Fri 10/3011:30 am -
Nonstop3h 50m
Sun 11/112:59 am -
Nonstop4h 12m
Deal found 10/24![Frontier logo]()
$149
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:31 pm -
1 stop7h 36m
Wed 12/163:32 am -
Nonstop4h 14m
Deal found 10/23![Frontier logo]()
$150
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Mon 11/210:30 am -
Nonstop3h 54m
Tue 11/33:55 am -
1 stop18h 10m
Deal found 10/28![Frontier logo]()
$151
This Frontier deal was found by Cheapflights users on 10/27. 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 11/36:00 am -
Nonstop3h 55m
Tue 11/33:59 pm -
1 stop8h 17m
Deal found 10/27![Frontier logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:27 pm -
Nonstop3h 49m
Wed 11/411:20 am -
1 stop23h 10m
Deal found 10/23![Frontier logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Thu 12/312:49 pm -
1 stop11h 18m
Fri 12/42:49 am -
Nonstop4h 21m
Deal found 10/27![Frontier logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 11/114:47 pm -
1 stop18h 49m
Wed 11/187:15 am -
Nonstop4h 07m
Deal found 10/27![Frontier logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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 12/56:28 pm -
1 stop6h 45m
Sun 12/134:04 pm -
1 stop26h 29m
Deal found 10/25![Frontier logo]()
$260
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 October 28, 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 October 28, 2026.
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:45 am -
1 stop10h 15m
Sat 11/77:40 am -
1 stop12h 05m
Deal found 10/23![United Airlines logo]()
$222
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:00 am -
1 stop8h 01m
Mon 11/235:01 am -
1 stop8h 31m
Deal found 10/27![JetBlue logo]()
$232
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/68:14 am -
2 stops9h 52m
Thu 4/156:00 am -
1 stop12h 28m
Deal found 10/27![American Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2211:55 am -
1 stop8h 50m
Sat 1/306:05 am -
2 stops13h 55m
Deal found 10/26![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/224:46 pm -
1 stop6h 12m
Sun 1/247:17 am -
1 stop10h 18m
Deal found 10/26![Delta logo]()
$398
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:45 am -
2 stops11h 37m
Tue 11/32:05 am -
2 stops13h 12m
Deal found 10/26![United Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Mon 11/29:45 am -
2 stops13h 51m
Sat 11/77:40 am -
1 stop12h 05m
Deal found 10/24![United Airlines logo]()
$236
This Air Canada deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:20 pm -
2 stops22h 25m
Thu 12/107:45 pm -
2 stops23h 51m
Deal found 10/27![Air Canada logo]()
$546
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:45 am -
2 stops11h 37m
Thu 11/58:25 am -
1 stop10h 22m
Deal found 10/26![United Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/229:55 am -
2 stops13h 41m
Fri 1/292:05 am -
2 stops13h 14m
Deal found 10/26![United Airlines logo]()
$248
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
1 stop6h 49m
Mon 12/215:30 pm -
1 stop7h 12m
Deal found 10/27![JetBlue logo]()
$356
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:20 pm -
2 stops9h 05m
Wed 12/1612:30 pm -
1 stop9h 20m
Deal found 10/28![Southwest logo]()
$373
This JetBlue deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop8h 58m
Thu 12/312:57 pm -
1 stop11h 59m
Deal found 10/23![JetBlue logo]()
$393
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/18:00 am -
1 stop8h 49m
Mon 2/82:35 pm -
1 stop7h 42m
Deal found 10/27![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/110:54 am -
2 stops10h 28m
Sat 11/77:40 am -
2 stops14h 54m
Deal found 10/24![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 10/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/111:30 pm -
2 stops10h 30m
Sat 12/126:45 am -
1 stop6h 10m
Deal found 10/24![Southwest logo]()
$418
This JetBlue deal was found by Cheapflights users on 10/25. 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.
