PIT - HHH

$188 Find Cheap Flights from Pittsburgh to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pittsburgh to Hilton Head Island departing on 7/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Hilton Head Island, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$295
Typical prices: $523-$294
American Airlines
Sun 5/24Tue 6/2
PIT - HHH • 1 stop
Cheapest one-way
$188
Typical prices: $123-$212
American Airlines
Wed 7/29
PIT - HHH • 2 stops
Top airlines
Cheapest • from $295 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Pittsburgh and Hilton Head Island. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $359 (round-trip)
Shortest trip • 4h 16m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 20% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilton Head Island!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Pittsburgh to Hilton Head Island (PIT-HHH)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pittsburgh to Hilton Head Island

Sun, May 24 - Tue, Jun 2
American Airlines Logo
9:44 am - 4:32 pm
PIT
-
HHH
6h 48m
1 stop
American Airlines Logo
5:21 pm - 11:50 pm
HHH
-
PIT
6h 29m
1 stop
$295American Airlines
Sun, May 24 - Tue, Jun 2
American Airlines Logo
6:12 am - 12:26 pm
PIT
-
HHH
6h 14m
2 stops
American Airlines Logo
5:21 pm - 11:50 pm
HHH
-
PIT
6h 29m
1 stop
$300American Airlines
Sun, May 24 - Tue, Jun 2
American Airlines Logo
6:12 am - 2:13 pm
PIT
-
HHH
8h 01m
2 stops
American Airlines Logo
10:57 am - 7:15 pm
HHH
-
PIT
8h 18m
2 stops
$305American Airlines
Wed, May 13 - Thu, May 28
United Airlines Logo
7:05 am - 2:11 pm
PIT
-
HHH
7h 06m
1 stop
United Airlines Logo
3:05 pm - 9:02 pm
HHH
-
PIT
5h 57m
1 stop
$312United Airlines
Sun, May 17 - Wed, May 27
American Airlines Logo
9:57 am - 3:14 pm
PIT
-
HHH
5h 17m
1 stop
American Airlines Logo
10:57 am - 4:17 pm
HHH
-
PIT
5h 20m
1 stop
$319American Airlines
Wed, May 13 - Thu, May 28
American Airlines Logo
10:55 am - 6:09 pm
PIT
-
HHH
7h 14m
2 stops
American Airlines Logo
10:57 am - 4:17 pm
HHH
-
PIT
5h 20m
1 stop
$324American Airlines
Wed, May 13 - Thu, May 28
American Airlines Logo
6:54 am - 3:14 pm
PIT
-
HHH
8h 20m
2 stops
American Airlines Logo
11:40 am - 6:17 pm
HHH
-
PIT
6h 37m
2 stops
$330American Airlines
Sat, Jun 27 - Wed, Jul 1
American Airlines Logo
9:41 am - 3:53 pm
PIT
-
HHH
6h 12m
1 stop
American Airlines Logo
5:21 pm - 11:50 pm
HHH
-
PIT
6h 29m
1 stop
$341American Airlines
Thu, Jun 4 - Mon, Jun 8
Delta Logo
10:07 am - 3:33 pm
PIT
-
HHH
5h 26m
1 stop
Delta Logo
12:11 pm - 7:04 pm
HHH
-
PIT
6h 53m
1 stop
$343Delta
Tue, May 19 - Sat, May 23
American Airlines Logo
6:54 am - 2:24 pm
PIT
-
HHH
7h 30m
2 stops
American Airlines Logo
4:24 pm - 9:16 pm
HHH
-
PIT
4h 52m
1 stop
$346American Airlines
Booking Insights

KAYAK's insights & trends for Pittsburgh to Hilton Head Island flights

Get data-powered insights and trends into flights from Pittsburgh to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Pittsburgh to Hilton Head Island?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Pittsburgh to Hilton Head Island departing in May.

What is the cheapest month to fly from Pittsburgh to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Pittsburgh to Hilton Head Island is November, where tickets cost $288 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $561 and $426 respectively.

How far in advance should I book a flight from Pittsburgh to Hilton Head Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Pittsburgh to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Pittsburgh to Hilton Head Island, you should book around 2 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$188
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Pittsburgh to Hilton Head Island

When to book flights from Pittsburgh to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Pittsburgh to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Pittsburgh to Hilton Head Island

  • What is the cheapest flight from Pittsburgh to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from Pittsburgh to Hilton Head Island was $207 for a one-way ticket and $295 for a round-trip.

  • Do I need a passport to fly between Pittsburgh and Hilton Head Island?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Pittsburgh to Hilton Head Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Pittsburgh to Hilton Head Island?

    SkyTeam, and oneworld are the airline alliances operating flights between Pittsburgh and Hilton Head Island, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Pittsburgh to Hilton Head Island, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Pittsburgh to Hilton Head Island are Delta and American Airlines. With an average price for the route of $316 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $375 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Pittsburgh to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pittsburgh to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pittsburgh to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Pittsburgh is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pittsburgh to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to Pittsburgh with another airline. Booking your flights between Pittsburgh and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pittsburgh to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from Pittsburgh up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Pittsburgh to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Pittsburgh to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pittsburgh to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8406 reviews
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

8.0 ExcellentMary, Apr 2026
BNA - ATL
Read more Delta reviews

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

They are always late and seats was also not having working charger

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Everything you need to know for your flight from Pittsburgh to Hilton Head Island

Information on your arrival and departure airports