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Cheap flights from Hilton Head Island to Portland from $418

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Portland departing on 10/14. 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

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Find the cheapest flights from Hilton Head Island to Portland

Cheap round-trip flights

American Airlines Logo
3:32 pm - 11:51 pmHHH-PWM
8h 19m2 stops
American Airlines Logo
5:46 am - 10:46 amPWM-HHH
5h 00m1 stop
$418American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
American Airlines Logo
3:32 pm - 10:10 pmHHH-PWM
6h 38m1 stop
American Airlines Logo
5:46 am - 10:46 amPWM-HHH
5h 00m1 stop
$493American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
American Airlines Logo
5:21 pm - 11:54 amHHH-PWM
18h 33m2 stops
American Airlines Logo
5:46 am - 10:46 amPWM-HHH
5h 00m1 stop
$536American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
United Airlines Logo
11:57 am - 6:23 pmHHH-PWM
6h 26m1 stop
United Airlines Logo
6:00 am - 11:16 amPWM-HHH
5h 16m1 stop
$550United Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
11:16 am - 4:41 pmHHH-PWM
5h 25m1 stop
American Airlines Logo
5:46 am - 10:46 amPWM-HHH
5h 00m1 stop
$557American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
American Airlines Logo
5:21 pm - 11:54 amHHH-PWM
18h 33m2 stops
American Airlines Logo
5:12 pm - 11:32 amPWM-HHH
18h 20m2 stops
$644American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
United Airlines Logo
11:57 am - 7:41 pmHHH-PWM
7h 44m2 stops
United Airlines Logo
6:00 am - 11:16 amPWM-HHH
5h 16m1 stop
$736United Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
12:02 pm - 8:16 pmHHH-PWM
8h 14m2 stops
American Airlines Logo
7:00 am - 5:27 pmPWM-HHH
10h 27m2 stops
$911American Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13

American Airlines flights from Hilton Head Island to Portland, Maine

Our best American Airlines deals on Hilton Head Island to Portland, Maine flight tickets
American Airlines
Oct 14
HHH3:32 pmHilton Head Island
8h 19m
2 stops
PWM11:51 pmPortland
Oct 18
PWM5:46 amPortland
5h 00m
1 stop
HHH10:46 amHilton Head Island
$418
Find similar
American Airlines
Oct 14
HHH3:32 pmHilton Head Island
6h 38m
1 stop
PWM10:10 pmPortland
Oct 18
PWM5:46 amPortland
5h 00m
1 stop
HHH10:46 amHilton Head Island
$493
Find similar
American Airlines
Oct 14
HHH5:21 pmHilton Head Island
18h 33m
2 stops
PWM11:54 amPortland
Oct 18
PWM5:46 amPortland
5h 00m
1 stop
HHH10:46 amHilton Head Island
$536
Find similar

United Airlines flights from Hilton Head Island to Portland, Maine

Our best United Airlines deals on Hilton Head Island to Portland, Maine flight tickets
United Airlines
Oct 10
HHH11:57 amHilton Head Island
6h 26m
1 stop
PWM6:23 pmPortland
Oct 13
PWM6:00 amPortland
5h 16m
1 stop
HHH11:16 amHilton Head Island
$550
Find similar
United Airlines
Oct 10
HHH11:57 amHilton Head Island
7h 44m
2 stops
PWM7:41 pmPortland
Oct 13
PWM6:00 amPortland
5h 16m
1 stop
HHH11:16 amHilton Head Island
$736
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Portland, Maine 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 September 15, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

3:32 pm-11:51 pm

2 stops8h 19m

Portland

Sat 10/18

5:46 am-10:46 am

1 stop5h 00m

$418

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

3:32 pm-10:10 pm

1 stop6h 38m

Portland

Sat 10/18

5:46 am-10:46 am

1 stop5h 00m

$493

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

5:21 pm-11:54 am

2 stops18h 33m

Portland

Sat 10/18

5:46 am-10:46 am

1 stop5h 00m

$536

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 10/10

11:57 am-6:23 pm

1 stop6h 26m

Portland

Mon 10/13

6:00 am-11:16 am

1 stop5h 16m

$550

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

11:16 am-4:41 pm

1 stop5h 25m

Portland

Sat 10/18

5:46 am-10:46 am

1 stop5h 00m

$557

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

5:21 pm-11:54 am

2 stops18h 33m

Portland

Sat 10/18

5:12 pm-11:32 am

2 stops18h 20m

$644

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 10/10

11:57 am-7:41 pm

2 stops7h 44m

Portland

Mon 10/13

6:00 am-11:16 am

1 stop5h 16m

$736

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 10/10

12:02 pm-8:16 pm

2 stops8h 14m

Portland

Mon 10/13

7:00 am-5:27 pm

2 stops10h 27m

$911

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Mon 10/13

11:57 am-4:44 pm

1 stop4h 47m

$709

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Mon 10/13

11:57 am-7:41 pm

2 stops7h 44m

$982

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Portland from

How to get the cheapest flight ticket from Hilton Head Island to Portland, Maine

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 Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Hilton Head Island is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $292. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Hilton Head Island because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $322.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Hilton Head Island to Portland, Maine when you can find flight prices for as low as $292. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $334. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Hilton Head Island to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Hilton Head Island to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hilton Head Island to Portland, Maine (HHH to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Portland, Maine

Direct flights

None
There are no direct flights from Hilton Head Island to Portland, Maine. There are no popular flight routes from Hilton Head Island to Portland, Maine.
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  • How far is Hilton Head Island to Portland by plane?

    There are 973.5 mi between Hilton Head Island and Portland. By plane, this route typically takes 5h 25m.

  • When did momondo last update prices for flights from Hilton Head Island Airport to Portland Airport?

    Prices for flights from Hilton Head Island Airport to Portland Airport refresh daily.

  • How many operators does momondo search for flights from Hilton Head Island Airport to Portland Airport?

  • How old do you have to be to fly from Hilton Head Island Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Hilton Head Island to Portland, Maine?

Best airlines flying from Hilton Head Island to Portland, Maine

Compare and see reviews for airlines that fly from Hilton Head Island to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $243Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Gorham
Auburn
Intervale
Windham
Bath
Oxford
Georgetown
Tamworth
Falmouth

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Portland?

It is quick and easy to find Hilton Head Island to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

Can I find flights from Hilton Head Island to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Hilton Head Island which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Hilton Head Island to Portland?

Once you have performed a search for Hilton Head Island to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Hilton Head Island to Portland right now. Can momondo alert me if prices change?

Price alerts on flights to Portland from Hilton Head Island 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.

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