Hilton Head Island

$208+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HHH
Jun 10 — Jun 171
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Cheap 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 May 11, 2026.

This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sat 9/195:51 am
PIT
-
HHH
1 stop4h 51m
American Airlines
Wed 9/2311:33 am
HHH
-
PIT
1 stop4h 51m
American Airlines
Deal found 5/11$295
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/98:05 am
PIT
-
HHH
2 stops8h 27m
American Airlines
Tue 6/1610:57 am
HHH
-
PIT
2 stops8h 18m
American Airlines
Deal found 5/10$305
This United Airlines deal was found by Cheapflights users on 5/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:00 am
PIT
-
HHH
1 stop7h 21m
United Airlines
Wed 7/153:05 pm
HHH
-
PIT
1 stop5h 46m
United Airlines
Deal found 5/8$306
This American Airlines deal was found by Cheapflights users on 5/9. 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 10/225:51 am
PIT
-
HHH
1 stop4h 51m
American Airlines
Tue 10/273:58 pm
HHH
-
PIT
1 stop5h 40m
American Airlines
Deal found 5/9$329
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sat 9/56:16 am
PIT
-
HHH
1 stop4h 11m
American Airlines
Sat 9/126:07 pm
HHH
-
PIT
1 stop5h 54m
American Airlines
Deal found 5/11$341
This Delta deal was found by Cheapflights users on 5/11. 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 5/246:00 am
PIT
-
HHH
1 stop5h 37m
Delta
Wed 6/312:18 pm
HHH
-
PIT
2 stops8h 13m
Delta
Deal found 5/11$346
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Fri 8/286:18 am
PIT
-
HHH
1 stop4h 51m
American Airlines
Wed 9/25:16 pm
HHH
-
PIT
1 stop3h 55m
American Airlines
Deal found 5/11$361
This American Airlines deal was found by Cheapflights users on 5/11. 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 6/226:14 am
PIT
-
HHH
1 stop4h 13m
American Airlines
Mon 6/295:21 pm
HHH
-
PIT
1 stop4h 54m
American Airlines
Deal found 5/11$363

Find 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 May 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(American Airlines)

One-way from

$208
(American Airlines)

Popular in

April

Cheapest in

November

Average price

$386
Provider with most accurate pricing for Pittsburgh-Hilton Head Island flight deals.
Provider most trusted by Cheapflights users for Pittsburgh-Hilton Head Island flights.
From Pittsburgh to Hilton Head Island
One-way flight from Pittsburgh to Hilton Head Island
Highest demand for flights based on searches. 14% potential increase in price ($65 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 11, 2026.
Use the filters below to find and compare flights from Pittsburgh to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 9/19

5:51 am-10:42 am

1 stop4h 51m

Hilton Head Island

Wed 9/23

11:33 am-4:24 pm

1 stop4h 51m

$295

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 9/5

6:16 am-10:27 am

1 stop4h 11m

Hilton Head Island

Sat 9/12

6:07 pm-12:01 am

1 stop5h 54m

$341

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 6/29

6:38 am-11:10 am

1 stop4h 32m

Hilton Head Island

Fri 7/3

4:55 pm-10:16 pm

1 stop5h 21m

$363

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 6/26

6:05 am-3:32 pm

2 stops9h 27m

Hilton Head Island

Thu 7/2

4:15 pm-6:02 pm

1 stop25h 47m

$383

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 6/8

6:05 am-11:31 am

1 stop5h 26m

Hilton Head Island

Mon 6/15

4:15 pm-11:11 pm

1 stop6h 56m

$395

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 6/14

5:01 am-11:10 am

1 stop6h 09m

Hilton Head Island

Fri 6/19

5:21 pm-11:49 pm

1 stop6h 28m

$480

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 8/2

6:05 am-11:29 am

1 stop5h 24m

Hilton Head Island

Sun 8/2

4:12 pm-11:09 pm

1 stop6h 57m

$497

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 5/30

7:25 am-12:52 pm

1 stop5h 27m

Hilton Head Island

Wed 6/3

3:05 pm-9:02 pm

1 stop5h 57m

$499

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 6/5

8:05 am-4:32 pm

2 stops8h 27m

Hilton Head Island

Fri 6/12

2:43 pm-10:14 pm

2 stops7h 31m

$527

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Mon 6/8

6:49 am-2:21 pm

1 stop7h 32m

Hilton Head Island

Fri 6/12

1:45 pm-9:40 am

2 stops19h 55m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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?

Booking 31 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, November is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $296). Flying from Pittsburgh to Hilton Head Island in April is currently the most expensive (average of $534). 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.

How much does it cost to fly round-trip from Pittsburgh to Hilton Head Island?

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 May 11, 2026.
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.

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 4h 51m. Fly via American Airlines or Delta to get the fastest option. Pittsburgh and Hilton Head Island are separated by a distance of 572 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $173. Another airline that can offer you cheap pricing is American Airlines. These flights start at 54% 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, November is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $296). Flying from Pittsburgh to Hilton Head Island in April is currently the most expensive (average of $534). 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 Pittsburgh to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

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 May 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$173Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$382FlexibilityNo cancel feeOn-time71%

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