$95+ Cheap flights from Philadelphia (PHL) 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SJU
Aug 29 — Sep 51
Round-trip
1 adult, Economy
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Find cheap flights from Philadelphia 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
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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 Philadelphia to Caribbean
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Cheapest flights from Philadelphia to CaribbeanExplore the most affordable flight options available from Philadelphia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.
Explore the most affordable flight options available from Philadelphia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:30 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sun 9/611:24 am
SJU
- PHL
Nonstop4h 02m
Frontier
Deal found 7/29![Frontier logo]()
$197
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:24 am
PHL
- SJU
Nonstop3h 49m
Frontier
Sun 9/1312:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/28![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Thu 9/35:15 pm
SJU
- PHL
1 stop8h 01m
Frontier
Deal found 7/27![Frontier logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:02 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Sat 9/1212:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/28![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:50 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Thu 9/1012:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/26![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Sun 8/306:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$203
This eDestinos deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:55 am
PHL
- SJU
Nonstop4h 02m
Frontier
Wed 8/266:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/28![Frontier logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:02 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Mon 9/1412:59 am
SJU
- PHL
Nonstop3h 48m
Frontier
Deal found 7/26![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:35 am
PHL
- SJU
1 stop16h 21m
Frontier
Wed 9/95:27 pm
SJU
- PHL
Nonstop4h 00m
Frontier
Deal found 7/26![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:24 am
PHL
- SJU
Nonstop3h 49m
Frontier
Wed 9/165:27 pm
SJU
- PHL
Nonstop4h 00m
Frontier
Deal found 7/26![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/255:37 pm
SJU
- PHL
1 stop7h 39m
Frontier
Deal found 7/28![Frontier logo]()
$208
This Priceline deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:16 pm
PHL
- PSE
1 stop16h 46m
Frontier
Sun 9/610:47 am
PSE
- PHL
1 stop22h 48m
Frontier
Deal found 7/29![Frontier logo]()
$356
Best flights from Philadelphia to CaribbeanDiscover carefully curated flight deals from Philadelphia to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2026.
Discover carefully curated flight deals from Philadelphia to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2026.
This United Airlines deal was found by Cheapflights users on 7/27. 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 8/306:16 am
PHL
- SJU
1 stop9h 26m
United Airlines
Sat 9/51:00 am
SJU
- PHL
2 stops11h 23m
United Airlines
Deal found 7/27![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:31 pm
PHL
- SJU
1 stop7h 58m
Delta
Tue 9/12:59 pm
SJU
- PHL
1 stop8h 43m
Delta
Deal found 7/28![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:20 am
PHL
- SJU
1 stop8h 50m
Southwest
Wed 9/96:00 am
SJU
- PHL
2 stops11h 35m
Southwest
Deal found 7/25![Southwest logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:00 am
PHL
- SJU
1 stop8h 00m
JetBlue
Mon 9/75:00 pm
SJU
- PHL
1 stop6h 53m
JetBlue
Deal found 7/28![JetBlue logo]()
$329
This Frontier deal was found by Cheapflights users on 7/27. 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.
Thu 8/2710:01 pm
PHL
- PSE
1 stop12h 01m
Frontier
Thu 9/310:47 am
PSE
- PHL
1 stop13h 12m
Frontier
Deal found 7/27![Frontier logo]()
$366
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/223:20 pm
PHL
- NAS
1 stop21h 55m
Air Canada
Fri 11/272:05 pm
NAS
- PHL
1 stop24h 39m
Air Canada
Deal found 7/24![Air Canada logo]()
$422
This CheapOair deal was found by Cheapflights users on 7/27. 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.
Mon 8/104:49 pm
PHL
- PSE
1 stop16h 57m
Multiple Airlines
Wed 8/265:01 am
PSE
- PHL
3 stops15h 00m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:30 am
PHL
- NAS
Nonstop3h 05m
American Airlines
Mon 11/92:44 pm
NAS
- PHL
1 stop5h 49m
American Airlines
Deal found 7/24![American Airlines logo]()
$539
This Copa Airlines deal was found by Cheapflights users on 7/25. 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 10/311:20 am
PHL
- AUA
2 stops27h 24m
Copa Airlines
Sat 10/101:19 pm
AUA
- PHL
2 stops20h 14m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$662
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 8/246:16 am
PHL
- SJU
1 stop9h 26m
United Airlines
Tue 9/151:00 am
SJU
- PHL
2 stops11h 23m
United Airlines
Deal found 7/25![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 7/28. 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.
