$150 Cheap Flights from Pittsburgh (PIT) to Hilton Head Island (HHH)

View $150 flight on Wed, Feb 11, 2026Opens in a new window

Popular airlines from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)

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Cheap Flights from Pittsburgh to Hilton Head Island (PIT-HHH)

Prices were available within the past 7 days and start at $150 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Feb 6 - Sun, Feb 8
PIT
Pittsburgh
HHH
Hilton Head Island
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Fri, Feb 6 from Pittsburgh to Hilton Head Island, returning Sun, Feb 8, priced at $249 just found
Delta
Wed, May 27 - Tue, Jun 16
PIT
Pittsburgh
HHH
Hilton Head Island
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, May 27 from Pittsburgh to Hilton Head Island, returning Tue, Jun 16, priced at $249 found 6 days ago
American Airlines
Sat, Nov 8 - Sat, Nov 15
PIT
Pittsburgh
HHH
Hilton Head Island
$254 Roundtrip, found 18 hours ago
$254
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Nov 8 from Pittsburgh to Hilton Head Island, returning Sat, Nov 15, priced at $254 found 18 hours ago
American Airlines
Mon, Jan 19 - Sat, Jan 24
PIT
Pittsburgh
HHH
Hilton Head Island
$254 Roundtrip, found 3 hours ago
$254
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Jan 19 from Pittsburgh to Hilton Head Island, returning Sat, Jan 24, priced at $254 found 3 hours ago
American Airlines
Fri, Nov 14 - Mon, Nov 17
PIT
Pittsburgh
HHH
Hilton Head Island
$263 Roundtrip, found 3 days ago
$263
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Nov 14 from Pittsburgh to Hilton Head Island, returning Mon, Nov 17, priced at $263 found 3 days ago
Delta
Sun, May 31 - Tue, Jun 16
PIT
Pittsburgh
HHH
Hilton Head Island
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, May 31 from Pittsburgh to Hilton Head Island, returning Tue, Jun 16, priced at $274 found 6 days ago
Delta
Mon, May 25 - Tue, Jun 9
PIT
Pittsburgh
HHH
Hilton Head Island
$279 Roundtrip, found 6 days ago
$279
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, May 25 from Pittsburgh to Hilton Head Island, returning Tue, Jun 9, priced at $279 found 6 days ago
American Airlines
Thu, Nov 6 - Tue, Nov 11
PIT
Pittsburgh
HHH
Hilton Head Island
$289 Roundtrip, found 13 hours ago
$289
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Thu, Nov 6 from Pittsburgh to Hilton Head Island, returning Tue, Nov 11, priced at $289 found 13 hours ago
American Airlines
Sat, Nov 8 - Sat, Nov 15
PIT
Pittsburgh
HHH
Hilton Head Island
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Pittsburgh to Hilton Head Island, returning Sat, Nov 15, priced at $293 found 3 days ago
United
Sun, Apr 26 - Sun, May 3
PIT
Pittsburgh
HHH
Hilton Head Island
$781 Roundtrip, just found
$781
Roundtrip
just found
Select United flight, departing Sun, Apr 26 from Pittsburgh to Hilton Head Island, returning Sun, May 3, priced at $781 just found

Find the cheapest month to fly from Pittsburgh (PIT) to Hilton Head Island (HHH)

July is typically the cheapest month to fly

From $223 - $398 per traveler.

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Savannah - Hilton Head Intl. SAV. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $238
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $238

Frequently asked questions

How much does a flight from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH) cost?
Get a cheap one-way flight from $150 or cheap return flight from $249 from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)?
Planning your trip for February can help you save, as it's the cheapest month for flights between PIT and HHH. You'll typically find the lowest prices during the off-season.
What is the cheapest airline that flies from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)?
To find the cheapest airline flying from PIT to HHH, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)?
Direct flights from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PIT to HHH?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)?
To arrive at Hilton Head Island Airport (HHH) on schedule, book a flight that leaves from Pittsburgh Intl. Airport (PIT) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Hilton Head Island from Pittsburgh Intl. Airport (PIT)?
Savannah - Hilton Head Intl. Airport (SAV) is the only airport in Hilton Head Island with direct flights from Pittsburgh Intl. Airport (PIT). Consider the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH) last-minute?
Holding off until right before your break to book your flight from PIT to HHH often results in higher prices. While it's possible to find some last-minute discounts, there's no guarantee. Keep your travel schedule open for the best chance of snagging a bargain.
Is it cheaper to book a PIT to HHH flight and hotel package?
Opting for a PIT to HHH flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our wide range of hotels and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH)?
Typically, it's possible to cancel or reschedule your PIT to HHH flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Pittsburgh Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$248
Distance
571 mi

Book with confidence

Pittsburgh to Hilton Head Island Flights

The cheapest times to fly from Pittsburgh to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Pittsburgh to Hilton Head Island are during the month of February. You can find some of the cheapest flights from Pittsburgh to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Pittsburgh to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Pittsburgh to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Pittsburgh to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Pittsburgh to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $150 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Pittsburgh to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Pittsburgh to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Pittsburgh to Hilton Head Island Flights

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*Available to One Key members.