$355+ Cheap flights from Pennsylvania to Hilton Head Island (HHH)
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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — HHH
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Pennsylvania to Hilton Head Island 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
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Cheapest flights from Pennsylvania to Hilton Head IslandExplore the most affordable flight options available from Pennsylvania to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
Explore the most affordable flight options available from Pennsylvania to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/45:00 am -
1 stop5h 32m
Mon 12/144:24 pm -
1 stop6h 36m
Deal found 11/4![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:00 am -
1 stop5h 38m
Sun 12/277:05 pm -
1 stop4h 50m
Deal found 11/5![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1511:09 am -
1 stop4h 44m
Fri 1/13:02 pm -
1 stop6h 22m
Deal found 11/7![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:28 pm -
1 stop3h 40m
Wed 11/255:47 pm -
1 stop6h 02m
Deal found 11/9![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/201:55 pm -
1 stop4h 37m
Tue 12/297:05 pm -
1 stop4h 54m
Deal found 11/4![American Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:00 am -
1 stop5h 38m
Sun 1/37:05 pm -
1 stop4h 50m
Deal found 11/7![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/201:35 pm -
1 stop4h 57m
Sat 1/95:06 pm -
1 stop6h 26m
Deal found 11/7![American Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Wed 12/210:30 am -
1 stop5h 23m
Wed 12/912:33 pm -
1 stop5h 56m
Deal found 11/4![American Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:30 am -
1 stop5h 14m
Sat 12/192:49 pm -
1 stop5h 03m
Deal found 11/7![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:00 am -
1 stop5h 34m
Fri 11/202:49 pm -
1 stop4h 12m
Deal found 11/7![American Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:02 am -
1 stop4h 30m
Sun 12/135:54 pm -
1 stop6h 34m
Deal found 11/7![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop6h 03m
Mon 12/1412:33 pm -
1 stop4h 01m
Deal found 11/7![American Airlines logo]()
$525
Best flights from Pennsylvania to Hilton Head IslandDiscover carefully curated flight deals from Pennsylvania to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Pennsylvania to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/206:00 am -
1 stop6h 00m
Tue 1/2612:37 pm -
1 stop5h 18m
Deal found 11/5![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/57:15 am -
1 stop7h 15m
Tue 1/1212:37 pm -
1 stop3h 42m
Deal found 11/5![American Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:00 am -
1 stop5h 38m
Sun 12/277:05 pm -
1 stop4h 50m
Deal found 11/5![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1511:09 am -
1 stop4h 44m
Fri 1/13:02 pm -
1 stop6h 22m
Deal found 11/7![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/201:35 pm -
1 stop4h 57m
Sat 1/95:06 pm -
1 stop6h 26m
Deal found 11/7![American Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/45:00 am -
1 stop5h 32m
Mon 12/1412:33 pm -
2 stops8h 44m
Deal found 11/4![American Airlines logo]()
$505
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1011:24 am -
1 stop4h 29m
Tue 2/1612:24 pm -
1 stop5h 30m
Deal found 11/5![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/45:45 am -
1 stop6h 15m
Tue 3/166:17 pm -
1 stop5h 16m
Deal found 11/8![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/611:47 am -
1 stop6h 22m
Tue 4/131:08 pm -
1 stop3h 46m
Deal found 11/9![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/65:00 am -
1 stop5h 28m
Wed 3/1012:24 pm -
2 stops9h 53m
Deal found 11/7![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:02 am -
1 stop4h 30m
Sun 12/135:54 pm -
1 stop6h 34m
Deal found 11/7![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:04 am -
1 stop4h 34m
Sun 1/37:05 pm -
1 stop4h 50m
Deal found 11/7![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:00 am -
1 stop6h 08m
Tue 11/245:47 pm -
1 stop6h 02m
Deal found 11/8![American Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:00 am -
1 stop5h 38m
Mon 1/43:02 pm -
2 stops5h 52m
Deal found 11/7![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/131:37 pm -
1 stop3h 33m
Mon 11/164:17 pm -
1 stop4h 33m
Deal found 11/4![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Wed 11/188:30 am -
1 stop7h 14m
Sat 11/215:47 pm -
1 stop6h 12m
Deal found 11/4![American Airlines logo]()
$553
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/26:00 am -
1 stop5h 53m
Sun 3/711:04 am -
1 stop6h 06m
Deal found 11/9![American Airlines logo]()
$587
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:44 am -
2 stops8h 32m
Wed 11/252:49 pm -
1 stop4h 12m
Deal found 11/5![American Airlines logo]()
$598
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:10 am -
2 stops7h 43m
Tue 12/1512:33 pm -
