Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Portland to Hilton Head Island from $415

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Hilton Head Island departing on 8/18. 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 Portland 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
American Airlines Logo
11:34 pm - 1:17 pmPDX  Portland-HHH Hilton Head Island
10h 43m1 stop Chicago O'Hare Intl
American Airlines Logo
1:52 pm - 11:59 pmHHH  Hilton Head Island-PDX Portland
13h 07m1 stop Chicago O'Hare Intl
$708American Airlines
Wed, Aug 19 - Wed, Aug 26

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Portland to Hilton Head Island

Our best Delta deals on Portland to Hilton Head Island flight tickets
Delta
Aug 18
PDX12:35 amPortland
11h 57m
2 stops
HHH3:32 pmHilton Head Island
Aug 26
HHH12:15 pmHilton Head Island
12h 57m
2 stops
PDX10:12 pmPortland
$609
Delta
Aug 18
PDX12:35 amPortland
11h 57m
2 stops
HHH3:32 pmHilton Head Island
Aug 26
HHH12:15 pmHilton Head Island
9h 40m
1 stop
PDX6:55 pmPortland
$663

United Airlines flights from Portland to Hilton Head Island

Our best United Airlines deals on Portland 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

momondo Fare Finder

 
Customize your flight search to find flights from Portland 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 9, 2026.
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

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

PortlandHilton Head Island

PDX Portland - HHH Hilton Head Island

PDXHHH

Portland

Wed 8/19

11:34 pm-1:17 pm

1 stop10h 43m

Hilton Head Island

Wed 8/26

1:52 pm-11:59 pm

1 stop13h 07m

$708

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Portland 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 is the cheapest airline that flies from Portland to Hilton Head Island?

Delta and American Airlines are the most popular carriers operating from Portland to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Hilton Head Island from Portland according to our data. American Airlines is the first choice among our users, with 36% 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.

When to book flights from Portland to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Hilton Head Island (PDX to HHH) flight deals and tips

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

Fastest flight time

10h 57m

Direct flights

None
The fastest flight from Portland to Hilton Head Island takes 10h 57m
There are no direct flights from Portland to Hilton Head Island. There are no popular flight routes from Portland to Hilton Head Island.
Search flight deals

Frequently asked questions about flying from Portland to Hilton Head Island

  • How far is Portland to Hilton Head Island by plane?

    Portland and Hilton Head Island are 2400.8 mi apart from one another. Flights usually cover this in 10h 57m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Portland Airport to Hilton Head Island Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Hilton Head Island Airport.

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

    The required travel and health documents for your Hilton Head Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hilton Head Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Portland to Hilton Head Island?

Best airlines flying from Portland to Hilton Head Island

Compare and see reviews for airlines that fly from Portland to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $378Free CancellationRating
7.1
11,889 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 Portland to Hilton Head Island?

Finding the right flight to Hilton Head Island from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Portland to Hilton Head Island flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Portland and Hilton Head Island by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Hilton Head Island from Portland 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.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/8
Tue 9/15
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States