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$184+ Cheap flights from Hilton Head Island to Pittsburgh (HHH - PIT)

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — PIT
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Pittsburgh

Cheapest flights from Hilton Head Island to Pittsburgh
Explore the most affordable flight options available from Hilton Head Island to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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.
Wed 3/112:58 pm
HHH
-
PIT
1 stop6h 02m
American Airlines
Sat 3/149:12 am
PIT
-
HHH
1 stop6h 49m
American Airlines
Deal found 1/25$367
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/93:29 pm
HHH
-
PIT
2 stops16h 41m
American Airlines
Thu 2/126:22 am
PIT
-
HHH
1 stop4h 11m
American Airlines
Deal found 1/26$375
This American Airlines deal was found by Cheapflights users on 1/25. 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 7/185:54 pm
HHH
-
PIT
1 stop4h 05m
American Airlines
Wed 7/225:00 am
PIT
-
HHH
1 stop6h 10m
American Airlines
Deal found 1/25$397
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/136:20 pm
HHH
-
PIT
2 stops14h 12m
American Airlines
Mon 2/164:45 pm
PIT
-
HHH
2 stops19h 08m
American Airlines
Deal found 1/27$454
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/152:58 pm
HHH
-
PIT
2 stops16h 59m
American Airlines
Mon 2/164:45 pm
PIT
-
HHH
2 stops19h 08m
American Airlines
Deal found 1/27$475

Find flight deals from Hilton Head Island to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Pittsburgh (PIT). 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(American Airlines)

One-way from

$184
(American Airlines)

Popular in

February

Cheapest in

April

Average price

$283
Provider with most accurate pricing for Hilton Head Island-Pittsburgh flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Pittsburgh flights.
Search Deals
From Hilton Head Island to Pittsburgh
Search Deals
One-way flight from Hilton Head Island to Pittsburgh
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($84 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Pittsburgh 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 January 27, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Pittsburgh that are best for you.

Fly from

Hilton Head Island

Fly to

Pittsburgh

Route

Depart

Return

Price

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Wed 3/11

2:58 pm-9:00 pm

1 stop6h 02m

Pittsburgh

Sat 3/14

9:12 am-4:01 pm

1 stop6h 49m

$367

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Mon 2/9

3:29 pm-8:10 am

2 stops16h 41m

Pittsburgh

Thu 2/12

6:22 am-10:33 am

1 stop4h 11m

$375

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Sat 7/18

5:54 pm-9:59 pm

1 stop4h 05m

Pittsburgh

Wed 7/22

5:00 am-11:10 am

1 stop6h 10m

$397

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Fri 2/13

6:20 pm-8:32 am

2 stops14h 12m

Pittsburgh

Mon 2/16

4:45 pm-11:53 am

2 stops19h 08m

$454

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Sun 2/15

2:58 pm-7:57 am

2 stops16h 59m

Pittsburgh

Mon 2/16

4:45 pm-11:53 am

2 stops19h 08m

$475

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Thu 2/26

6:20 pm-12:36 am

1 stop6h 16m

$184

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Tue 4/7

1:08 pm-6:17 pm

1 stop5h 09m

$184

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Mon 2/16

6:20 pm-12:27 am

1 stop6h 07m

$318

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Mon 4/27

4:11 pm-11:26 pm

1 stop7h 15m

$332

Hilton Head IslandPittsburgh

HHH - PIT

HHHPIT

Hilton Head Island

Sun 4/26

12:08 pm-4:19 pm

1 stop4h 11m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 11 results
1
2

Compare providers for flights from Hilton Head Island to Pittsburgh

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 Hilton Head Island to Pittsburgh in January.
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 Hilton Head Island-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Pittsburgh flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-Pittsburgh 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 Hilton Head Island-Pittsburgh 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 Hilton Head Island to Pittsburgh

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

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

Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Pittsburgh (average of $51). Flying from Hilton Head Island to Pittsburgh in January is currently the most expensive (average of $142). 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 Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. 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 Pittsburgh. Reviews last updated January 27, 2026.
See what other customers who have flown with American Airlines from Hilton Head Island to Pittsburgh have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,197 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Overall

7.2

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Overall

7.2

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Pittsburgh. 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 Hilton Head Island to Pittsburgh?

    For as low as $367, American Airlines can have you in Pittsburgh from Hilton Head Island in 6h 02m. Airlines will cover a distance of 572 mi.

  • What is the cheapest airline to fly from Hilton Head Island to Pittsburgh round-trip?

    Currently priced at $258, American Airlines will fly you from Hilton Head Island to Pittsburgh and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. You may be able to fly from Hilton Head Island to Pittsburgh for 31% less than the average price by searching for this airline.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Pittsburgh.

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

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

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Pittsburgh (average of $51). Flying from Hilton Head Island to Pittsburgh in January is currently the most expensive (average of $142). 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 Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Washington
Monroeville
Wexford
Belle Vernon

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Alternative routes for Hilton Head Island to Pittsburgh

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Top airline flying from Hilton Head Island to Pittsburgh

Discover the top airline that operate flights from Hilton Head Island to Pittsburgh. 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$353FlexibilityNo cancel feeOn-time71%

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