How long is the flight from Portland to Hilton Head Island?

Departing from Portland to Hilton Head Island will take you 11h 21m. The distance between Portland and Hilton Head Island is about 2400 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

American Airlines, at $367, was found to be the cheapest airline from Portland to Hilton Head Island.. American Airlines is priced at 50% lower than the current average price of a flight leaving 3 months from now.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest time of day to fly from PDX to HHH?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Hilton Head Island as you normally would.

Most accurate provider : When it comes to deals on Portland-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 Portland-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Hilton Head Island flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Portland-Hilton Head Island flights, Cheapflights users trust Expedia the most. Expedia 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 Portland-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

How can I find direct flights from Portland 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 Portland to Hilton Head Island.

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

Yes. Cheapflights offers flight deals from Portland 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.

$394+ Flights from Portland to Hilton Head Island

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Cheap flight deals from Portland to Hilton Head Island

Cheapest flights from Portland to Hilton Head Island
Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

Sun 12/2810:21 pmPDX - HHH

1 stop9h 23mAmerican Airlines

Thu 1/111:14 amHHH - PDX

2 stops12h 40mAmerican Airlines

Deal found 12/12

$1,062

Best flights from Portland to Hilton Head Island
Discover carefully curated flight deals from Portland to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 14, 2025.

Sat 5/211:59 pmPDX - HHH

2 stops11h 21mAmerican Airlines

Tue 5/54:05 pmHHH - PDX

1 stop7h 30mAmerican Airlines

Deal found 12/14

$394

Tue 4/287:42 pmPDX - HHH

2 stops15h 19mUnited Airlines

Sat 5/23:00 pmHHH - PDX

2 stops12h 48mUnited Airlines

Deal found 12/14

$455

Sat 1/316:22 pmPDX - HHH

2 stops14h 58mAmerican Airlines

Tue 2/312:51 pmHHH - PDX

1 stop10h 33mAmerican Airlines

Deal found 12/14

$452

Wed 5/66:44 pmPDX - HHH

2 stops14h 33mAmerican Airlines

Sat 5/94:05 pmHHH - PDX

1 stop7h 30mAmerican Airlines

Deal found 12/14

$510

Tue 4/2810:38 pmPDX - HHH

1 stop8h 36mAmerican Airlines

Sat 5/24:05 pmHHH - PDX

2 stops10h 32mAmerican Airlines

Deal found 12/14

$510

Sat 5/25:35 pmPDX - HHH

3 stops17h 26mUnited Airlines

Tue 5/53:00 pmHHH - PDX

2 stops12h 48mUnited Airlines

Deal found 12/14

$951

Thu 3/269:52 pmPDX - HHH

1 stop9h 41mAmerican Airlines

Sun 3/292:58 pmHHH - PDX

2 stops12h 52mAmerican Airlines

Deal found 12/13

$1,078

Last-minute flights from Portland to Hilton Head Island
Discover last-minute flight deals from Portland to Hilton Head Island. Data last updated December 14, 2025 and is based on user searches.

Sun 12/2810:21 pmPDX - HHH

1 stop9h 23mAmerican Airlines

Thu 1/111:14 amHHH - PDX

2 stops12h 40mAmerican Airlines

Deal found 12/12

$1,062

Sat 1/316:22 pmPDX - HHH

2 stops14h 58mAmerican Airlines

Tue 2/312:51 pmHHH - PDX

1 stop10h 33mAmerican Airlines

Deal found 12/14

$452

Find flight deals from Portland to Hilton Head Island

Most accurate provider	FlightHub 3 stars
Most trusted provider	Expedia 3 stars
Round-trip from	$394 (American Airlines)
Popular in	March
Cheapest in	November
Average price	$738

Provider with most accurate pricing for Portland-Hilton Head Island flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-Hilton Head Island flights.

Search Deals

From Portland to Hilton Head Island

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($82 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Sat 5/2

11:59 pm-2:20 pm

2 stops11h 21m

Hilton Head Island

Tue 5/5

4:05 pm-8:35 pm

1 stop7h 30m

$394

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Sat 1/31

6:22 pm-12:20 pm

2 stops14h 58m

Hilton Head Island

Tue 2/3

12:51 pm-8:24 pm

1 stop10h 33m

$452

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 4/28

7:42 pm-2:01 pm

2 stops15h 19m

Hilton Head Island

Sat 5/2

3:00 pm-12:48 am

2 stops12h 48m

$455

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Wed 5/6

6:44 pm-12:17 pm

2 stops14h 33m

Hilton Head Island

Sat 5/9

4:05 pm-8:35 pm

1 stop7h 30m

$510

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 4/28

10:38 pm-10:14 am

1 stop8h 36m

Hilton Head Island

Sat 5/2

4:05 pm-11:37 pm

2 stops10h 32m

$510

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Sat 5/2

5:35 pm-2:01 pm

3 stops17h 26m

Hilton Head Island

Tue 5/5

3:00 pm-12:48 am

2 stops12h 48m

$951

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Thu 3/26

9:52 pm-10:33 am

1 stop9h 41m

Hilton Head Island

Sun 3/29

2:58 pm-12:50 am

2 stops12h 52m

$1,078

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Compare providers for flights from Portland to Hilton Head Island

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Hilton Head Island in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star

*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 Portland-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 Portland-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Hilton Head Island flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Portland-Hilton Head Island flights, Cheapflights users trust Expedia the most. Expedia 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 Portland-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 Portland to Hilton Head Island

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

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

Currently, September is the cheapest month in which you can book a flight from Portland to Hilton Head Island (average of $194). Flying from Portland to Hilton Head Island in December is currently the most expensive (average of $304). 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

Read through reviews of airlines operating flights from Portland to Hilton Head Island, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

11,051 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

American Airlines

7.2

Good

11,051 reviews

American Airlines

7.2

Good

11,051 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

How long is the flight from Portland to Hilton Head Island?
Departing from Portland to Hilton Head Island will take you 11h 21m. The distance between Portland and Hilton Head Island is about 2400 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
What is the cheapest airline to fly from Portland to Hilton Head Island round-trip?
American Airlines, at $367, was found to be the cheapest airline from Portland to Hilton Head Island.. American Airlines is priced at 50% lower than the current average price of a flight leaving 3 months from now.
Can I find deals for flights from Portland to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Portland to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Portland 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 Portland to Hilton Head Island.
Can I find deals for business class flights from Portland to Hilton Head Island?
Yes. Cheapflights offers flight deals from Portland 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 Portland to Hilton Head Island?
Currently, September is the cheapest month in which you can book a flight from Portland to Hilton Head Island (average of $194). Flying from Portland to Hilton Head Island in December is currently the most expensive (average of $304). 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

Beaufort

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Portland to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$367	Average$702	FlexibilityNo cancel fee	On-time71%

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$394+ Cheap flights from Portland to Hilton Head Island (PDX - HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Portland to Hilton Head Island

Cheapest flights from Portland to Hilton Head IslandExplore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

Find flight deals from Portland to Hilton Head Island

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Hilton Head Island that are best for you.

Compare providers for flights from Portland 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 Portland to Hilton Head Island in December.

Best time to book a flight from Portland to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Portland with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hilton Head Island

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

Reviews of airlines servicing Hilton Head Island

Read through reviews of airlines operating flights from Portland to Hilton Head Island, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

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

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

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

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

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portland to Hilton Head Island

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

Top airline flying from Portland to Hilton Head Island

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Travel Smart

Cheapest flights from Portland to Hilton Head Island
Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.