1 stop4h 01m
Deal found 11/7![American Airlines logo]()
$600
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/36:00 am -
1 stop4h 28m
Sat 4/105:04 pm -
1 stop6h 23m
Deal found 11/9![American Airlines logo]()
$615
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:10 am -
2 stops7h 43m
Wed 12/1612:33 pm -
2 stops5h 51m
Deal found 11/7![American Airlines logo]()
$615
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:00 am -
1 stop4h 36m
Tue 12/812:33 pm -
1 stop4h 01m
Deal found 11/6![American Airlines logo]()
$618
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/291:55 pm -
1 stop4h 37m
Mon 1/411:08 am -
1 stop5h 23m
Deal found 11/6![American Airlines logo]()
$620
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:38 am -
1 stop6h 32m
Wed 11/1812:25 pm -
1 stop4h 05m
Deal found 11/5![American Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/78:50 am -
1 stop7h 03m
Mon 1/1112:37 pm -
1 stop6h 59m
Deal found 11/6![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3111:56 am -
1 stop6h 36m
Mon 1/411:08 am -
1 stop5h 52m
Deal found 11/6![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:35 am -
1 stop3h 55m
Sun 12/207:05 pm -
1 stop4h 54m
Deal found 11/5![American Airlines logo]()
$636
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/286:00 am -
1 stop4h 38m
Sat 1/161:20 pm -
2 stops6h 19m
Deal found 11/5![American Airlines logo]()
$638
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:35 pm -
1 stop4h 57m
Sun 1/37:05 pm -
1 stop4h 38m
Deal found 11/6![American Airlines logo]()
$643
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/286:00 am -
1 stop4h 38m
Thu 12/313:02 pm -
1 stop3h 49m
Deal found 11/9![American Airlines logo]()
$643
Last-minute flights from Pennsylvania to Hilton Head IslandDiscover last-minute flight deals from Pennsylvania to Hilton Head Island. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Hilton Head Island. Data last updated November 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:00 am -
1 stop5h 34m
Fri 11/202:49 pm -
1 stop4h 12m
Deal found 11/7![American Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:30 am -
1 stop5h 14m
Sat 12/192:49 pm -
1 stop5h 03m
Deal found 11/7![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:00 am -
1 stop6h 08m
Tue 11/245:47 pm -
1 stop6h 02m
Deal found 11/8![American Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/45:00 am -
1 stop5h 32m
Mon 12/144:24 pm -
1 stop6h 36m
Deal found 11/4![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop6h 03m
Mon 12/1412:33 pm -
1 stop4h 01m
Deal found 11/7![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:02 am -
1 stop4h 30m
Sun 12/135:54 pm -
1 stop6h 34m
Deal found 11/7![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1511:09 am -
1 stop4h 44m
Fri 1/13:02 pm -
1 stop6h 22m
Deal found 11/7![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/201:35 pm -
1 stop4h 57m
Sat 1/95:06 pm -
1 stop6h 26m
Deal found 11/7![American Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:00 am -
1 stop5h 38m
Sun 12/277:05 pm -
1 stop4h 50m
Deal found 11/5![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:00 am -
1 stop5h 38m
Sun 1/37:05 pm -
1 stop4h 50m
Deal found 11/7![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:00 am -
1 stop5h 38m
Tue 1/511:08 am -
1 stop6h 12m
Deal found 11/7![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/315:00 am -
1 stop5h 38m
Mon 1/47:05 pm -
1 stop4h 50m
Deal found 11/7![American Airlines logo]()
$533
One-way flights from Pennsylvania to Hilton Head IslandSearch for one-way flight options from Pennsylvania to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Pennsylvania to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Thu 11/121:37 pm -
1 stop3h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$469
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop8h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![American Airlines logo]()
$646
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:30 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![American Airlines logo]()
$660
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:15 am -
2 stops7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![American Airlines logo]()
$689
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1110:49 am -
2 stops6h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![American Airlines logo]()
$732
Find flight deals from Pennsylvania to Hilton Head Island
Keep the following information in mind while searching for Pennsylvania to Hilton Head Island flight deals. Data was last updated November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $355 (American Airlines) |
Popular in | April |
Cheapest in | September |
Average price | $617 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania to Hilton Head Island 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 November 9, 2026.
