Hilton Head Island

$249+ Cheap flights from Pittsburgh to Hilton Head Island (PIT - HHH)

PIT — HHH
Dec 10 — Dec 171
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Cheap flight deals from Pittsburgh to Hilton Head Island

Cheapest flights from Pittsburgh to Hilton Head Island

Mon 12/216:04 am -
1 stop4h 34m
Mon 12/287:05 pm -
1 stop4h 50m
Deal found 11/9$423
Fri 12/45:00 am -
1 stop5h 32m
Mon 12/144:24 pm -
1 stop6h 36m
Deal found 11/5$424
Wed 12/235:00 am -
1 stop5h 38m
Sun 12/277:05 pm -
1 stop4h 50m
Deal found 11/5$429
Wed 11/1810:40 am -
1 stop5h 04m
Sun 11/222:49 pm -
1 stop4h 12m
Deal found 11/9$483
Wed 12/305:00 am -
1 stop5h 38m
Mon 1/47:05 pm -
1 stop4h 50m
Deal found 11/7$499
Mon 11/236:00 am -
2 stops8h 18m
Wed 11/255:47 pm -
1 stop4h 15m
Deal found 11/9$517
Fri 11/135:00 am -
1 stop5h 34m
Fri 11/202:49 pm -
1 stop4h 12m
Deal found 11/7$519
Thu 12/315:00 am -
1 stop5h 38m
Mon 1/47:05 pm -
1 stop4h 50m
Deal found 11/7$533
Wed 12/305:00 am -
1 stop5h 38m
Tue 1/511:08 am -
1 stop6h 12m
Deal found 11/7$535

Find flight deals from Pittsburgh to Hilton Head Island

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(American Airlines)

One-way from

$249
(American Airlines)

Popular in

April

Cheapest in

January

Average price

$372
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. 4% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Sat 2/27

5:15 pm-10:28 am

2 stops17h 13m

Hilton Head Island

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$339

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Wed 1/20

6:00 am-12:00 pm

1 stop6h 00m

Hilton Head Island

Tue 1/26

12:37 pm-5:55 pm

1 stop5h 18m

$355

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Fri 4/9

7:00 am-2:16 pm

1 stop7h 16m

Hilton Head Island

Thu 4/15

3:05 pm-8:51 pm

1 stop5h 46m

$400

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Mon 12/21

6:04 am-10:38 am

1 stop4h 34m

Hilton Head Island

Mon 12/28

7:05 pm-11:55 pm

1 stop4h 50m

$423
Quickest round-trip

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Fri 4/9

10:33 am-2:26 pm

1 stop3h 53m

Hilton Head Island

Thu 4/15

5:04 pm-8:58 pm

1 stop3h 54m

$423

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Wed 12/23

5:00 am-10:38 am

1 stop5h 38m

Hilton Head Island

Sun 12/27

7:05 pm-11:55 pm

1 stop4h 50m

$429

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Sat 2/27

5:01 am-10:28 am

1 stop5h 27m

Hilton Head Island

Wed 3/3

3:34 pm-6:59 pm

1 stop3h 25m

$456

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Mon 11/23

1:28 pm-5:08 pm

1 stop3h 40m

Hilton Head Island

Wed 11/25

5:47 pm-11:49 pm

1 stop6h 02m

$483

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Wed 2/17

7:27 am-11:53 am

1 stop4h 26m

Hilton Head Island

Sun 2/21

11:04 am-8:25 pm

2 stops9h 21m

$491

PittsburghHilton Head Island

PIT Pittsburgh - HHH Hilton Head Island

PITHHH

Pittsburgh

Fri 1/15

11:28 am-3:53 pm

1 stop4h 25m

Hilton Head Island

Mon 1/18

12:30 pm-9:14 pm

2 stops8h 44m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Sorted by cheapest first

Compare providers for flights from Pittsburgh to Hilton Head Island

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 Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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

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 42 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 $361). Flying from Pittsburgh to Hilton Head Island in April is currently the most expensive (average of $561). 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?

Airfare is typical for this route at the moment.

Pittsburgh to Hilton Head Island flights typically cost between $338 and $476 in January.
The cheapest round-trip price found within the last 5 days was $355 on American Airlines (Jan 20-Jan 26).

Reviews of airlines servicing Hilton Head Island

Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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.

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • 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 6h. Fly via American Airlines 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 $294. Other airlines that can offer you cheap pricing are United Airlines, from $300, and American Airlines, from $323. These flights start at 32% 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, January is the cheapest month in which you can book a flight from Pittsburgh to Hilton Head Island (average of $361). Flying from Pittsburgh to Hilton Head Island in April is currently the most expensive (average of $561). 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

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Alternative routes for Pittsburgh to Hilton Head Island

Top 3 airlines flying from Pittsburgh to Hilton Head Island

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$294Average$472FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$300Average$338FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$323Average$442FlexibilityNo cancel feeOn-time71%

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