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Cheap flights from Hilton Head Island to Portland from $268

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 5/13. 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
5:21 pm - 10:46 pm
HHH
-
PWM
5h 25m
1 stop
American Airlines Logo
5:26 am - 11:10 am
PWM
-
HHH
5h 44m
1 stop
$398American Airlines
Tue, Jun 9 - Sat, Jun 13
American Airlines Logo
4:55 pm - 10:36 pm
HHH
-
PWM
5h 41m
1 stop
American Airlines Logo
6:00 am - 11:05 am
PWM
-
HHH
5h 05m
1 stop
$411American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
5:21 pm - 8:53 am
HHH
-
PWM
15h 32m
2 stops
American Airlines Logo
5:26 am - 11:10 am
PWM
-
HHH
5h 44m
1 stop
$414American Airlines
Tue, Jun 9 - Sat, Jun 13
American Airlines Logo
2:48 pm - 12:02 am
HHH
-
PWM
9h 14m
2 stops
American Airlines Logo
6:00 am - 11:05 am
PWM
-
HHH
5h 05m
1 stop
$431American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
4:55 pm - 10:36 pm
HHH
-
PWM
5h 41m
1 stop
American Airlines Logo
6:00 am - 11:05 am
PWM
-
HHH
5h 05m
1 stop
$437American Airlines
Tue, Jul 7 - Sat, Jul 11
Delta Logo
4:16 pm - 10:17 am
HHH
-
PWM
18h 01m
1 stop
Delta Logo
6:02 am - 11:37 am
PWM
-
HHH
5h 35m
1 stop
$440Delta
Sat, May 16 - Wed, May 20
Delta Logo
4:16 pm - 11:18 pm
HHH
-
PWM
7h 02m
1 stop
Delta Logo
6:02 am - 11:37 am
PWM
-
HHH
5h 35m
1 stop
$441Delta
Wed, May 13 - Wed, May 20
American Airlines Logo
5:21 pm - 8:53 am
HHH
-
PWM
15h 32m
2 stops
American Airlines Logo
5:26 am - 11:10 am
PWM
-
HHH
5h 44m
1 stop
$444American Airlines
Tue, Jun 9 - Sat, Jun 13
Delta Logo
4:16 pm - 10:17 am
HHH
-
PWM
18h 01m
1 stop
Delta Logo
6:02 am - 3:33 pm
PWM
-
HHH
9h 31m
2 stops
$445Delta
Sat, May 16 - Tue, May 19
Delta Logo
12:18 pm - 12:43 am
HHH
-
PWM
12h 25m
2 stops
Delta Logo
6:02 am - 11:37 am
PWM
-
HHH
5h 35m
1 stop
$446Delta
Wed, May 13 - Wed, May 20

Delta flights from Hilton Head Island to Portland, Maine

Our best Delta deals on Hilton Head Island to Portland, Maine flight tickets
Delta
May 12
HHH4:16 pmHilton Head Island
18h 07m
1 stop
PWM10:23 amPortland
May 19
PWM6:02 amPortland
5h 35m
1 stop
HHH11:37 amHilton Head Island
$435
Delta
May 12
HHH4:16 pmHilton Head Island
20h 22m
1 stop
PWM12:38 pmPortland
May 18
PWM2:38 pmPortland
24h 55m
2 stops
HHH3:33 pmHilton Head Island
$438
Delta
May 16
HHH4:16 pmHilton Head Island
18h 01m
1 stop
PWM10:17 amPortland
May 20
PWM6:02 amPortland
5h 35m
1 stop
HHH11:37 amHilton Head Island
$440

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
May 13
HHH3:08 pmHilton Head Island
6h 11m
1 stop
PWM9:19 pmPortland
May 19
PWM6:00 amPortland
8h 11m
1 stop
HHH2:11 pmHilton Head Island
$497
United Airlines
May 12
HHH4:39 pmHilton Head Island
7h 20m
2 stops
PWM11:59 pmPortland
May 18
PWM5:30 amPortland
8h 41m
2 stops
HHH2:11 pmHilton Head Island
$507
United Airlines
May 13
HHH4:39 pmHilton Head Island
7h 20m
2 stops
PWM11:59 pmPortland
May 17
PWM6:00 amPortland
9h 41m
1 stop
HHH3:41 pmHilton Head Island
$529

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 May 3, 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

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 6/9

5:21 pm-10:46 pm

1 stop5h 25m

Portland

Sat 6/13

5:26 am-11:10 am

1 stop5h 44m

$398
Quickest round-trip

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 7/7

4:55 pm-10:36 pm

1 stop5h 41m

Portland

Sat 7/11

6:00 am-11:05 am

1 stop5h 05m

$411

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 6/9

5:21 pm-8:53 am

2 stops15h 32m

Portland

Sat 6/13

5:26 am-11:10 am

1 stop5h 44m

$414

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 7/7

2:48 pm-12:02 am

2 stops9h 14m

Portland

Sat 7/11

6:00 am-11:05 am

1 stop5h 05m

$431

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 7/7

4:55 pm-10:36 pm

1 stop5h 41m

Portland

Sat 7/11

6:00 am-11:05 am

1 stop5h 05m

$437

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Sat 5/16

4:16 pm-10:17 am

1 stop18h 01m

Portland

Wed 5/20

6:02 am-11:37 am

1 stop5h 35m

$440

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Wed 5/13

4:16 pm-11:18 pm

1 stop7h 02m

Portland

Wed 5/20

6:02 am-11:37 am

1 stop5h 35m

$441

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 6/9

5:21 pm-8:53 am

2 stops15h 32m

Portland

Sat 6/13

5:26 am-11:10 am

1 stop5h 44m

$444

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Sat 5/16

4:16 pm-10:17 am

1 stop18h 01m

Portland

Tue 5/19

6:02 am-3:33 pm

2 stops9h 31m

$445

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Wed 5/13

12:18 pm-12:43 am

2 stops12h 25m

Portland

Wed 5/20

6:02 am-11:37 am

1 stop5h 35m

$446

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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?

Delta 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 50% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 7 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 50m

Direct flights

None
The fastest flight from Hilton Head Island to Portland, Maine takes 4h 50m
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

Frequently asked questions about flying from Hilton Head Island to Portland, Maine

  • 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 50m.

  • 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
Bath
Oxford
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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