Use the filters below to find and compare flights from Pennsylvania to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghHilton Head Island
PIT Pittsburgh - HHH Hilton Head Island
PITHHH
Pittsburgh
Wed 1/20
6:00 am-12:00 pm
1 stop6h 00m
Hilton Head Island
Tue 1/26
12:37 pm-5:55 pm
1 stop5h 18m
$355
HarrisburgHilton Head Island
MDT Harrisburg - HHH Hilton Head Island
MDTHHH
Harrisburg
Tue 1/5
7:15 am-2:30 pm
1 stop7h 15m
Hilton Head Island
Tue 1/12
12:37 pm-4:19 pm
1 stop3h 42m
$363
PittsburghHilton Head Island
PIT Pittsburgh - HHH Hilton Head Island
PITHHH
Pittsburgh
Wed 12/23
5:00 am-10:38 am
1 stop5h 38m
Hilton Head Island
Sun 12/27
7:05 pm-11:55 pm
1 stop4h 50m
$429
HarrisburgHilton Head Island
MDT Harrisburg - HHH Hilton Head Island
MDTHHH
Harrisburg
Tue 12/15
11:09 am-3:53 pm
1 stop4h 44m
Hilton Head Island
Fri 1/1
3:02 pm-9:24 pm
1 stop6h 22m
$451
Quickest round-trip
PittsburghHilton Head Island
PIT Pittsburgh - HHH Hilton Head Island
PITHHH
Pittsburgh
Thu 11/12
1:37 pm-5:10 pm
1 stop3h 33m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$469
ScrantonHilton Head Island
AVP Wilkes-Barre Scranton - HHH Hilton Head Island
AVPHHH
Wilkes-Barre Scranton
Sun 12/20
1:35 pm-6:32 pm
1 stop4h 57m
Hilton Head Island
Sat 1/9
5:06 pm-11:32 pm
1 stop6h 26m
$500
PittsburghHilton Head Island
PIT Pittsburgh - HHH Hilton Head Island
PITHHH
Pittsburgh
Fri 12/4
5:00 am-10:32 am
1 stop5h 32m
Hilton Head Island
Mon 12/14
12:33 pm-9:17 pm
2 stops8h 44m
$505
HarrisburgHilton Head Island
MDT Harrisburg - HHH Hilton Head Island
MDTHHH
Harrisburg
Wed 2/10
11:24 am-3:53 pm
1 stop4h 29m
Hilton Head Island
Tue 2/16
12:24 pm-5:54 pm
1 stop5h 30m
$507
HarrisburgHilton Head Island
MDT Harrisburg - HHH Hilton Head Island
MDTHHH
Harrisburg
Thu 2/4
5:45 am-12:00 pm
1 stop6h 15m
Hilton Head Island
Tue 3/16
6:17 pm-11:33 pm
1 stop5h 16m
$507
ScrantonHilton Head Island
AVP Wilkes-Barre Scranton - HHH Hilton Head Island
AVPHHH
Wilkes-Barre Scranton
Tue 4/6
11:47 am-6:09 pm
1 stop6h 22m
Hilton Head Island
Tue 4/13
1:08 pm-4:54 pm
1 stop3h 46m
$514
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from Pennsylvania to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Pennsylvania with our price prediction graph.
PIT-HHH
MDT-HHH
AVP-HHH
PHL-HHH
ABE-HHH
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 Hilton Head Island
USPA-HHH
PIT-HHH
MDT-HHH
AVP-HHH
PHL-HHH
What is the cheapest month to book a flight from Pennsylvania to Hilton Head Island?
Currently, September is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $410). Flying from Pennsylvania to Hilton Head Island in April 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.
How much does it cost to fly round-trip from Pennsylvania to Hilton Head Island?
Airfare is below average for this route at the moment.
Pennsylvania to Hilton Head Island flights typically cost between $542 and $655 in January.The cheapest round-trip price found within the last 5 days was $475 on American Airlines (Jan 16-Jan 19).
How far ahead should I book a flight from Pennsylvania to Hilton Head Island?
To ensure you get the cheapest price possible for a flight from Pennsylvania to Hilton Head Island, you should look to book at least 80 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.
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania to Hilton Head Island. 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 Pennsylvania to Hilton Head Island
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Complete your trip
Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pennsylvania to Hilton Head Island by cabin class
Find flights from Pennsylvania to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Pennsylvania and Hilton Head Island flights
Browse other Pennsylvania and Hilton Head Island flight options. Last updated on November 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pennsylvania to Hilton Head Island flights
Consider these flights traveling from Pennsylvania to Hilton Head Island.
Top 3 airlines flying from Pennsylvania to Hilton Head Island
Discover the top 3 airlines that operate flights from Pennsylvania to Hilton Head Island. 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 November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$548 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$294 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$300 | Average$338 | FlexibilityNo cancel fee | On-time69% |