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Cheap flights from Portland to Hilton Head Island from $522

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 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Hilton Head Island

Cheap round-trip flights

American Airlines Logo
1:09 pm - 1:27 pmPDX-HHH
21h 18m1 stop
American Airlines Logo
12:56 pm - 12:05 amHHH-PDX
14h 09m2 stops
$522American Airlines
Find Deal
Fri, Sep 5 - Wed, Sep 10
United Airlines Logo
3:44 pm - 11:25 amPDX-HHH
16h 41m2 stops
United Airlines Logo
12:06 pm - 12:45 amHHH-PDX
15h 39m2 stops
$524United Airlines
Find Deal
Fri, Sep 5 - Wed, Sep 10
American Airlines Logo
11:12 pm - 12:44 pmPDX-HHH
10h 32m1 stop
American Airlines Logo
12:29 pm - 9:15 pmHHH-PDX
11h 46m2 stops
$526American Airlines
Find Deal
Thu, Aug 14 - Mon, Aug 18
United Airlines Logo
10:44 pm - 11:25 amPDX-HHH
9h 41m1 stop
United Airlines Logo
12:06 pm - 10:37 pmHHH-PDX
13h 31m2 stops
$558United Airlines
Find Deal
Fri, Sep 5 - Thu, Sep 11
United Airlines Logo
5:40 pm - 11:25 amPDX-HHH
14h 45m2 stops
United Airlines Logo
12:06 pm - 10:37 pmHHH-PDX
13h 31m2 stops
$563United Airlines
Find Deal
Fri, Sep 5 - Thu, Sep 11
American Airlines Logo
11:12 pm - 12:44 pmPDX-HHH
10h 32m1 stop
American Airlines Logo
3:35 pm - 8:16 pmHHH-PDX
7h 41m1 stop
$587American Airlines
Find Deal
Thu, Aug 14 - Mon, Aug 18
American Airlines Logo
11:59 pm - 3:05 pmPDX-HHH
12h 06m2 stops
American Airlines Logo
12:29 pm - 9:15 pmHHH-PDX
11h 46m2 stops
$593American Airlines
Find Deal
Thu, Aug 14 - Mon, Aug 18
United Airlines Logo
3:44 pm - 11:25 amPDX-HHH
16h 41m2 stops
United Airlines Logo
12:06 pm - 2:42 pmHHH-PDX
29h 36m3 stops
$695United Airlines
Find Deal
Fri, Sep 5 - Wed, Sep 10
Delta Logo
12:46 am - 3:22 pmPDX-HHH
11h 36m2 stops
Delta Logo
12:11 pm - 7:03 pmHHH-PDX
9h 52m1 stop
$1,053Delta
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Wed, Aug 13 - Mon, Aug 18
Delta Logo
12:46 am - 3:22 pmPDX-HHH
11h 36m2 stops
Delta Logo
12:11 pm - 10:33 pmHHH-PDX
13h 22m2 stops
$1,058Delta
Find Deal
Wed, Aug 13 - Mon, Aug 18

American Airlines flights from Portland to Hilton Head Island

Our best American Airlines deals on Portland to Hilton Head Island flight tickets
American Airlines
Sep 5
PDX1:09 pmPortland
21h 18m
1 stop
HHH1:27 pmHilton Head Island
Sep 10
HHH12:56 pmHilton Head Island
14h 09m
2 stops
PDX12:05 amPortland
$522
Find similar
American Airlines
Aug 14
PDX11:12 pmPortland
10h 32m
1 stop
HHH12:44 pmHilton Head Island
Aug 18
HHH12:29 pmHilton Head Island
11h 46m
2 stops
PDX9:15 pmPortland
$526
Find similar
American Airlines
Aug 14
PDX11:12 pmPortland
10h 32m
1 stop
HHH12:44 pmHilton Head Island
Aug 18
HHH3:35 pmHilton Head Island
7h 41m
1 stop
PDX8:16 pmPortland
$587
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
Sep 5
PDX3:44 pmPortland
16h 41m
2 stops
HHH11:25 amHilton Head Island
Sep 10
HHH12:06 pmHilton Head Island
15h 39m
2 stops
PDX12:45 amPortland
$524
Find similar
United Airlines
Sep 5
PDX10:44 pmPortland
9h 41m
1 stop
HHH11:25 amHilton Head Island
Sep 11
HHH12:06 pmHilton Head Island
13h 31m
2 stops
PDX10:37 pmPortland
$558
Find similar
United Airlines
Sep 5
PDX5:40 pmPortland
14h 45m
2 stops
HHH11:25 amHilton Head Island
Sep 11
HHH12:06 pmHilton Head Island
13h 31m
2 stops
PDX10:37 pmPortland
$563
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 July 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 9/5

1:09 pm-1:27 pm

1 stop21h 18m

Hilton Head Island

Wed 9/10

12:56 pm-12:05 am

2 stops14h 09m

$522

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 9/5

3:44 pm-11:25 am

2 stops16h 41m

Hilton Head Island

Wed 9/10

12:06 pm-12:45 am

2 stops15h 39m

$524

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Thu 8/14

11:12 pm-12:44 pm

1 stop10h 32m

Hilton Head Island

Mon 8/18

12:29 pm-9:15 pm

2 stops11h 46m

$526

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 9/5

10:44 pm-11:25 am

1 stop9h 41m

Hilton Head Island

Thu 9/11

12:06 pm-10:37 pm

2 stops13h 31m

$558

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 9/5

5:40 pm-11:25 am

2 stops14h 45m

Hilton Head Island

Thu 9/11

12:06 pm-10:37 pm

2 stops13h 31m

$563

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Thu 8/14

11:12 pm-12:44 pm

1 stop10h 32m

Hilton Head Island

Mon 8/18

3:35 pm-8:16 pm

1 stop7h 41m

$587

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Thu 8/14

11:59 pm-3:05 pm

2 stops12h 06m

Hilton Head Island

Mon 8/18

12:29 pm-9:15 pm

2 stops11h 46m

$593

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Fri 9/5

3:44 pm-11:25 am

2 stops16h 41m

Hilton Head Island

Wed 9/10

12:06 pm-2:42 pm

3 stops29h 36m

$695

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Wed 8/13

12:46 am-3:22 pm

2 stops11h 36m

Hilton Head Island

Mon 8/18

12:11 pm-7:03 pm

1 stop9h 52m

$1,053

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

Wed 8/13

12:46 am-3:22 pm

2 stops11h 36m

Hilton Head Island

Mon 8/18

12:11 pm-10:33 pm

2 stops13h 22m

$1,058

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

Best Price Found

$522

Fastest flight time

9h 41m

Direct flights

None

Airports in Hilton Head Island

1 airport
The best flight deal from Portland to Hilton Head Island found on momondo in the last 72 hours is $522
The fastest flight from Portland to Hilton Head Island takes 9h 41m
There are no direct flights from Portland to Hilton Head Island. Popular non-direct route for this connection is Portland Airport - Hilton Head Island Airport.
There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)
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 9h 41m, 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 $382Free CancellationRating
7.2
10,000 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.
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