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Hilton Head Island

$170+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HHH
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Hilton Head Island are usually found in November or October, booked 9 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

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 November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/11. 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.
Mon 11/243:04 pmPIT - HHH
1 stop3h 33mAmerican Airlines
Mon 12/16:40 pmHHH - PIT
1 stop5h 57mAmerican Airlines
Deal found 11/11$342
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Mon 12/226:38 amPIT - HHH
1 stop4h 06mAmerican Airlines
Sun 12/286:13 pmHHH - PIT
1 stop6h 12mAmerican Airlines
Deal found 11/12$367
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/1110:10 amPIT - HHH
2 stops8h 11mAmerican Airlines
Sun 12/146:52 pmHHH - PIT
1 stop5h 43mAmerican Airlines
Deal found 11/11$372
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 12/59:45 amPIT - HHH
1 stop5h 12mAmerican Airlines
Sun 12/142:17 pmHHH - PIT
1 stop6h 35mAmerican Airlines
Deal found 11/12$377
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Thu 12/41:49 pmPIT - HHH
1 stop4h 32mAmerican Airlines
Sun 12/711:30 amHHH - PIT
1 stop6h 35mAmerican Airlines
Deal found 11/12$386
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Mon 12/88:03 amPIT - HHH
2 stops6h 54mAmerican Airlines
Thu 12/112:17 pmHHH - PIT
2 stops8h 50mAmerican Airlines
Deal found 11/11$417

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$268
(American Airlines)

One-way from

$170
(American Airlines)

Popular in

April

Cheapest in

November

Average price

$296
Provider with most accurate pricing for Pittsburgh-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pittsburgh-Hilton Head Island flights.
Search Deals
From Pittsburgh to Hilton Head Island
Search Deals
One-way flight from Pittsburgh to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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

Mon 1/26

7:39 pm-12:20 pm

2 stops16h 41m

Hilton Head Island

Fri 1/30

3:29 pm-8:49 am

2 stops17h 20m

$268

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Tue 1/27

7:39 pm-12:20 pm

2 stops16h 41m

Hilton Head Island

Sat 1/31

3:29 pm-7:54 pm

1 stop4h 25m

$312

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 11/24

3:04 pm-6:37 pm

1 stop3h 33m

Hilton Head Island

Mon 12/1

6:40 pm-12:37 am

1 stop5h 57m

$342

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 12/22

6:38 am-10:44 am

1 stop4h 06m

Hilton Head Island

Sun 12/28

6:13 pm-12:25 am

1 stop6h 12m

$367

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 1/23

4:56 pm-12:20 pm

2 stops19h 24m

$170

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Wed 12/17

6:00 am-12:22 pm

1 stop6h 22m

$179

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Tue 12/23

6:38 am-10:44 am

1 stop4h 06m

$184

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 4/10

5:49 am-11:04 am

1 stop5h 15m

$194

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 2/13

8:26 am-2:28 pm

1 stop6h 02m

$214

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 12/29

6:38 am-10:44 am

1 stop4h 06m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pittsburgh-Hilton Head Island flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 7, 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, May is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $63). Flying from Pittsburgh to Hilton Head Island in July is currently the most expensive (average of $121). 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 November 13, 2025.

A simple way to save on the total cost of your ticket is to fly from Pittsburgh to Hilton Head Island in the evening. If you’re flexible enough to do this you can expect to save up to 69% 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 November 13, 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
7.9
Good
8,009 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 16h 41m. 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.

  • 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, May is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $63). Flying from Pittsburgh to Hilton Head Island in July is currently the most expensive (average of $121). 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$174Average$349FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time71%

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