What are the cheapest airlines flying from Portland to Hilton Head Island round-trip?

American Airlines, at $522, was found to be the cheapest airline from Portland to Hilton Head Island.Alternate airlines to your destination round-trip include United Airlines and Delta.

What is the cheapest day to fly from Portland to Hilton Head Island?

Travelers seeking maximum savings on their Portland to Hilton Head Island flight should consider departing on Thursday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest day to fly round-trip from Portland to Hilton Head Island?

Saturday flights are found to be more expensive to fly from Portland to Hilton Head Island. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Hilton Head Island.

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

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

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

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

Yes. Cheapflights offers flight deals from Portland 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.

$522+ Flights from Portland to Hilton Head Island

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Cheap flight deals from Portland to Hilton Head Island

Round-trip from	$522 (American Airlines)

From Portland to Hilton Head Island

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Find flight deals from Portland to Hilton Head Island

Cheapest flights from Portland to Hilton Head Island
Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

vie. 9/51:09 pmPDX - HHH

1 stop21h 18mAmerican Airlines

mié. 9/1012:56 pmHHH - PDX

2 stops14h 09mAmerican Airlines

Deal found 7/29

$522

vie. 9/53:44 pmPDX - HHH

2 stops16h 41mUnited Airlines

mié. 9/1012:06 pmHHH - PDX

2 stops15h 39mUnited Airlines

Deal found 7/29

$524

mié. 8/1312:46 amPDX - HHH

2 stops11h 36mDelta

lun. 8/1812:11 pmHHH - PDX

1 stop9h 52mDelta

Deal found 7/30

$1,053

Best flights from Portland to Hilton Head Island
Discover carefully curated flight deals from Portland to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 30, 2025.

vie. 9/51:09 pmPDX - HHH

1 stop21h 18mAmerican Airlines

mié. 9/1012:56 pmHHH - PDX

2 stops14h 09mAmerican Airlines

Deal found 7/29

$522

vie. 9/53:44 pmPDX - HHH

2 stops16h 41mUnited Airlines

mié. 9/1012:06 pmHHH - PDX

2 stops15h 39mUnited Airlines

Deal found 7/29

$524

mié. 8/1312:46 amPDX - HHH

2 stops11h 36mDelta

lun. 8/1812:11 pmHHH - PDX

1 stop9h 52mDelta

Deal found 7/30

$1,053

Last-minute flights from Portland to Hilton Head Island
Discover last-minute flight deals from Portland to Hilton Head Island. Data last updated julio 30, 2025 and is based on user searches.

mié. 8/1312:46 amPDX - HHH

2 stops11h 36mDelta

lun. 8/1812:11 pmHHH - PDX

1 stop9h 52mDelta

Deal found 7/30

$1,053

jue. 8/1411:12 pmPDX - HHH

1 stop10h 32mAmerican Airlines

lun. 8/1812:29 pmHHH - PDX

2 stops11h 46mAmerican Airlines

Deal found 7/30

$526

Cheapflights Fare Finder

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

vie. 9/5

1:09 pm-1:27 pm

1 stop21h 18m

Hilton Head Island

mié. 9/10

12:56 pm-12:05 am

2 stops14h 09m

$522

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

vie. 9/5

3:44 pm-11:25 am

2 stops16h 41m

Hilton Head Island

mié. 9/10

12:06 pm-12:45 am

2 stops15h 39m

$524

PortlandHilton Head Island

PDX - HHH

PDXHHH

Portland

mié. 8/13

12:46 am-3:22 pm

2 stops11h 36m

Hilton Head Island

lun. 8/18

12:11 pm-7:03 pm

1 stop9h 52m

$1,053

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

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

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

Currently, January is the cheapest month in which you can book a flight from Portland to Hilton Head Island (average of $275). Flying from Portland 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 PDX to HHH?

Unlike at noon, when flights are generally more expensive, you can save up to 15% on flights from Portland to Hilton Head Island by exploring options for tickets in the morning.

Reviews of airlines servicing Hilton Head Island

Read through reviews of airlines operating flights from Portland to Hilton Head Island, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,980 reviews

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,896 reviews

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What are the cheapest airlines flying from Portland to Hilton Head Island round-trip?
American Airlines, at $522, was found to be the cheapest airline from Portland to Hilton Head Island.Alternate airlines to your destination round-trip include United Airlines and Delta.
Can I find deals for flights from Portland to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Portland to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Portland 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 Portland to Hilton Head Island.
Can I find deals for business class flights from Portland to Hilton Head Island?
Yes. Cheapflights offers flight deals from Portland 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 Portland to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from Portland to Hilton Head Island (average of $275). Flying from Portland 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

Beaufort

Bluffton

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Top airline flying from Portland to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$382	Average$614	FlexibilityNo cancel fee	On-time71%

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$522+ Cheap flights from Portland to Hilton Head Island (PDX - HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Portland to Hilton Head Island

Round-trip from

Find flight deals from Portland to Hilton Head Island

Cheapest flights from Portland to Hilton Head IslandExplore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Hilton Head Island that are best for you.

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

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Portland with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Portland to Hilton Head Island

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

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

Find hourly flight availability from Portland 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 julio 30, 2025.

Reviews of airlines servicing Hilton Head Island

Read through reviews of airlines operating flights from Portland to Hilton Head Island, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Portland 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 are the cheapest airlines flying from Portland to Hilton Head Island round-trip?

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

How can I find direct flights from Portland to Hilton Head Island?

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

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

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Portland to Hilton Head Island

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Portland to Hilton Head Island
Explore the most affordable flight options available from Portland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.