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Cheap flights from Oregon to Hilton Head Island from $429

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Hilton Head Island departing on 9/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
11:02 pm - 12:59 pmPDX  Portland-HHH Hilton Head Island
10h 57m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
1:45 pm - 10:52 pmHHH  Hilton Head Island-PDX Portland
12h 07m2 stops Newark Chicago O'Hare Intl
$429United Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
11:18 pm - 12:59 pmPDX  Portland-HHH Hilton Head Island
10h 41m1 stop Newark
United Airlines Logo
1:45 pm - 10:52 pmHHH  Hilton Head Island-PDX Portland
12h 07m2 stops Newark Chicago O'Hare Intl
$464United Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
11:09 pm - 1:05 pmPDX  Portland-HHH Hilton Head Island
10h 56m1 stop Newark
United Airlines Logo
2:48 pm - 10:50 pmHHH  Hilton Head Island-PDX Portland
11h 02m1 stop Chicago O'Hare Intl
$489United Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
7:15 pm - 2:03 pmPDX  Portland-HHH Hilton Head Island
15h 48m2 stops San Francisco Chicago O'Hare Intl
United Airlines Logo
2:48 pm - 10:50 pmHHH  Hilton Head Island-PDX Portland
11h 02m1 stop Chicago O'Hare Intl
$494United Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
7:15 pm - 2:03 pmPDX  Portland-HHH Hilton Head Island
15h 48m2 stops San Francisco Chicago O'Hare Intl
United Airlines Logo
2:58 pm - 10:52 pmHHH  Hilton Head Island-PDX Portland
10h 54m1 stop Chicago O'Hare Intl
$494United Airlines
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
10:59 pm - 11:09 amPDX  Portland-HHH Hilton Head Island
9h 10m1 stop Charlotte Douglas
American Airlines Logo
12:50 pm - 5:52 pmHHH  Hilton Head Island-PDX Portland
8h 02m1 stop Charlotte Douglas
$497American Airlines
Wed, Sep 2 - Wed, Sep 9
United Airlines Logo
7:15 pm - 2:03 pmPDX  Portland-HHH Hilton Head Island
15h 48m2 stops San Francisco Chicago O'Hare Intl
United Airlines Logo
1:50 pm - 10:52 pmHHH  Hilton Head Island-PDX Portland
12h 02m2 stops Newark Chicago O'Hare Intl
$539United Airlines
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
11:34 pm - 2:57 pmPDX  Portland-HHH Hilton Head Island
12h 23m2 stops Chicago O'Hare Intl Charlotte Douglas
American Airlines Logo
12:50 pm - 5:52 pmHHH  Hilton Head Island-PDX Portland
8h 02m1 stop Charlotte Douglas
$561American Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
11:34 pm - 2:57 pmPDX  Portland-HHH Hilton Head Island
12h 23m2 stops Chicago O'Hare Intl Charlotte Douglas
American Airlines Logo
2:15 pm - 11:23 pmHHH  Hilton Head Island-PDX Portland
12h 08m2 stops Charlotte Douglas Dallas/Fort Worth
$683American Airlines
Wed, Sep 2 - Wed, Sep 9

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United Airlines flights from Oregon to Hilton Head Island

Our best United Airlines deals on Oregon to Hilton Head Island flight tickets
United Airlines
Sep 8
PDX11:02 pmPortland
10h 57m
2 stops
HHH12:59 pmHilton Head Island
Sep 15
HHH1:45 pmHilton Head Island
12h 07m
2 stops
PDX10:52 pmPortland
$429
United Airlines
Sep 8
PDX11:18 pmPortland
10h 41m
1 stop
HHH12:59 pmHilton Head Island
Sep 15
HHH1:45 pmHilton Head Island
12h 07m
2 stops
PDX10:52 pmPortland
$464
United Airlines
Sep 1
PDX11:09 pmPortland
10h 56m
1 stop
HHH1:05 pmHilton Head Island
Sep 5
HHH2:48 pmHilton Head Island
11h 02m
1 stop
PDX10:50 pmPortland
$489

