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Hilton Head Island

$89+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — HHH
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$89
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$698

Good one-way deal

$554 or less
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 ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/246:30 amLGA - HHH
1 stop4h 16mAmerican Airlines
Wed 10/2911:16 amHHH - LGA
1 stop5h 13mAmerican Airlines
Deal found 9/15$159
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/285:00 amEWR - HHH
1 stop7h 15mAmerican Airlines
Tue 11/43:27 pmHHH - EWR
1 stop6h 38mAmerican Airlines
Deal found 9/15$159
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/286:30 amJFK - HHH
1 stop4h 16mAmerican Airlines
Tue 11/411:28 amHHH - JFK
1 stop3h 51mAmerican Airlines
Deal found 9/15$159
This American Airlines deal was found by Cheapflights users on 9/17. 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 11/198:29 amEWR - HHH
1 stop6h 28mAmerican Airlines
Wed 12/33:27 pmHHH - EWR
1 stop4h 58mAmerican Airlines
Deal found 9/17$163
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/47:58 amLGA - HHH
1 stop3h 53mAmerican Airlines
Mon 12/83:27 pmHHH - LGA
1 stop4h 20mAmerican Airlines
Deal found 9/16$167
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/41:44 pmEWR - HHH
1 stop4h 37mAmerican Airlines
Mon 12/812:52 pmHHH - EWR
1 stop5h 50mAmerican Airlines
Deal found 9/16$167
This American Airlines deal was found by Cheapflights users on 9/16. 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
Mon 12/812:52 pmHHH - JFK
1 stop6h 08mAmerican Airlines
Deal found 9/16$167
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/307:40 amLGA - HHH
1 stop4h 37mAmerican Airlines
Sat 10/45:19 pmHHH - LGA
1 stop6h 26mAmerican Airlines
Deal found 9/15$188
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/2711:54 amLGA - HHH
1 stop7h 00mAmerican Airlines
Tue 9/3012:56 pmHHH - LGA
1 stop4h 24mAmerican Airlines
Deal found 9/15$198
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/2711:40 amJFK - HHH
1 stop7h 14mAmerican Airlines
Tue 9/303:26 pmHHH - JFK
1 stop4h 33mAmerican Airlines
Deal found 9/15$198
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/306:30 amJFK - HHH
1 stop4h 16mAmerican Airlines
Tue 11/411:28 amHHH - JFK
1 stop3h 51mAmerican Airlines
Deal found 9/15$208
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/159:00 amEWR - HHH
Nonstop2h 16mUnited Airlines
Wed 10/2211:57 amHHH - EWR
Nonstop2h 02mUnited Airlines
Deal found 9/15$209

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 September 17, 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

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 10/6

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Wed 10/15

3:32 pm-9:59 pm

1 stop6h 27m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Sat 11/1

9:00 am-5:27 pm

2 stops8h 27m

Hilton Head Island

Wed 11/5

11:28 am-3:19 pm

1 stop3h 51m

$164

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 11/19

7:51 am-2:57 pm

1 stop7h 06m

Hilton Head Island

Wed 12/3

12:52 pm-7:49 pm

2 stops6h 57m

$198

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Sat 9/27

11:40 am-6:54 pm

1 stop7h 14m

Hilton Head Island

Tue 9/30

11:04 am-2:58 pm

1 stop3h 54m

$198

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 11/5

7:55 am-2:57 pm

1 stop7h 02m

Hilton Head Island

Tue 11/11

3:27 pm-10:11 pm

1 stop6h 44m

$208

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 10/30

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Tue 11/4

11:28 am-3:19 pm

1 stop3h 51m

$208

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Wed 10/1

9:00 am-11:16 am

Nonstop2h 16m

Hilton Head Island

Tue 10/7

11:57 am-1:59 pm

Nonstop2h 02m

$219

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 10/15

8:30 am-3:30 pm

1 stop7h 00m

Hilton Head Island

Wed 10/22

12:17 pm-8:00 pm

1 stop7h 43m

$227

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 10/2

6:00 am-10:34 am

1 stop4h 34m

Hilton Head Island

Mon 10/6

3:02 pm-8:05 pm

1 stop5h 03m

$228

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sat 11/1

6:00 am-11:32 am

1 stop5h 32m

Hilton Head Island

Wed 11/5

3:27 pm-7:51 pm

1 stop4h 24m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, January is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $275). Flying from Pennsylvania to Hilton Head Island in March is currently the most expensive (average of $479). 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 September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania to Hilton Head Island as you normally would.

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 $219, American Airlines can have you in Hilton Head Island from Pennsylvania in 2h 16m. Airlines will cover a distance of 688 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Newark - Hilton Head Island, New York LaGuardia - 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 (77%), American Airlines (54%) and Republic Airways (54%).

  • 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 (New York LaGuardia - Hilton Head Island), is priced around $159.

  • 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, January is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $275). Flying from Pennsylvania to Hilton Head Island in March is currently the most expensive (average of $479). 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

Browse thousands of different options on Cheapflights for your next trip

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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
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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$174Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$519FlexibilityNo cancel feeOn-time71%

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