Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Portland to Hilton Head Island from $414

This is the cheapest round-trip 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 11/14. 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
0 bags

Discover deals from 900+ travel sites with momondo.

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

Find the cheapest flights from Portland to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:59 pm - 2:19 pmPDX-HHH
11h 20m2 stops
American Airlines Logo
1:02 pm - 8:18 pmHHH-PDX
10h 16m1 stop
$414American Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 2:19 pmPDX-HHH
11h 20m2 stops
American Airlines Logo
1:02 pm - 11:26 pmHHH-PDX
13h 24m2 stops
$419American Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
American Airlines Logo
11:59 pm - 2:59 pmPDX-HHH
12h 00m2 stops
American Airlines Logo
3:29 pm - 8:24 pmHHH-PDX
7h 55m1 stop
$438American Airlines
Find Deal
Sun, Jan 11 - Thu, Jan 15
American Airlines Logo
6:22 pm - 12:20 pmPDX-HHH
14h 58m2 stops
American Airlines Logo
12:51 pm - 10:38 pmHHH-PDX
12h 47m2 stops
$443American Airlines
Find Deal
Sun, Jan 11 - Thu, Jan 15
American Airlines Logo
6:42 pm - 10:24 amPDX-HHH
12h 42m2 stops
American Airlines Logo
4:10 pm - 8:40 pmHHH-PDX
7h 30m1 stop
$552American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
10:47 pm - 10:24 amPDX-HHH
8h 37m1 stop
American Airlines Logo
4:10 pm - 8:40 pmHHH-PDX
7h 30m1 stop
$613American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
10:47 pm - 10:24 amPDX-HHH
8h 37m1 stop
American Airlines Logo
4:10 pm - 8:40 pmHHH-PDX
7h 30m1 stop
$617American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
5:24 am - 5:34 pmPDX-HHH
9h 10m2 stops
American Airlines Logo
11:04 am - 8:24 pmHHH-PDX
12h 20m2 stops
$623American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
11:55 pm - 1:52 pmPDX-HHH
10h 57m1 stop
United Airlines Logo
3:00 pm - 1:15 pmHHH-PDX
25h 15m2 stops
$1,015United Airlines
Find Deal
Fri, Mar 20 - Sat, Mar 28
United Airlines Logo
11:55 pm - 1:52 pmPDX-HHH
10h 57m1 stop
United Airlines Logo
3:00 pm - 10:15 amHHH-PDX
22h 15m3 stops
$1,047United Airlines
Find Deal
Fri, Mar 20 - Sat, Mar 28

American Airlines flights from Portland to Hilton Head Island

Our best American Airlines deals on Portland to Hilton Head Island flight tickets
American Airlines
Nov 14
PDX11:59 pmPortland
11h 20m
2 stops
HHH2:19 pmHilton Head Island
Nov 18
HHH1:02 pmHilton Head Island
10h 16m
1 stop
PDX8:18 pmPortland
$414
Find similar
American Airlines
Nov 14
PDX11:59 pmPortland
11h 20m
2 stops
HHH2:19 pmHilton Head Island
Nov 18
HHH1:02 pmHilton Head Island
13h 24m
2 stops
PDX11:26 pmPortland
$419
Find similar
American Airlines
Jan 11
PDX11:59 pmPortland
12h 00m
2 stops
HHH2:59 pmHilton Head Island
Jan 15
HHH3:29 pmHilton Head Island
7h 55m
1 stop
PDX8:24 pmPortland
$438
Find similar

United Airlines flights from Portland to Hilton Head Island

Our best United Airlines deals on Portland to Hilton Head Island flight tickets
United Airlines
Mar 20
PDX11:55 pmPortland
10h 57m
1 stop
HHH1:52 pmHilton Head Island
Mar 28
HHH3:00 pmHilton Head Island
25h 15m
2 stops
PDX1:15 pmPortland
$1,015
Find similar
United Airlines
Mar 20
PDX11:55 pmPortland
10h 57m
1 stop
HHH1:52 pmHilton Head Island
Mar 28
HHH3:00 pmHilton Head Island
22h 15m
3 stops
PDX10:15 amPortland
$1,047
Find similar
United Airlines
Mar 20
PDX11:55 pmPortland
10h 57m
1 stop
HHH1:52 pmHilton Head Island
Mar 28
HHH3:00 pmHilton Head Island
27h 05m
1 stop
PDX3:05 pmPortland
$1,056
Find similar

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 October 30, 2025.
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

Fri 11/14

11:59 pm-2:19 pm

2 stops11h 20m

Hilton Head Island

Tue 11/18

1:02 pm-8:18 pm

1 stop10h 16m

$414

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 11/14

11:59 pm-2:19 pm

2 stops11h 20m

Hilton Head Island

Tue 11/18

1:02 pm-11:26 pm

2 stops13h 24m

$419

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Sun 1/11

11:59 pm-2:59 pm

2 stops12h 00m

Hilton Head Island

Thu 1/15

3:29 pm-8:24 pm

1 stop7h 55m

$438

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Sun 1/11

6:22 pm-12:20 pm

2 stops14h 58m

Hilton Head Island

Thu 1/15

12:51 pm-10:38 pm

2 stops12h 47m

$443

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 3/10

6:42 pm-10:24 am

2 stops12h 42m

Hilton Head Island

Wed 3/11

4:10 pm-8:40 pm

1 stop7h 30m

$552

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 3/10

10:47 pm-10:24 am

1 stop8h 37m

Hilton Head Island

Wed 3/11

4:10 pm-8:40 pm

1 stop7h 30m

$613

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 3/10

10:47 pm-10:24 am

1 stop8h 37m

Hilton Head Island

Wed 3/11

4:10 pm-8:40 pm

1 stop7h 30m

$617

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Tue 3/10

5:24 am-5:34 pm

2 stops9h 10m

Hilton Head Island

Wed 3/11

11:04 am-8:24 pm

2 stops12h 20m

$623

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 3/20

11:55 pm-1:52 pm

1 stop10h 57m

Hilton Head Island

Sat 3/28

3:00 pm-1:15 pm

2 stops25h 15m

$1,015

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 3/20

11:55 pm-1:52 pm

1 stop10h 57m

Hilton Head Island

Sat 3/28

3:00 pm-10:15 am

3 stops22h 15m

$1,047

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 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 day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Portland to Hilton Head Island is on a Thursday. Travelers who choose to depart for Hilton Head Island on a Thursday will often find tickets for as low as $531. On the other hand, Sunday is the most expensive day to depart from Portland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $734.

What is the cheapest time of day to depart on your flight to Hilton Head Island?

Flying to Hilton Head Island from Portland in the morning is the least expensive time of day to depart. momondo users have found prices as low as $650 when looking at flights departing in the morning. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $764 on average. Flights to Hilton Head Island from Portland in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

Direct flights

None
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

  • 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 7h 45m, 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 $367Free CancellationRating
7.2
11,034 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
Sat 11/29
Sat 12/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States