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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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — HHH
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$84
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$528

Good one-way deal

$554 or less
Provider with most accurate pricing for Philadelphia-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Philadelphia-Hilton Head Island flights.
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From Pennsylvania to Hilton Head Island
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One-way flight from Pennsylvania to Hilton Head Island
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Highest demand for flights based on searches. 4% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a one-way flight from Pennsylvania to Hilton Head Island.
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Find 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:51 amLGA - HHH
1 stop4h 38mAmerican Airlines
Sat 11/152:51 pmHHH - LGA
1 stop4h 58mAmerican Airlines
Deal found 10/28$159
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:34 amJFK - HHH
1 stop5h 55mAmerican Airlines
Sat 11/152:51 pmHHH - JFK
1 stop5h 38mAmerican Airlines
Deal found 10/28$159
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:30 amLGA - HHH
1 stop4h 28mAmerican Airlines
Mon 11/171:02 pmHHH - LGA
1 stop6h 45mAmerican Airlines
Deal found 10/28$177
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:34 amJFK - HHH
1 stop5h 55mAmerican Airlines
Mon 11/1711:28 amHHH - JFK
1 stop3h 51mAmerican Airlines
Deal found 10/28$177
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:30 amLGA - HHH
1 stop4h 28mAmerican Airlines
Tue 11/183:27 pmHHH - LGA
1 stop4h 20mAmerican Airlines
Deal found 10/29$187
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:34 amJFK - HHH
1 stop5h 55mAmerican Airlines
Tue 11/183:27 pmHHH - JFK
1 stop6h 44mAmerican Airlines
Deal found 10/29$187
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:30 amLGA - HHH
1 stop4h 28mAmerican Airlines
Thu 11/206:40 pmHHH - LGA
1 stop4h 48mAmerican Airlines
Deal found 10/30$202
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 amJFK - HHH
1 stop5h 21mAmerican Airlines
Sun 12/712:21 pmHHH - JFK
1 stop6h 39mAmerican Airlines
Deal found 10/28$203
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:00 pmLGA - HHH
2 stops6h 33mAmerican Airlines
Mon 12/83:27 pmHHH - LGA
1 stop7h 08mAmerican Airlines
Deal found 10/30$223
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:00 amEWR - HHH
1 stop4h 22mAmerican Airlines
Mon 12/83:27 pmHHH - EWR
1 stop4h 58mAmerican Airlines
Deal found 10/30$229
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:30 amLGA - HHH
1 stop4h 28mAmerican Airlines
Tue 11/117:07 pmHHH - LGA
1 stop4h 14mAmerican Airlines
Deal found 10/28$248
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/148:00 amEWR - HHH
1 stop6h 57mAmerican Airlines
Mon 11/171:02 pmHHH - EWR
1 stop5h 40mAmerican Airlines
Deal found 10/28$249

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 October 30, 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

Fri 12/5

6:00 am-12:22 pm

1 stop6h 22m

Hilton Head Island

Mon 12/8

3:27 pm-7:47 pm

1 stop4h 20m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 1/13

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Sat 1/17

12:54 pm-8:03 pm

1 stop7h 09m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 1/14

7:55 am-12:20 pm

1 stop4h 25m

Hilton Head Island

Sat 1/17

12:54 pm-8:03 pm

1 stop7h 09m

$159

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 1/14

6:00 am-2:59 pm

2 stops8h 59m

Hilton Head Island

Sat 1/17

3:29 pm-9:25 pm

1 stop5h 56m

$164

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Tue 1/6

10:32 am-2:59 pm

1 stop4h 27m

Hilton Head Island

Tue 1/20

12:51 pm-8:46 pm

2 stops7h 55m

$188

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 11/17

6:30 am-10:58 am

1 stop4h 28m

Hilton Head Island

Thu 11/20

6:40 pm-11:28 pm

1 stop4h 48m

$202

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 12/4

6:30 am-11:51 am

1 stop5h 21m

Hilton Head Island

Sun 12/7

12:21 pm-7:00 pm

1 stop6h 39m

$203

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 2/4

7:55 am-2:59 pm

1 stop7h 04m

Hilton Head Island

Mon 2/9

12:51 pm-8:59 pm

2 stops8h 08m

$208

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Fri 12/5

8:00 am-12:22 pm

1 stop4h 22m

Hilton Head Island

Mon 12/8

3:27 pm-8:25 pm

1 stop4h 58m

$229

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 11/11

7:55 am-12:29 pm

1 stop4h 34m

Hilton Head Island

Sat 11/15

12:38 pm-7:11 pm

1 stop6h 33m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October 30, 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 $159, American Airlines can have you in Hilton Head Island from Pennsylvania in 6h 22m. 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 Washington, D.C. Dulles Intl - Hilton Head Island, Newark - Hilton Head Island is the most popular route from Pennsylvania to Hilton Head Island.

  • What are the most reliable airlines from Pennsylvania to Hilton Head Island?

    The top 3 most reliable airlines when flying from Pennsylvania to Hilton Head Island are Qatar Airways (75%), American Airlines (72%) and Republic Airways (72%).

  • 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
Bluffton

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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.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$174Average$349FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$512FlexibilityNo cancel feeOn-time71%

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