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Hilton Head Island

$493+ Cheap flights from Oregon to Hilton Head Island (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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — HHH
Aug 9 — Aug 161
Sat 8/9
Sat 8/16
1 adult, Economy
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Cheap flight deals from Oregon to Hilton Head Island

Keep the following information in mind while searching for Oregon to Hilton Head Island flight deals. Data was last updated August 4, 2025.

Round-trip from

$859
(American Airlines)

One-way from

$493
(United Airlines)
From Oregon to Hilton Head Island
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One-way flight from Oregon to Hilton Head Island
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Find flight deals from Oregon to Hilton Head Island

Cheapest flights from Oregon to Hilton Head Island
Explore the most affordable flight options available from Oregon to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2025.

This American Airlines deal was found by Cheapflights users on 8/3. 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 8/411:07 pmPDX - HHH
1 stop10h 39mAmerican Airlines
Mon 8/111:15 pmHHH - PDX
1 stop11h 49mAmerican Airlines
Deal found 8/3$561
This Delta deal was found by Cheapflights users on 8/3. 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 8/1110:57 pmPDX - HHH
2 stops13h 25mDelta
Fri 8/1512:11 pmHHH - PDX
1 stop9h 52mDelta
Deal found 8/3$690
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1110:50 pmPDX - HHH
1 stop9h 27mUnited Airlines
Fri 8/1512:02 pmHHH - PDX
1 stop12h 03mUnited Airlines
Deal found 8/3$720
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/302:09 pmYKM - HHH
2 stops19h 08mAmerican Airlines
Wed 10/15:20 pmHHH - YKM
2 stops23h 12mAmerican Airlines
Deal found 8/2$859

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon 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 August 4, 2025.
Use the filters below to find and compare flights from Oregon to Hilton Head Island that are best for you.

Fly from

Oregon

Fly to

Hilton Head Island

Route

Depart

Return

Price

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Mon 8/11

10:57 pm-3:22 pm

2 stops13h 25m

Hilton Head Island

Fri 8/15

12:11 pm-7:03 pm

1 stop9h 52m

$690

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Mon 8/11

10:50 pm-11:17 am

1 stop9h 27m

Hilton Head Island

Fri 8/15

12:02 pm-9:05 pm

1 stop12h 03m

$720

YakimaHilton Head Island

YKM - HHH

YKMHHH

Yakima Air Terminal

Tue 9/30

2:09 pm-12:17 pm

2 stops19h 08m

Hilton Head Island

Wed 10/1

5:20 pm-1:32 pm

2 stops23h 12m

$859

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 8/12

7:37 am-11:17 am

2 stops24h 40m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/2

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

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

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

Currently, January is the cheapest month in which you can book a flight from Oregon to Hilton Head Island (average of $275). Flying from Oregon to Hilton Head Island in March is currently the most expensive (average of $480). 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.

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

Find hourly flight availability from Oregon to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2025.

When flying from Oregon to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 4, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Oregon to Hilton Head Island to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,912 reviews

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,912 reviews
United Airlines
7.4
Good
8,912 reviews

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,912 reviews

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Oregon 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.

  • What airport do you fly into for flights to Hilton Head Island from Oregon?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Oregon to Hilton Head Island. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Oregon to Hilton Head Island (average of $275). Flying from Oregon to Hilton Head Island in March is currently the most expensive (average of $480). 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
Bluffton

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Top airline flying from Oregon to Hilton Head Island

Discover the top airline that operate flights from Oregon 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 August 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$382Average$614FlexibilityNo cancel feeOn-time71%

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