Sat 8/2912:10 pm
PHL
- SJU
2 stops9h 45m
Southwest
Tue 9/18:20 am
SJU
- PHL
1 stop9h 15m
Southwest
Deal found 7/28![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 9/176:30 am
PHL
- SJU
1 stop10h 19m
Delta
Mon 9/215:59 pm
SJU
- PHL
1 stop6h 41m
Delta
Deal found 7/25![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 7/28. 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 1/206:35 am
PHL
- SJU
1 stop8h 15m
Southwest
Tue 1/265:45 am
SJU
- PHL
2 stops11h 40m
Southwest
Deal found 7/28![Southwest logo]()
$361
This JetBlue deal was found by Cheapflights users on 7/27. 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 12/246:00 am
PHL
- SXM
1 stop7h 01m
JetBlue
Mon 1/42:20 pm
SXM
- PHL
1 stop10h 36m
JetBlue
Deal found 7/27![JetBlue logo]()
$414
This United Airlines deal was found by Cheapflights users on 7/24. 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 8/248:20 am
PHL
- SJU
2 stops12h 18m
United Airlines
Wed 8/261:00 am
SJU
- PHL
2 stops11h 23m
United Airlines
Deal found 7/24![United Airlines logo]()
$384
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:15 am
PHL
- NAS
1 stop11h 10m
Air Canada
Fri 11/272:05 pm
NAS
- PHL
1 stop24h 39m
Air Canada
Deal found 7/24![Air Canada logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:01 pm
PHL
- PSE
1 stop12h 01m
Frontier
Mon 8/2410:47 am
PSE
- PHL
2 stops20h 28m
Frontier
Deal found 7/25![Frontier logo]()
$435
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:15 am
PHL
- SXM
1 stop7h 38m
Delta
Fri 9/113:18 pm
SXM
- PHL
1 stop9h 22m
Delta
Deal found 7/28![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 7/28. 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 1/206:35 am
PHL
- SJU
1 stop8h 15m
Southwest
Mon 1/255:45 am
SJU
- PHL
2 stops11h 40m
Southwest
Deal found 7/28![Southwest logo]()
$394
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:10 am
PHL
- SDQ
1 stop7h 06m
JetBlue
Wed 10/214:36 pm
SDQ
- PHL
1 stop7h 08m
JetBlue
Deal found 7/29![JetBlue logo]()
$438
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:16 pm
PHL
- PSE
1 stop12h 25m
Frontier
Sun 8/910:06 am
PSE
- PHL
1 stop12h 49m
Frontier
Deal found 7/28![Frontier logo]()
$456
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/118:00 pm
PHL
- SXM
2 stops16h 50m
United Airlines
Sun 1/174:55 pm
SXM
- PHL
2 stops20h 30m
United Airlines
Deal found 7/28![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 9/245:20 am
PHL
- SJU
1 stop11h 29m
Delta
Sun 9/272:59 pm
SJU
- PHL
1 stop9h 41m
Delta
Deal found 7/25![Delta logo]()
$419
This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:12 am
PHL
- PSE
3 stops14h 47m
Multiple Airlines
Mon 8/3110:47 am
PSE
- PHL
1 stop13h 12m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$507
This JetBlue deal was found by Cheapflights users on 7/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:00 am
PHL
- NAS
1 stop9h 22m
JetBlue
Sat 9/125:57 pm
NAS
- PHL
1 stop5h 10m
JetBlue
Deal found 7/28![JetBlue logo]()
$438
This CheapOair deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:57 pm
PHL
- PSE
1 stop15h 06m
Multiple Airlines
Sun 10/259:30 am
PSE
- PHL
2 stops14h 09m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$525
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Sat 1/168:00 pm
PHL
- SXM
1 stop16h 50m
United Airlines
Wed 1/202:52 pm
SXM
- PHL
2 stops19h 32m
United Airlines
Deal found 7/26![United Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 7/26. 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.
