$180 Cheap Flights from Hilton Head Island (HHH) to Portland (PWM)

View $180 flight on Wed, Apr 15, 2026Opens in a new window

Popular airlines from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)

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Cheap Flights from Hilton Head Island to Portland (HHH-PWM)

Prices were available within the past 7 days and start at $180 for one-way flights and $259 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Oct 31 - Sun, Nov 2
HHH
Hilton Head Island
PWM
Portland
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Oct 31 from Hilton Head Island to Portland, returning Sun, Nov 2, priced at $259 found 3 days ago
American Airlines
Fri, Oct 31 - Sun, Nov 2
HHH
Hilton Head Island
PWM
Portland
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Oct 31 from Hilton Head Island to Portland, returning Sun, Nov 2, priced at $274 found 3 days ago
Delta
Fri, Oct 24 - Fri, Oct 31
HHH
Hilton Head Island
PWM
Portland
$301 Roundtrip, found 5 days ago
$301
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 24 from Hilton Head Island to Portland, returning Fri, Oct 31, priced at $301 found 5 days ago
Delta
Wed, Oct 15 - Tue, Oct 21
HHH
Hilton Head Island
PWM
Portland
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 15 from Hilton Head Island to Portland, returning Tue, Oct 21, priced at $313 found 2 days ago
Delta
Thu, Oct 23 - Sat, Oct 25
HHH
Hilton Head Island
PWM
Portland
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 23 from Hilton Head Island to Portland, returning Sat, Oct 25, priced at $314 found 5 days ago
Delta
Tue, Oct 21 - Fri, Oct 24
HHH
Hilton Head Island
PWM
Portland
$316 Roundtrip, found 5 days ago
$316
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 21 from Hilton Head Island to Portland, returning Fri, Oct 24, priced at $316 found 5 days ago
Delta
Thu, Oct 16 - Tue, Oct 21
HHH
Hilton Head Island
PWM
Portland
$328 Roundtrip, found 2 days ago
$328
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 16 from Hilton Head Island to Portland, returning Tue, Oct 21, priced at $328 found 2 days ago
Delta
Fri, Oct 24 - Fri, Oct 31
HHH
Hilton Head Island
PWM
Portland
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 24 from Hilton Head Island to Portland, returning Fri, Oct 31, priced at $337 found 5 days ago
American Airlines
Tue, Oct 28 - Tue, Nov 4
HHH
Hilton Head Island
PWM
Portland
$341 Roundtrip, found 3 days ago
$341
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 28 from Hilton Head Island to Portland, returning Tue, Nov 4, priced at $341 found 3 days ago
United
Sat, Oct 18 - Tue, Oct 21
HHH
Hilton Head Island
PWM
Portland
$353 Roundtrip, found 2 days ago
$353
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct 18 from Hilton Head Island to Portland, returning Tue, Oct 21, priced at $353 found 2 days ago

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $626
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $626

Frequently asked questions

How much does a flight from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM) cost?
Lock in a cheap one-way flight from $180 or cheap return flight from $259 from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
The cheapest month to fly from HHH to PWM is October, when demand is low. Off-peak months are typically when better flight deals are available between these airports.
Which airlines fly direct from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
Direct flights aren't available from Hilton Head Island, SC (HHH) to Portland Intl. Jetport Airport (PWM). However, you can find other airports that have nonstop flights. Start your journey at Charleston Intl. Airport (CHS) and head straight to Portland without a layover.
What is the cheapest airline that flies from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest HHH to PWM flight.
How many flights per day from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
Nonstop flights from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from HHH to PWM?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change based on a range of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
To avoid possible delays on the Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM) route, travel before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM) last-minute?
Booking your ticket from HHH to PWM just before your trip is generally more expensive. But if you're flexible with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a HHH to PWM flight and hotel package?
Compared with arranging hotels and flights separately, booking a HHH to PWM flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one easy place takes the hassle out of planning your trip. Just pick your flights and choose from our wide range of hotels, then customize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Hilton Head Island Airport (HHH) to Portland Intl. Jetport Airport (PWM)?
In most cases, you can modify or cancel your HHH to PWM flight. However, there may be additional fees, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you want further information, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Hilton Head Island
Destination airport
Portland Intl. Jetport
Airlines serving
American Airlines, Delta, United
Roundtrip price
$258
Distance
969 mi

Book with confidence

Book with confidence

Hilton Head Island to Portland Flights

The cheapest times to fly from Hilton Head Island to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Hilton Head Island to Portland are during the month of October. You can find some of the cheapest flights from Hilton Head Island to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Hilton Head Island to Portland

Sunday is one of the best days to book for cheap flights from Hilton Head Island to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Hilton Head Island to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Hilton Head Island to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $180 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Hilton Head Island to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Hilton Head Island to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Hilton Head Island to Portland Flights

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*Available to One Key members.