Mon 12/148:05 am -
1 stop9h 09m
Thu 12/1712:25 pm -
1 stop9h 17m
Deal found 10/25![JetBlue logo]()
$399
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:59 pm -
1 stop15h 35m
Sat 12/264:49 pm -
1 stop8h 52m
Deal found 10/27![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/258:50 pm -
1 stop12h 10m
Mon 3/110:50 am -
2 stops9h 10m
Deal found 10/26![Southwest logo]()
$421
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/1010:54 am -
2 stops10h 28m
Fri 11/138:05 am -
2 stops14h 33m
Deal found 10/27![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 10/24. 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.
Mon 12/217:32 pm -
1 stop15h 36m
Tue 12/292:53 pm -
1 stop6h 00m
Deal found 10/24![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/66:00 am -
1 stop6h 15m
Sat 12/122:05 am -
2 stops12h 50m
Deal found 10/27![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 10/25. 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 12/197:00 am -
1 stop14h 47m
Tue 12/225:29 pm -
1 stop7h 34m
Deal found 10/25![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 11/86:00 am -
2 stops14h 24m
Fri 11/135:50 pm -
1 stop6h 40m
Deal found 10/27![United Airlines logo]()
$339
This JetBlue deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:00 am -
1 stop6h 21m
Tue 1/123:00 pm -
1 stop7h 25m
Deal found 10/26![JetBlue logo]()
$501
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:00 am -
1 stop7h 33m
Mon 11/234:58 pm -
1 stop7h 56m
Deal found 10/27![Delta logo]()
$471
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/13:10 pm -
1 stop6h 12m
Tue 3/98:05 am -
2 stops11h 19m
Deal found 10/26![United Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/16:00 am -
1 stop7h 10m
Tue 3/22:55 pm -
1 stop5h 42m
Deal found 10/26![Delta logo]()
$493
This Southwest deal was found by Cheapflights users on 10/27. 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.
Sun 4/116:15 am -
1 stop6h 50m
Sun 4/183:15 pm -
2 stops19h 25m
Deal found 10/27![Southwest logo]()
$601
This JetBlue deal was found by Cheapflights users on 10/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop7h 08m
Wed 12/232:10 pm -
1 stop10h 44m
Deal found 10/27![JetBlue logo]()
$559
Last-minute flights from Pennsylvania to CaribbeanDiscover last-minute flight deals from Pennsylvania to Caribbean. Data last updated October 28, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Caribbean. Data last updated October 28, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:27 pm -
Nonstop3h 49m
Wed 11/411:20 am -
1 stop23h 10m
Deal found 10/23![Frontier logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 10/2810:37 am -
1 stop28h 05m
Sat 10/3112:59 am -
Nonstop4h 12m
Deal found 10/27![Frontier logo]()
$155
This Super.com deal was found by Cheapflights users on 10/24. 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.
Fri 10/3011:30 am -
Nonstop3h 50m
Sun 11/112:59 am -
Nonstop4h 12m
Deal found 10/24![Frontier logo]()
$149
This CheapOair deal was found by Cheapflights users on 10/27. 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.
Fri 10/3011:42 am -
Nonstop3h 52m
Sat 10/3112:59 am -
Nonstop4h 12m
Deal found 10/27![Multiple Airlines logo]()
$150
This Cheapflightsfares deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:07 pm -
Nonstop3h 57m
Sat 11/73:55 pm -
1 stop8h 11m
Deal found 10/24![Frontier logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Mon 11/210:30 am -
Nonstop3h 54m
Fri 11/67:00 am -
1 stop17h 35m
Deal found 10/28![Frontier logo]()
$151
This eDestinos deal was found by Cheapflights users on 10/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
Nonstop3h 55m
Wed 12/95:01 am -
1 stop13h 25m
Deal found 10/23![Frontier logo]()
$145
This eDestinos deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:27 am -
Nonstop3h 50m
Wed 12/23:28 am -
1 stop12h 40m
Deal found 10/26![Frontier logo]()
$146
This Frontier deal was found by Cheapflights users on 10/27. 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 11/36:00 am -
Nonstop3h 55m
Tue 11/33:59 pm -
1 stop8h 17m
Deal found 10/27![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Tue 11/1011:27 am -
Nonstop3h 50m
Tue 11/1012:59 am -
Nonstop4h 12m
Deal found 10/27![Frontier logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 11/114:47 pm -
1 stop18h 49m
Wed 11/187:15 am -
Nonstop4h 07m
Deal found 10/27![Frontier logo]()
$156
This Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:59 pm -
1 stop14h 00m
Wed 12/24:07 pm -
1 stop26h 21m
Deal found 10/28![Frontier logo]()
$269
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 October 28, 2026.