Sun 9/205:20 am
PHL
- SXM
1 stop8h 33m
Delta
Fri 9/253:18 pm
SXM
- PHL
1 stop9h 22m
Delta
Deal found 7/26![Delta logo]()
$451
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:57 am
PHL
- PUJ
Nonstop3h 57m
Frontier
Wed 8/1911:39 am
PUJ
- PHL
1 stop23h 09m
Frontier
Deal found 7/24![Frontier logo]()
$498
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
PHL
- PUJ
Nonstop4h 10m
American Airlines
Fri 8/2812:10 pm
PUJ
- PHL
Nonstop4h 09m
American Airlines
Deal found 7/24![American Airlines logo]()
$623
Last-minute flights from Philadelphia to CaribbeanDiscover last-minute flight deals from Philadelphia to Caribbean. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Caribbean. Data last updated July 30, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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.
Mon 8/310:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 8/66:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$269
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 9/86:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Thu 8/136:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$261
This Super.com deal was found by Cheapflights users on 7/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Sat 8/85:45 pm
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$265
This FlightHub deal was found by Cheapflights users on 7/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/116:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$268
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Wed 8/510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Tue 8/115:22 pm
SJU
- PHL
1 stop21h 54m
Frontier
Deal found 7/25![Frontier logo]()
$254
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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.
Wed 8/510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Wed 8/126:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$266
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/142:36 pm
SJU
- PHL
Nonstop3h 58m
Frontier
Deal found 7/26![Frontier logo]()
$270
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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.
Sat 8/810:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Fri 8/286:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/28![Frontier logo]()
$232
This eDestinos deal was found by Cheapflights users on 7/25. 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 8/83:50 pm
PHL
- SJU
1 stop8h 33m
Frontier
Sat 8/226:44 am
SJU
- PHL
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$262
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:00 pm
PHL
- PSE
1 stop16h 06m
Frontier
Sun 8/1610:06 am
PSE
- PHL
1 stop22h 41m
Frontier
Deal found 7/27![Frontier logo]()
$366
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:01 pm
PHL
- PSE
1 stop12h 01m
Frontier
Thu 9/310:47 am
PSE
- PHL
1 stop8h 44m
Frontier
Deal found 7/30![Frontier logo]()
$356
One-way flights from Philadelphia to CaribbeanSearch for one-way flight options from Philadelphia to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
Search for one-way flight options from Philadelphia to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 7/28![Frontier logo]()
$95
This eDestinos deal was found by Cheapflights users on 7/26. 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.
Sun 8/167:29 pm
PHL
- SJU
Nonstop3h 55m
Frontier
Deal found 7/26![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 7/27. 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 8/1510:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/27![Frontier logo]()
$102
This eDestinos deal was found by Cheapflights users on 7/26. 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 8/410:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/26![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:59 pm
PHL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/29![Frontier logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:50 pm
PHL
- SJU
Nonstop3h 59m
Frontier
Deal found 7/28![Frontier logo]()
$108
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:15 am
PHL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/29![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:23 am
PHL
- SJU
Nonstop3h 56m
Frontier
Deal found 7/26![Frontier logo]()
$111
This Travelocity deal was found by Cheapflights users on 7/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:25 pm
PHL
- NAS
1 stop22h 10m
Air Canada
Deal found 7/26![Air Canada logo]()
$130
This Expedia deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
PHL
- NAS
1 stop10h 30m
Air Canada
Deal found 7/27![Air Canada logo]()
$135
This Air Canada deal was found by Cheapflights users on 7/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:25 pm
PHL
- NAS
1 stop22h 00m
Air Canada
Deal found 7/26![Air Canada logo]()
$142
This Air Canada deal was found by Cheapflights users on 7/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
PHL
- NAS
1 stop10h 30m
Air Canada
Deal found 7/26![Air Canada logo]()
$147
Find flight deals from Philadelphia to Caribbean
Keep the following information in mind while searching for Philadelphia to Caribbean flight deals. Data was last updated July 30, 2026.
