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Hilton Head Island

$99+ 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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — HHH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:10 am
LGA
-
HHH
1 stop5h 43m
American Airlines
Mon 3/24:11 pm
HHH
-
LGA
1 stop4h 38m
American Airlines
Deal found 1/27$159
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:59 am
JFK
-
HHH
1 stop5h 45m
American Airlines
Fri 2/272:58 pm
HHH
-
JFK
1 stop7h 01m
American Airlines
Deal found 1/27$159
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:59 am
LGA
-
HHH
Nonstop2h 24m
Delta
Fri 6/54:00 pm
HHH
-
LGA
Nonstop2h 15m
Delta
Deal found 1/27$177
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/198:00 am
LGA
-
HHH
1 stop7h 18m
Delta
Tue 6/24:00 pm
HHH
-
LGA
Nonstop2h 15m
Delta
Deal found 1/27$187
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/2710:14 am
LGA
-
HHH
1 stop5h 27m
American Airlines
Fri 3/66:20 pm
HHH
-
LGA
1 stop5h 05m
American Airlines
Deal found 1/28$188
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:59 am
LGA
-
HHH
Nonstop2h 24m
Delta
Wed 6/34:00 pm
HHH
-
LGA
Nonstop2h 15m
Delta
Deal found 1/27$197
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
EWR
-
HHH
1 stop4h 33m
American Airlines
Fri 3/66:20 pm
HHH
-
EWR
1 stop4h 09m
American Airlines
Deal found 1/27$197
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:14 am
LGA
-
HHH
1 stop4h 21m
American Airlines
Wed 4/293:44 pm
HHH
-
LGA
1 stop5h 45m
American Airlines
Deal found 1/27$207
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/268:29 am
JFK
-
HHH
1 stop7h 12m
American Airlines
Thu 3/52:58 pm
HHH
-
JFK
1 stop7h 01m
American Airlines
Deal found 1/28$208
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
PHL
-
HHH
1 stop4h 33m
American Airlines
Mon 2/236:20 pm
HHH
-
PHL
1 stop5h 39m
American Airlines
Deal found 1/26$215
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 2/2112:00 pm
ABE
-
HHH
1 stop5h 44m
American Airlines
Fri 2/276:20 pm
HHH
-
ABE
1 stop6h 09m
American Airlines
Deal found 1/28$215
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/610:14 am
LGA
-
HHH
1 stop5h 27m
American Airlines
Mon 3/92:58 pm
HHH
-
LGA
1 stop4h 31m
American Airlines
Deal found 1/26$217

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$99
(Delta)

Popular in

September

Cheapest in

November

Average price

$643

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. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Wed 2/25

7:30 am-11:53 am

1 stop4h 23m

Hilton Head Island

Fri 2/27

6:20 pm-11:25 pm

1 stop5h 05m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 2/25

10:59 am-4:44 pm

1 stop5h 45m

Hilton Head Island

Fri 2/27

2:58 pm-9:59 pm

1 stop7h 01m

$159

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 5/13

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Thu 6/4

4:00 pm-6:15 pm

Nonstop2h 15m

$177

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 5/13

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Fri 6/5

4:00 pm-6:15 pm

Nonstop2h 15m

$177

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 5/13

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Wed 6/3

4:00 pm-6:15 pm

Nonstop2h 15m

$177

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 5/13

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Tue 6/2

4:00 pm-6:15 pm

Nonstop2h 15m

$177

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 5/18

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Tue 6/2

4:00 pm-6:15 pm

Nonstop2h 15m

$177

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sun 5/17

8:59 am-11:23 am

Nonstop2h 24m

Hilton Head Island

Thu 6/4

4:00 pm-6:15 pm

Nonstop2h 15m

$197

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Tue 5/5

9:00 am-3:20 pm

1 stop6h 20m

Hilton Head Island

Fri 5/8

4:00 pm-6:15 pm

Nonstop2h 15m

$207

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 2/26

8:29 am-3:41 pm

1 stop7h 12m

Hilton Head Island

Thu 3/5

2:58 pm-9:59 pm

1 stop7h 01m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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, December is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $58). Flying from Pennsylvania to Hilton Head Island in June is currently the most expensive (average of $118). 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.

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 $261, American Airlines can have you in Hilton Head Island from Pennsylvania in 2h 15m. 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 LaGuardia - Hilton Head Island or New York John F Kennedy Intl - 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 $226.

  • 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, December is the cheapest month in which you can book a flight from Pennsylvania to Hilton Head Island (average of $58). Flying from Pennsylvania to Hilton Head Island in June is currently the most expensive (average of $118). 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
Boston to Charleston flights
John F Kennedy Intl to Charleston flights
Newark to Charleston flights
Newark to Charlotte flights
LaGuardia to Charleston flights
John F Kennedy Intl to Savannah flights
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O'Hare Intl to Charleston flights
Boston to Savannah flights
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O'Hare Intl to Charlotte flights
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O'Hare Intl to Savannah flights
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John F Kennedy Intl to Myrtle Beach flights
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Minneapolis to Charleston flights
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Minneapolis to Savannah flights
Detroit to Charleston flights
LaGuardia to Myrtle Beach flights
Boston to Myrtle Beach flights
Denver to Charleston flights
Baltimore to Charleston flights
George Bush Intcntl to Charlotte flights
Dallas/Fort Worth to Charleston flights
Baltimore to Savannah flights
Dulles Intl to Savannah flights
Philadelphia to Savannah flights
Detroit to Savannah flights
Philadelphia to Charlotte flights
Newark to Greenville flights
Reagan-National to Charlotte flights
Los Angeles to Charlotte flights
Providence to Charleston flights
Midway to Charleston flights
O'Hare Intl to Myrtle Beach flights
Reagan-National to Savannah flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$173Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$232Average$490FlexibilityNo cancel feeOn-time71%

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