American Airlines flights from Oregon to Hilton Head Island

Our best American Airlines deals on Oregon to Hilton Head Island flight tickets
American Airlines
Sep 2
PDX10:59 pmPortland
9h 10m
1 stop
HHH11:09 amHilton Head Island
Sep 9
HHH12:50 pmHilton Head Island
8h 02m
1 stop
PDX5:52 pmPortland
$497
American Airlines
Sep 2
PDX11:34 pmPortland
12h 23m
2 stops
HHH2:57 pmHilton Head Island
Sep 9
HHH12:50 pmHilton Head Island
8h 02m
1 stop
PDX5:52 pmPortland
$561
American Airlines
Sep 2
PDX11:34 pmPortland
12h 23m
2 stops
HHH2:57 pmHilton Head Island
Sep 9
HHH2:15 pmHilton Head Island
12h 08m
2 stops
PDX11:23 pmPortland
$683

momondo 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, momondo users made 832,500 searches. Data last updated August 10, 2026.
Use the filters below to find and compare flights from Oregon to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Tue 9/8

11:02 pm-12:59 pm

2 stops10h 57m

Hilton Head Island

Tue 9/15

1:45 pm-10:52 pm

2 stops12h 07m

$429

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Tue 9/8

11:18 pm-12:59 pm

1 stop10h 41m

Hilton Head Island

Tue 9/15

1:45 pm-10:52 pm

2 stops12h 07m

$464

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Tue 9/1

11:09 pm-1:05 pm

1 stop10h 56m

Hilton Head Island

Sat 9/5

2:48 pm-10:50 pm

1 stop11h 02m

$489

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Tue 9/1

7:15 pm-2:03 pm

2 stops15h 48m

Hilton Head Island

Sat 9/5

2:48 pm-10:50 pm

1 stop11h 02m

$494

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Sat 8/29

7:15 pm-2:03 pm

2 stops15h 48m

Hilton Head Island

Tue 9/1

2:58 pm-10:52 pm

1 stop10h 54m

$494
Quickest round-trip

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Wed 9/2

10:59 pm-11:09 am

1 stop9h 10m

Hilton Head Island

Wed 9/9

12:50 pm-5:52 pm

1 stop8h 02m

$497

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Sat 8/29

7:15 pm-2:03 pm

2 stops15h 48m

Hilton Head Island

Tue 9/1

1:50 pm-10:52 pm

2 stops12h 02m

$539

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Wed 9/2

11:34 pm-2:57 pm

2 stops12h 23m

Hilton Head Island

Wed 9/9

12:50 pm-5:52 pm

1 stop8h 02m

$561

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Wed 9/2

11:34 pm-2:57 pm

2 stops12h 23m

Hilton Head Island

Wed 9/9

2:15 pm-11:23 pm

2 stops12h 08m

$683

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Oregon to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Hilton Head Island?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Hilton Head Island from Oregon according to our data. United Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 5 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

Cheap Oregon to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Hilton Head Island

Fastest flight time

15h 48m

Direct flights

None
The fastest flight from Oregon to Hilton Head Island takes 15h 48m
There are no direct flights from Oregon to Hilton Head Island. There are no popular flight routes from Oregon to Hilton Head Island.
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Frequently asked questions about flying from Oregon to Hilton Head Island

  • When did momondo last update prices for flights from Oregon to Hilton Head Island Airport?

    Prices for flights from Oregon to Hilton Head Island Airport are updated daily.

  • How many operators does momondo search for flights from Oregon to Hilton Head Island Airport?

  • How old do you have to be to fly from Oregon to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents you'll need for your trip to Hilton Head Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Hilton Head Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oregon to Hilton Head Island

Compare and see reviews for airlines that fly from Oregon to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $378Free CancellationRating
7.1
11,898 reviews
Search American Airlines flights

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
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Hilton Head Island?

It is quick and easy to find Oregon to Hilton Head Island flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Hilton Head Island that suits you.

Can I find flights from Oregon to Hilton Head Island with flexible booking policies on momondo?

All flight searches from Oregon to Hilton Head Island on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Oregon to Hilton Head Island?

Once you have performed a search for Oregon to Hilton Head Island flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Oregon to Hilton Head Island right now. Can momondo alert me if prices change?

Price alerts on flights to Hilton Head Island from Oregon are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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