Search for one-way flight options from Pennsylvania to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/269:18 pm -
Nonstop3h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$67
This Super.com deal was found by Cheapflights users on 10/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:27 am -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$68
This Frontier deal was found by Cheapflights users on 10/27. 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.
Mon 11/166:00 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Sat 11/76:00 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/1011:00 am -
Nonstop3h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:27 am -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$72
This eDestinos deal was found by Cheapflights users on 10/27. 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.
Sun 11/17:07 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$74
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Tue 1/126:15 am -
1 stop7h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:31 pm -
1 stop7h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/94:31 pm -
1 stop7h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$80
This eDestinos deal was found by Cheapflights users on 10/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:27 pm -
Nonstop3h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$81
This Delta deal was found by Cheapflights users on 10/25. 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.
Tue 12/85:15 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$118
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 October 28, 2026.
Round-trip from | $145 (Kiwi.com) |
|---|---|
One-way from | $67 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $238 |
Good round-trip deal | $206 or less |
Good one-way deal | $104 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 October 28, 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 Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Fri 1/1
6:00 am-1:39 pm
1 stop6h 39m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
PhiladelphiaNassau
PHL Philadelphia - NAS Nassau Intl
PHLNAS
Philadelphia
Tue 12/8
5:15 am-1:50 pm
1 stop8h 35m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$118
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 11/18
9:45 am-10:22 pm
2 stops11h 37m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
PhiladelphiaNassau
PHL Philadelphia - NAS Nassau Intl
PHLNAS
Philadelphia
Mon 12/21
6:00 am-1:56 pm
1 stop7h 56m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$118
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Thu 1/14
9:55 am-12:36 am
2 stops13h 41m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
PittsburghSan Juan
PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl
PITSJU
Pittsburgh
Thu 12/3
6:28 pm-10:05 am
1 stop14h 37m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
PhiladelphiaOranjestad
PHL Philadelphia - AUA Oranjestad Reina Beatrix
PHLAUA
Philadelphia
Sun 1/24
6:00 am-2:35 pm
1 stop7h 35m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
PhiladelphiaOranjestad
PHL Philadelphia - AUA Oranjestad Reina Beatrix
PHLAUA
Philadelphia
Mon 1/25
6:00 am-2:35 pm
1 stop7h 35m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
PittsburghSan Juan
PIT Pittsburgh - SJU San Juan Luis Munoz Marin Intl
PITSJU
Pittsburgh
Mon 11/30
7:45 am-1:58 am
3 stops41h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$151
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 11/4
6:15 am-10:22 pm
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
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
PIT-SJU
PHL-NAS
PHL-AUA
PIT-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
PIT-SJU
PHL-NAS
PHL-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 $384). Flying from Pennsylvania to Caribbean in December is currently the most expensive (average of $577). 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 October 28, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 54% on flights from Pennsylvania to Caribbean by exploring options for tickets at noon.
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 October 24, 2026.
Travelers seeking maximum savings on their Pennsylvania to Caribbean flight should consider departing on Friday 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 October 28, 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 8 airlines flying from Pennsylvania to Caribbean
Discover the top 8 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 October 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$412 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$506 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$597 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$200 | Average$454 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$218 | Average$478 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$221 | Average$665 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$696 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$382 | Average$456 | FlexibilityNo cancel fee | On-timeN/A |