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Hilton Head Island

$100+ Cheap flights from Pittsburgh to Hilton Head Island (PIT - 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HHH
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Hilton Head Island are usually found in February or September, booked 23 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Pittsburgh to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$229
(American Airlines)

One-way from

$100
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$362
From Pittsburgh to Hilton Head Island
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One-way flight from Pittsburgh to Hilton Head Island
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Pittsburgh to Hilton Head Island

Cheapest flights from Pittsburgh to Hilton Head Island
Explore the most affordable flight options available from Pittsburgh to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sun 8/316:29 amPIT - HHH
1 stop4h 20mAmerican Airlines
Thu 9/411:04 amHHH - PIT
2 stops10h 22mAmerican Airlines
Deal found 8/11$229
This Delta deal was found by Cheapflights users on 8/13. 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 9/146:07 amPIT - HHH
1 stop5h 23mDelta
Tue 9/2312:14 pmHHH - PIT
1 stop4h 38mDelta
Deal found 8/13$237
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 9/88:30 amPIT - HHH
1 stop6h 52mDelta
Mon 9/154:05 pmHHH - PIT
1 stop4h 28mDelta
Deal found 8/12$243
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/26:00 amPIT - HHH
2 stops9h 05mAmerican Airlines
Tue 9/1612:56 pmHHH - PIT
2 stops7h 14mAmerican Airlines
Deal found 8/12$253
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:07 amPIT - HHH
1 stop5h 23mDelta
Thu 9/184:05 pmHHH - PIT
1 stop6h 55mDelta
Deal found 8/11$258
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/285:48 amPIT - HHH
1 stop5h 01mAmerican Airlines
Sun 8/311:15 pmHHH - PIT
1 stop7h 27mAmerican Airlines
Deal found 8/11$259
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/118:29 amPIT - HHH
2 stops5h 47mAmerican Airlines
Mon 12/156:21 pmHHH - PIT
2 stops15h 55mAmerican Airlines
Deal found 8/13$262
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/145:09 amPIT - HHH
2 stops6h 21mAmerican Airlines
Tue 9/2311:04 amHHH - PIT
2 stops6h 47mAmerican Airlines
Deal found 8/13$263
This American Airlines deal was found by Cheapflights users on 8/14. 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 8/2910:02 amPIT - HHH
2 stops7h 41mAmerican Airlines
Tue 9/21:15 pmHHH - PIT
1 stop7h 27mAmerican Airlines
Deal found 8/14$264

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh 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 August 14, 2025.
Use the filters below to find and compare flights from Pittsburgh to Hilton Head Island that are best for you.

Fly from

Pittsburgh

Fly to

Hilton Head Island

Route

Depart

Return

Price

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 8/31

6:29 am-10:49 am

1 stop4h 20m

Hilton Head Island

Thu 9/4

11:04 am-9:26 pm

2 stops10h 22m

$229

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

6:07 am-11:30 am

1 stop5h 23m

Hilton Head Island

Mon 9/15

4:05 pm-11:00 pm

1 stop6h 55m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

6:07 am-11:30 am

1 stop5h 23m

Hilton Head Island

Tue 9/16

12:14 pm-7:00 pm

1 stop6h 46m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 9/15

5:09 am-10:34 am

1 stop5h 25m

Hilton Head Island

Tue 9/23

5:20 pm-11:07 pm

1 stop5h 47m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

6:07 am-11:30 am

1 stop5h 23m

Hilton Head Island

Wed 9/17

4:05 pm-11:00 pm

1 stop6h 55m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 9/26

5:09 am-10:34 am

1 stop5h 25m

Hilton Head Island

Tue 9/30

5:20 pm-11:07 pm

1 stop5h 47m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

5:02 am-11:30 am

1 stop6h 28m

Hilton Head Island

Fri 9/19

5:20 pm-11:03 pm

1 stop5h 43m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

6:07 am-11:30 am

1 stop5h 23m

Hilton Head Island

Fri 9/19

4:05 pm-11:00 pm

1 stop6h 55m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 9/14

6:07 am-11:30 am

1 stop5h 23m

Hilton Head Island

Tue 9/23

12:14 pm-4:52 pm

1 stop4h 38m

$237

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 8/31

6:53 am-11:30 am

1 stop4h 37m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 16 results
1
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Best time to book a flight from Pittsburgh to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Pittsburgh 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 Pittsburgh to Hilton Head Island

How far ahead should I book a flight from Pittsburgh to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Hilton Head Island. Price data was last updated on August 8, 2025.

Booking 21 days in advance of your planned departure date is, on average, the best time to get cheap flights from Pittsburgh to Hilton Head Island. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $275). Flying from Pittsburgh to Hilton Head Island in March is currently the most expensive (average of $480). 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 PIT to HHH?

Find hourly flight availability from Pittsburgh 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 August 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Pittsburgh to Hilton Head Island in the morning. If you’re flexible enough to do this you can expect to save up to 3% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated August 14, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Pittsburgh to Hilton Head Island to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh 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 are the cheapest airlines flying from Pittsburgh to Hilton Head Island round-trip?

    Cheapflights users have booked flights from Pittsburgh to Hilton Head Island round-trip from $193. Another airline that can offer you cheap pricing is American Airlines. These flights start at 48% lower than the current average price 3 months from now.

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

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

  • How can I find direct flights from Pittsburgh 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 Pittsburgh to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Pittsburgh 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 Pittsburgh to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $275). Flying from Pittsburgh to Hilton Head Island in March is currently the most expensive (average of $480). 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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Top 2 airlines flying from Pittsburgh to Hilton Head Island

Discover the top 2 airlines that operate flights from Pittsburgh 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$193Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$375FlexibilityNo cancel feeOn-time71%

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