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Hilton Head Island

$189+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — HHH
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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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 March 13, 2026.

This American Airlines deal was found by Cheapflights users on 3/9. 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.
Wed 4/19:57 am
PIT
-
HHH
1 stop5h 44m
American Airlines
Wed 4/86:39 pm
HHH
-
PIT
1 stop5h 44m
American Airlines
Deal found 3/9$289
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 4/146:54 am
PIT
-
HHH
2 stops8h 20m
American Airlines
Tue 4/2111:17 am
HHH
-
PIT
1 stop3h 57m
American Airlines
Deal found 3/9$294
This American Airlines deal was found by Cheapflights users on 3/12. 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 9/255:51 am
PIT
-
HHH
1 stop4h 51m
American Airlines
Sat 10/36:07 pm
HHH
-
PIT
1 stop5h 54m
American Airlines
Deal found 3/12$309
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 4/296:54 am
PIT
-
HHH
2 stops8h 20m
American Airlines
Mon 5/46:39 pm
HHH
-
PIT
1 stop5h 44m
American Airlines
Deal found 3/11$314
This Delta deal was found by Cheapflights users on 3/12. 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.
Thu 8/207:20 am
PIT
-
HHH
2 stops8h 00m
Delta
Mon 8/2412:00 pm
HHH
-
PIT
1 stop5h 10m
Delta
Deal found 3/12$319
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:30 am
PIT
-
HHH
1 stop4h 48m
Delta
Tue 8/1112:00 pm
HHH
-
PIT
1 stop3h 40m
Delta
Deal found 3/8$324
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Wed 3/187:18 am
PIT
-
HHH
2 stops8h 23m
American Airlines
Mon 3/236:15 pm
HHH
-
PIT
1 stop6h 12m
American Airlines
Deal found 3/9$334
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 am
PIT
-
HHH
2 stops9h 20m
Delta
Tue 4/2112:08 pm
HHH
-
PIT
2 stops6h 56m
Delta
Deal found 3/8$335
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:30 am
PIT
-
HHH
1 stop4h 48m
Delta
Thu 7/1612:00 pm
HHH
-
PIT
1 stop5h 09m
Delta
Deal found 3/8$338
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Fri 4/108:30 am
PIT
-
HHH
1 stop6h 44m
American Airlines
Sat 4/186:50 pm
HHH
-
PIT
1 stop5h 33m
American Airlines
Deal found 3/10$344

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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$189
(Delta)

Popular in

April

Cheapest in

November

Average price

$420
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. 13% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 13, 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

Wed 7/29

10:30 am-3:18 pm

1 stop4h 48m

Hilton Head Island

Wed 8/5

12:00 pm-5:09 pm

1 stop5h 09m

$289

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Wed 7/1

8:36 am-2:21 pm

1 stop5h 45m

Hilton Head Island

Thu 7/9

1:45 pm-7:13 pm

1 stop5h 28m

$354

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 7/4

11:00 am-11:23 am

1 stop24h 23m

Hilton Head Island

Mon 7/13

12:00 pm-5:09 pm

1 stop5h 09m

$361

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Tue 4/7

7:00 am-2:16 pm

1 stop7h 16m

Hilton Head Island

Tue 4/14

3:05 pm-8:58 pm

1 stop5h 53m

$379

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Thu 7/23

7:20 am-3:18 pm

2 stops7h 58m

Hilton Head Island

Thu 7/30

12:00 pm-5:09 pm

1 stop5h 09m

$379

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Fri 5/29

6:49 am-2:21 pm

1 stop7h 32m

Hilton Head Island

Sun 5/31

3:05 pm-9:02 pm

1 stop5h 57m

$379

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Thu 7/2

10:30 am-3:18 pm

1 stop4h 48m

Hilton Head Island

Wed 7/8

12:00 pm-5:09 pm

1 stop5h 09m

$414

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 4/4

10:39 am-5:44 pm

2 stops7h 05m

Hilton Head Island

Wed 4/8

2:58 pm-11:21 pm

2 stops8h 23m

$426

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sat 7/25

11:00 am-11:23 am

1 stop24h 23m

Hilton Head Island

Fri 7/31

4:00 pm-11:03 pm

1 stop7h 03m

$440

PittsburghHilton Head Island

PIT - HHH

PITHHH

Pittsburgh

Sun 6/7

6:25 am-11:23 am

1 stop4h 58m

Hilton Head Island

Fri 6/12

12:00 pm-5:09 pm

1 stop5h 09m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 March.
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?

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 March 6, 2026.

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, December is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $58). Flying from Pittsburgh to Hilton Head Island in July is currently the most expensive (average of $118). 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.

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 March 13, 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.
Delta
7.9
Good
8,287 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Entertainment

7.8

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
8,287 reviews
Delta
7.9
Good
8,287 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Entertainment

7.8

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
7.1
Good
11,449 reviews
Delta
7.9
Good
8,287 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Entertainment

7.8

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 4h 48m. Fly via Delta or United Airlines 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 $157. Another airline that can offer you cheap pricing is American Airlines. These flights start at 57% 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, December is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $58). Flying from Pittsburgh to Hilton Head Island in July is currently the most expensive (average of $118). 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.
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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 March 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$157Average$316FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$368FlexibilityNo cancel feeOn-time71%

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