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$338+ Cheap flights from Hilton Head Island to Portland, ME (HHH - PWM)

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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — PWM
Mar 9 — Mar 161
Sun 3/9
Sun 3/16
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 4, 2025.

Round-trip from

$338
(American Airlines)
From Hilton Head Island to Portland
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Find flight deals from Hilton Head Island to Portland

Cheapest flights from Hilton Head Island to Portland
Explore the most affordable flight options available from Hilton Head Island to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 4, 2025.

This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/222:50 pmHHH - PWM
2 stops9h 04mAmerican Airlines
Sat 4/265:38 amPWM - HHH
1 stop5h 25mAmerican Airlines
Deal found 3/4$338

Find flights from Hilton Head Island to Portland within your budget

Customize your flight search to find flights from Hilton Head Island to Portland 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, Cheapflights users made 2,558,603 searches. Data last updated March 4, 2025.

Fly from

Hilton Head Island

Fly to

Portland

Route

Depart

Return

Price

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 4/22

2:50 pm-11:54 pm

2 stops9h 04m

Portland

Sat 4/26

5:38 am-11:03 am

1 stop5h 25m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

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

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

Travel insights for flights from Hilton Head Island to Portland

Get recent, data-driven insights about flights from Hilton Head Island to Portland including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Portland, Maine (average of $296). Flying from Hilton Head Island to Portland, Maine in April is currently the most expensive (average of $477). 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 HHH to PWM?

Find hourly flight availability from Hilton Head Island to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 4, 2025.

It’s typically best to fly out from Hilton Head Island to Portland, Maine at noon. Doing so could potentially save you 13% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated March 4, 2025.
American Airlines
7.2
Good
10,000 reviews

Entertainment

7.0

Food

6.5

Crew

8.0

Comfort

7.3

Boarding

7.5

Overall

7.2

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

7.0

Food

6.5

Crew

8.0

Comfort

7.3

Boarding

7.5

Overall

7.2

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Hilton Head Island to Portland, Maine round-trip?

    American Airlines, at $338, was found to be the cheapest airline from Hilton Head Island to Portland, Maine..

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Portland.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Portland 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 Hilton Head Island to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Portland, Maine (average of $296). Flying from Hilton Head Island to Portland, Maine in April is currently the most expensive (average of $477). 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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Top airline flying from Hilton Head Island to Portland

Discover the top airline that operate flights from Hilton Head Island to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$243Average$337FlexibilityNo cancel feeOn-time71%
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