Round-trip from | $198 (Frontier) |
|---|---|
One-way from | $95 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $353 |
Good round-trip deal | $252 or less |
Good one-way deal | $138 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Philadelphia to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 30, 2026.
Use the filters below to find and compare flights from Philadelphia to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sun 8/30
6:16 am-3:42 pm
1 stop9h 26m
San Juan Luis Munoz Marin Intl
Sat 9/5
1:00 am-12:23 pm
2 stops11h 23m
$278
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Fri 8/28
2:31 pm-10:29 pm
1 stop7h 58m
San Juan Luis Munoz Marin Intl
Tue 9/1
2:59 pm-11:42 pm
1 stop8h 43m
$307
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sat 9/5
9:20 am-6:10 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-5:35 pm
2 stops11h 35m
$328
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Fri 9/4
8:00 am-4:00 pm
1 stop8h 00m
San Juan Luis Munoz Marin Intl
Mon 9/7
5:00 pm-11:53 pm
1 stop6h 53m
$329
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Mon 8/24
6:16 am-3:42 pm
1 stop9h 26m
San Juan Luis Munoz Marin Intl
Tue 9/15
1:00 am-12:23 pm
2 stops11h 23m
$346
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Sat 8/29
12:10 pm-9:55 pm
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Tue 9/1
8:20 am-5:35 pm
1 stop9h 15m
$346
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 9/17
6:30 am-4:49 pm
1 stop10h 19m
San Juan Luis Munoz Marin Intl
Mon 9/21
5:59 pm-12:40 am
1 stop6h 41m
$358
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Wed 1/20
6:35 am-3:50 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Tue 1/26
5:45 am-4:25 pm
2 stops11h 40m
$361
PhiladelphiaPonce
PHL - PSE
PHLPSE
Philadelphia
Thu 8/27
10:01 pm-10:02 am
1 stop12h 01m
Ponce Mercedita
Thu 9/3
10:47 am-11:59 pm
1 stop13h 12m
$366
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Mon 8/24
8:20 am-8:38 pm
2 stops12h 18m
San Juan Luis Munoz Marin Intl
Wed 8/26
1:00 am-12:23 pm
2 stops11h 23m
$384
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Philadelphia to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Philadelphia with our price prediction graph.
PHL-SJU
PHL-PSE
PHL-NAS
PHL-AUA
PHL-SXM
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 Philadelphia to Caribbean
PHL-0CB
PHL-SJU
PHL-PSE
PHL-NAS
PHL-AUA
What is the cheapest month to book a flight from Philadelphia to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Philadelphia to Caribbean (average of $336). Flying from Philadelphia to Caribbean in December is currently the most expensive (average of $561). 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 PHL to CB?
Find hourly flight availability from Philadelphia 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 July 30, 2026.
It’s typically best to fly out from Philadelphia to Caribbean at noon. Doing so could potentially save you 56% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Philadelphia to Caribbean
Explore weekly flight availability from Philadelphia 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 July 30, 2026.
The most flights from PHL to 0CB are scheduled on a Monday (7 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 on average).
How far ahead should I book a flight from Philadelphia to Caribbean?
The best time to book flights from Philadelphia to Caribbean is 24 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Philadelphia to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Philadelphia to Caribbean. Price data was last updated on July 25, 2026.
Travelers seeking maximum savings on their Philadelphia 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.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 30, 2026.
Read through reviews of airlines operating flights from Philadelphia to Caribbean, such as Delta,American Airlines, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Philadelphia to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Philadelphia 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 Philadelphia to Caribbean by cabin class
Find flights from Philadelphia to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Philadelphia and Caribbean flights
Browse other Philadelphia and Caribbean flight options. Last updated on July 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Philadelphia to Caribbean flights
Consider these flights traveling from Philadelphia to Caribbean.
Top 7 airlines flying from Philadelphia to Caribbean
Discover the top 7 airlines that operate flights from Philadelphia to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$487 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$497 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$216 | Average$487 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$219 | Average$649 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$260 | Average$492 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$298 | Average$711 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$661 | Average$732 | FlexibilityNo cancel fee | On-time69% |