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Hilton Head Island

$84+ Cheap flights from Pennsylvania to Hilton Head Island (HHH)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — HHH
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Pennsylvania to Hilton Head Island

Cheapest flights from Pennsylvania to Hilton Head Island
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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” 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 12/311:40 pmEWR - HHH
1 stop4h 03mAmerican Airlines
Tue 1/612:51 pmHHH - EWR
1 stop5h 56mAmerican Airlines
Deal found 12/10$338
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” 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 12/318:32 amPIT - HHH
1 stop5h 44mAmerican Airlines
Wed 4/2911:32 amHHH - PIT
1 stop4h 45mAmerican Airlines
Deal found 12/10$343
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” 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 12/306:10 amEWR - HHH
1 stop4h 34mAmerican Airlines
Tue 1/612:51 pmHHH - EWR
1 stop5h 56mAmerican Airlines
Deal found 12/10$414
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” 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 12/306:10 amEWR - HHH
1 stop4h 34mAmerican Airlines
Mon 1/52:46 pmHHH - EWR
1 stop3h 58mAmerican Airlines
Deal found 12/10$434
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/316:46 amDCA - HHH
1 stop3h 58mAmerican Airlines
Thu 1/111:14 amHHH - DCA
2 stops9h 41mAmerican Airlines
Deal found 12/11$444
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/246:35 amIAD - HHH
1 stop4h 09mAmerican Airlines
Thu 12/2511:14 amHHH - IAD
1 stop4h 47mAmerican Airlines
Deal found 12/11$470
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” 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 12/258:00 amPIT - HHH
1 stop6h 16mAmerican Airlines
Mon 12/296:13 pmHHH - PIT
1 stop6h 12mAmerican Airlines
Deal found 12/10$477
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/139:59 amDCA - HHH
Nonstop2h 08mAmerican Airlines
Tue 12/1611:30 amHHH - DCA
Nonstop1h 44mAmerican Airlines
Deal found 12/11$481
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/179:00 amDCA - HHH
Nonstop1h 59mAmerican Airlines
Sat 12/206:13 pmHHH - DCA
1 stop4h 47mAmerican Airlines
Deal found 12/11$491
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/256:46 amDCA - HHH
1 stop3h 58mAmerican Airlines
Fri 12/266:13 pmHHH - DCA
1 stop4h 02mAmerican Airlines
Deal found 12/11$494
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/256:35 amIAD - HHH
1 stop4h 09mAmerican Airlines
Fri 12/266:13 pmHHH - IAD
1 stop5h 51mAmerican Airlines
Deal found 12/11$494
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” 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 12/246:46 amDCA - HHH
1 stop3h 58mAmerican Airlines
Thu 12/2511:14 amHHH - DCA
1 stop5h 07mAmerican Airlines
Deal found 12/11$496

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$163
(American Airlines)

One-way from

$84
(American Airlines)

Popular in

September

Cheapest in

November

Average price

$588

Good one-way deal

$554 or less
Provider with most accurate pricing for Philadelphia-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Hilton Head Island flights.
Search Deals
From Pennsylvania to Hilton Head Island
Search Deals
One-way flight from Pennsylvania to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a one-way flight from Pennsylvania to Hilton Head Island.
Search Deals

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 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Pennsylvania to Hilton Head Island that are best for you.

Fly from

Pennsylvania

Fly to

Hilton Head Island

Route

Depart

Return

Price

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sun 1/18

7:40 am-2:59 pm

1 stop7h 19m

Hilton Head Island

Fri 1/23

3:29 pm-7:21 pm

1 stop3h 52m

$163

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Sun 1/18

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Fri 1/23

12:51 pm-6:32 pm

1 stop5h 41m

$163

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 1/20

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Sat 1/24

3:29 pm-8:03 pm

1 stop4h 34m

$163

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sun 1/25

6:20 am-12:20 pm

1 stop6h 00m

Hilton Head Island

Thu 1/29

12:51 pm-5:59 pm

1 stop5h 08m

$167

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Fri 1/9

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Tue 1/13

3:29 pm-8:03 pm

1 stop4h 34m

$167

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Sun 1/25

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Thu 1/29

3:29 pm-8:03 pm

1 stop4h 34m

$167

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 1/21

7:55 am-2:59 pm

1 stop7h 04m

Hilton Head Island

Sat 1/24

12:54 pm-8:03 pm

1 stop7h 09m

$167

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 1/14

10:09 am-2:59 pm

1 stop4h 50m

Hilton Head Island

Wed 1/21

3:29 pm-11:26 pm

2 stops7h 57m

$172

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 2/23

10:11 am-2:27 pm

1 stop4h 16m

Hilton Head Island

Wed 2/25

3:35 pm-11:27 pm

2 stops7h 52m

$202

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 1/5

7:55 am-2:16 pm

2 stops6h 21m

Hilton Head Island

Wed 1/7

12:51 pm-7:21 pm

1 stop6h 30m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from Pennsylvania to Hilton Head Island?

Currently, May is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $63). Flying from Pennsylvania to Hilton Head Island in June is currently the most expensive (average of $117). 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 HHH?

Find hourly flight availability from Pennsylvania to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

One of the essential ways to save on airfare from Pennsylvania to Hilton Head Island is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 62% on airfare.

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.

  • What airport do you fly into for flights to Hilton Head Island from Pennsylvania?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Hilton Head Island from Pennsylvania.

  • How long is the flight from Pennsylvania to Hilton Head Island?

    For as low as $163, American Airlines can have you in Hilton Head Island from Pennsylvania in 7h 19m. Airlines will cover a distance of 701 mi.

  • What are the most popular routes from Pennsylvania to Hilton Head Island?

    While some choose either New York John F Kennedy Intl - Hilton Head Island or New York LaGuardia - Hilton Head Island, Newark - Hilton Head Island is the most popular route from Pennsylvania to Hilton Head Island.

  • What are the cheapest flights from Pennsylvania to Hilton Head Island?

    Looking for the cheapest flight from Pennsylvania to Hilton Head Island? While on average our users pay $554, our data indicates the cheapest price to be $554. The most popular route (Newark - Hilton Head Island), is priced around $229.

  • Can I find deals for flights from Pennsylvania to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Pennsylvania to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pennsylvania to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pennsylvania to Hilton Head Island.

  • Can I find deals for business class flights from Pennsylvania to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Pennsylvania to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pennsylvania to Hilton Head Island?

    Currently, May is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $63). Flying from Pennsylvania to Hilton Head Island in June is currently the most expensive (average of $117). 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.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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Alternative routes for Pennsylvania to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Charlotte flights
Newark to Charlotte flights
LaGuardia to Charleston flights
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Top 2 airlines flying from Pennsylvania to Hilton Head Island

Discover the top 2 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 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$174Average$349FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$232Average$515FlexibilityNo cancel feeOn-time71%

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