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Hilton Head Island

$184+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HHH
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Find cheap flights from Pittsburgh to Hilton Head Island with Cheapflights

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Cheapflights Tip: The best prices from Pittsburgh to Hilton Head Island are usually found in February or September, booked 9 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 September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(American Airlines)

One-way from

$184
(American Airlines)

Popular in

July

Cheapest in

February

Average price

$323
Provider with most accurate pricing for Pittsburgh-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Hilton Head Island flights.
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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. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 25, 2025.

This American Airlines deal was found by Cheapflights users on 9/24. 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 10/235:40 amPIT - HHH
1 stop5h 06mAmerican Airlines
Fri 10/313:32 pmHHH - PIT
1 stop5h 28mAmerican Airlines
Deal found 9/24$249
This American Airlines deal was found by Cheapflights users on 9/23. 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 10/206:54 amPIT - HHH
1 stop4h 38mAmerican Airlines
Mon 10/273:02 pmHHH - PIT
1 stop6h 50mAmerican Airlines
Deal found 9/23$273
This Delta deal was found by Cheapflights users on 9/25. 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 10/86:03 amPIT - HHH
1 stop5h 34mDelta
Fri 10/1712:17 pmHHH - PIT
1 stop6h 41mDelta
Deal found 9/25$279
This American Airlines deal was found by Cheapflights users on 9/24. 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 11/912:10 pmPIT - HHH
1 stop5h 59mAmerican Airlines
Sun 11/166:40 pmHHH - PIT
1 stop5h 57mAmerican Airlines
Deal found 9/24$299
This Delta deal was found by Cheapflights users on 9/25. 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.
Thu 10/210:00 amPIT - HHH
1 stop5h 25mDelta
Mon 10/612:17 pmHHH - PIT
1 stop5h 14mDelta
Deal found 9/25$309
This American Airlines deal was found by Cheapflights users on 9/25. 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 10/310:24 amPIT - HHH
2 stops6h 23mAmerican Airlines
Tue 10/712:45 pmHHH - PIT
2 stops6h 45mAmerican Airlines
Deal found 9/25$319
This Delta deal was found by Cheapflights users on 9/25. 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.
Sat 9/2711:40 amPIT - HHH
1 stop3h 45mDelta
Thu 10/24:05 pmHHH - PIT
1 stop4h 28mDelta
Deal found 9/25$324
This American Airlines deal was found by Cheapflights users on 9/25. 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 9/276:30 amPIT - HHH
1 stop4h 09mAmerican Airlines
Thu 10/22:36 pmHHH - PIT
2 stops7h 44mAmerican Airlines
Deal found 9/25$329

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 September 25, 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

Tue 2/24

10:30 am-3:59 pm

1 stop5h 29m

Hilton Head Island

Tue 3/3

6:15 pm-11:46 pm

1 stop5h 31m

$249

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 11/7

2:56 pm-6:44 pm

1 stop3h 48m

Hilton Head Island

Mon 11/10

7:07 pm-12:05 am

1 stop4h 58m

$249

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Thu 1/29

8:44 am-2:18 pm

1 stop5h 34m

Hilton Head Island

Sun 2/1

6:14 pm-11:50 pm

1 stop5h 36m

$249

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Thu 10/23

5:40 am-10:46 am

1 stop5h 06m

Hilton Head Island

Fri 10/31

3:32 pm-9:00 pm

1 stop5h 28m

$249

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 10/20

6:54 am-11:32 am

1 stop4h 38m

Hilton Head Island

Mon 10/27

3:02 pm-9:52 pm

1 stop6h 50m

$273

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Tue 11/4

6:00 am-12:29 pm

1 stop6h 29m

Hilton Head Island

Tue 11/4

7:07 pm-12:05 am

1 stop4h 58m

$277

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 10/11

8:00 am-5:27 pm

2 stops9h 27m

Hilton Head Island

Sat 10/18

5:57 pm-11:59 pm

1 stop6h 02m

$334

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 11/7

2:56 pm-6:44 pm

1 stop3h 48m

$184

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 10/18

10:50 am-3:30 pm

1 stop4h 40m

$194

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 10/18

10:41 am-11:20 am

3 stops24h 39m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Compare providers for flights from Pittsburgh to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pittsburgh to Hilton Head Island in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pittsburgh-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pittsburgh-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pittsburgh-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 September 19, 2025.

Booking 9 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 September 25, 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 September 25, 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
7,973 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

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
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

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
7,973 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Food

7.3

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.

  • How long is the flight from Pittsburgh to Hilton Head Island?

    There are many flights that can get you from Pittsburgh to Hilton Head Island in 5h 29m. Fly via American Airlines to get the fastest option. Pittsburgh and Hilton Head Island are separated by a distance of 572 mi.

  • 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 $174. Another airline that can offer you cheap pricing is American Airlines. These flights start at 52% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Pittsburgh to Hilton Head Island one-way?

    The cheapest airlines for a one-way flight from Pittsburgh to Hilton Head Island are American Airlines ($184), Delta ($194), and United Airlines ($407).

  • 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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$174Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time71%

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