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Cheap flights from Hilton Head Island to Portland from $274

This is the cheapest one-way 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 5/24. 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

Enter your travel dates to find the best prices.
American Airlines Logo
4:24 pm - 10:30 pm
HHH
-
PWM
6h 06m
1 stop
American Airlines Logo
5:38 am - 10:27 am
PWM
-
HHH
4h 49m
1 stop
$389American Airlines
Sat, Jun 6 - Thu, Jun 11
American Airlines Logo
5:51 pm - 9:54 am
HHH
-
PWM
16h 03m
2 stops
American Airlines Logo
6:00 am - 1:40 pm
PWM
-
HHH
7h 40m
1 stop
$411American Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
2:54 pm - 10:13 pm
HHH
-
PWM
7h 19m
1 stop
American Airlines Logo
6:00 am - 1:40 pm
PWM
-
HHH
7h 40m
1 stop
$429American Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
5:51 pm - 9:54 am
HHH
-
PWM
16h 03m
2 stops
American Airlines Logo
6:00 am - 1:40 pm
PWM
-
HHH
7h 40m
1 stop
$436American Airlines
Tue, May 12 - Sat, May 16
Delta Logo
4:05 pm - 11:18 pm
HHH
-
PWM
7h 13m
1 stop
Delta Logo
6:00 am - 11:23 am
PWM
-
HHH
5h 23m
1 stop
$438Delta
Fri, Jun 5 - Thu, Jun 11
United Airlines Logo
3:05 pm - 9:51 pm
HHH
-
PWM
6h 46m
1 stop
United Airlines Logo
6:00 am - 2:21 pm
PWM
-
HHH
8h 21m
1 stop
$446United Airlines
Fri, Jun 5 - Fri, Jun 12
American Airlines Logo
5:51 pm - 9:54 am
HHH
-
PWM
16h 03m
2 stops
American Airlines Logo
11:24 am - 6:20 pm
PWM
-
HHH
6h 56m
2 stops
$449American Airlines
Tue, May 12 - Sat, May 16
United Airlines Logo
3:05 pm - 9:51 pm
HHH
-
PWM
6h 46m
1 stop
United Airlines Logo
5:15 am - 2:21 pm
PWM
-
HHH
9h 06m
2 stops
$451United Airlines
Fri, Jun 5 - Wed, Jun 10
American Airlines Logo
5:51 pm - 9:54 am
HHH
-
PWM
16h 03m
2 stops
American Airlines Logo
6:00 am - 2:24 pm
PWM
-
HHH
8h 24m
2 stops
$474American Airlines
Tue, May 12 - Sat, May 16
United Airlines Logo
3:05 pm - 11:51 pm
HHH
-
PWM
8h 46m
2 stops
United Airlines Logo
6:00 am - 2:21 pm
PWM
-
HHH
8h 21m
1 stop
$479United Airlines
Fri, Jun 5 - Fri, Jun 12

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
Jun 6
HHH4:24 pmHilton Head Island
6h 06m
1 stop
PWM10:30 pmPortland
Jun 11
PWM5:38 amPortland
4h 49m
1 stop
HHH10:27 amHilton Head Island
$389
American Airlines
May 12
HHH5:51 pmHilton Head Island
16h 03m
2 stops
PWM9:54 amPortland
May 16
PWM6:00 amPortland
7h 40m
1 stop
HHH1:40 pmHilton Head Island
$411
American Airlines
May 12
HHH2:54 pmHilton Head Island
7h 19m
1 stop
PWM10:13 pmPortland
May 16
PWM6:00 amPortland
7h 40m
1 stop
HHH1:40 pmHilton Head Island
$429

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
Jun 5
HHH3:05 pmHilton Head Island
6h 46m
1 stop
PWM9:51 pmPortland
Jun 12
PWM6:00 amPortland
8h 21m
1 stop
HHH2:21 pmHilton Head Island
$446
United Airlines
Jun 5
HHH3:05 pmHilton Head Island
6h 46m
1 stop
PWM9:51 pmPortland
Jun 10
PWM5:15 amPortland
9h 06m
2 stops
HHH2:21 pmHilton Head Island
$451
United Airlines
Jun 5
HHH3:05 pmHilton Head Island
8h 46m
2 stops
PWM11:51 pmPortland
Jun 11
PWM6:00 amPortland
6h 52m
1 stop
HHH12:52 pmHilton Head Island
$479

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 March 15, 2026.
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

Cheapest round-trip
Quickest round-trip

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Sat 6/6

4:24 pm-10:30 pm

1 stop6h 06m

Portland

Thu 6/11

5:38 am-10:27 am

1 stop4h 49m

$389

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 5/12

5:51 pm-9:54 am

2 stops16h 03m

Portland

Sat 5/16

6:00 am-1:40 pm

1 stop7h 40m

$411

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 5/12

2:54 pm-10:13 pm

1 stop7h 19m

Portland

Sat 5/16

6:00 am-1:40 pm

1 stop7h 40m

$429

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 5/12

5:51 pm-9:54 am

2 stops16h 03m

Portland

Sat 5/16

6:00 am-1:40 pm

1 stop7h 40m

$436

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 6/5

4:05 pm-11:18 pm

1 stop7h 13m

Portland

Thu 6/11

6:00 am-11:23 am

1 stop5h 23m

$438

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 6/5

3:05 pm-9:51 pm

1 stop6h 46m

Portland

Fri 6/12

6:00 am-2:21 pm

1 stop8h 21m

$446

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 5/12

5:51 pm-9:54 am

2 stops16h 03m

Portland

Sat 5/16

11:24 am-6:20 pm

2 stops6h 56m

$449

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 6/5

3:05 pm-9:51 pm

1 stop6h 46m

Portland

Wed 6/10

5:15 am-2:21 pm

2 stops9h 06m

$451

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 5/12

5:51 pm-9:54 am

2 stops16h 03m

Portland

Sat 5/16

6:00 am-2:24 pm

2 stops8h 24m

$474

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 6/5

3:05 pm-11:51 pm

2 stops8h 46m

Portland

Fri 6/12

6:00 am-2:21 pm

1 stop8h 21m

$479

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 airline that flies from Hilton Head Island to Portland?

American Airlines and United Airlines are the most popular carriers operating from Hilton Head Island to Portland

What airlines fly to Portland, Maine?

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Portland, Maine from Hilton Head Island according to our data. JetBlue is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 8 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

Fastest flight time

4h 33m

Direct flights

None
The fastest flight from Hilton Head Island to Portland, Maine takes 4h 33m
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.
Search flight deals

  • 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 4h 33m.

  • 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 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.

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
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

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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