What is the cheapest airline that flies from Hilton Head Island to Portland?

Delta and American 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 52% 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 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?

As of July 2025, there is 1 operator available to choose from 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.

$243 Cheap Flights from Hilton Head Island to Portland in 2025

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Find the cheapest flights from Hilton Head Island to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

12:17 pm - 11:09 pmHHH-PWM

10h 52m2 stops

6:30 am - 11:37 amPWM-HHH

5h 07m1 stop

$264Delta

Find Deal

Tue, Oct 14 - Sat, Oct 18

3:32 pm - 10:07 pmHHH-PWM

6h 35m1 stop

5:42 am - 10:46 amPWM-HHH

5h 04m1 stop

$271American Airlines

Find Deal

Tue, Oct 14 - Sat, Oct 18

12:17 pm - 12:05 amHHH-PWM

11h 48m2 stops

6:30 am - 11:37 amPWM-HHH

5h 07m1 stop

$276Delta

Find Deal

Tue, Oct 14 - Sat, Oct 18

11:16 am - 4:41 pmHHH-PWM

5h 25m1 stop

5:42 am - 10:46 amPWM-HHH

5h 04m1 stop

$294American Airlines

Find Deal

Tue, Oct 14 - Sat, Oct 18

3:32 pm - 10:48 pmHHH-PWM

7h 16m2 stops

5:42 am - 2:32 pmPWM-HHH

8h 50m2 stops

$382American Airlines

Find Deal

Tue, Oct 14 - Sat, Oct 18

3:32 pm - 10:48 pmHHH-PWM

7h 16m2 stops

5:42 am - 2:32 pmPWM-HHH

8h 50m2 stops

$413American Airlines

Find Deal

Tue, Oct 14 - Sat, Oct 18

5:28 pm - 10:01 pmHHH-PWM

4h 33m1 stop

6:00 am - 12:44 pmPWM-HHH

6h 44m1 stop

$455American Airlines

Find Deal

Wed, Aug 13 - Sun, Aug 17

3:35 pm - 11:44 pmHHH-PWM

8h 09m2 stops

6:00 am - 12:44 pmPWM-HHH

6h 44m1 stop

$460American Airlines

Find Deal

Wed, Aug 13 - Sun, Aug 17

11:19 am - 4:46 pmHHH-PWM

5h 27m1 stop

6:00 am - 12:44 pmPWM-HHH

6h 44m1 stop

$479American Airlines

Find Deal

Thu, Aug 14 - Mon, Aug 18

6:15 pm - 10:57 pmHHH-PWM

4h 42m1 stop

6:00 am - 12:44 pmPWM-HHH

6h 44m1 stop

$509American Airlines

Find Deal

Sat, Aug 16 - Tue, Aug 19

Delta flights from Hilton Head Island to Portland, Maine

Our best Delta deals on Hilton Head Island to Portland, Maine flight tickets

Delta

Oct 14

HHH12:17 pmHilton Head Island

10h 52m

2 stops

PWM11:09 pmPortland

Oct 18

PWM6:30 amPortland

5h 07m

1 stop

HHH11:37 amHilton Head Island

$264

Find similar

Delta

Oct 14

HHH12:17 pmHilton Head Island

11h 48m

2 stops

PWM12:05 amPortland

Oct 18

PWM6:30 amPortland

5h 07m

1 stop

HHH11:37 amHilton Head Island

$276

Find similar

Delta

Aug 4

HHH12:05 pmHilton Head Island

11h 24m

2 stops

PWM11:29 pmPortland

Aug 6

PWM6:05 amPortland

5h 18m

1 stop

HHH11:23 amHilton Head Island

$482

Find similar

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

6h 35m

1 stop

PWM10:07 pmPortland

Oct 18

PWM5:42 amPortland

5h 04m

1 stop

HHH10:46 amHilton Head Island

$271

Find similar

American Airlines

Oct 14

HHH11:16 amHilton Head Island

5h 25m

1 stop

PWM4:41 pmPortland

Oct 18

PWM5:42 amPortland

5h 04m

1 stop

HHH10:46 amHilton Head Island

$294

Find similar

American Airlines

Oct 14

HHH3:32 pmHilton Head Island

7h 16m

2 stops

PWM10:48 pmPortland

Oct 18

PWM5:42 amPortland

8h 50m

2 stops

HHH2:32 pmHilton Head Island

$382

Find similar

momondo Fare Finder

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

12:17 pm-11:09 pm

2 stops10h 52m

Portland

Sat 10/18

6:30 am-11:37 am

1 stop5h 07m

$264

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

3:32 pm-10:07 pm

1 stop6h 35m

Portland

Sat 10/18

5:42 am-10:46 am

1 stop5h 04m

$271

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

12:17 pm-12:05 am

2 stops11h 48m

Portland

Sat 10/18

6:30 am-11:37 am

1 stop5h 07m

$276

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

5:42 am-10:46 am

1 stop5h 04m

$294

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

3:32 pm-10:48 pm

2 stops7h 16m

Portland

Sat 10/18

5:42 am-2:32 pm

2 stops8h 50m

$382

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

3:32 pm-10:48 pm

2 stops7h 16m

Portland

Sat 10/18

5:42 am-2:32 pm

2 stops8h 50m

$413

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Wed 8/13

5:28 pm-10:01 pm

1 stop4h 33m

Portland

Sun 8/17

6:00 am-12:44 pm

1 stop6h 44m

$455

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Wed 8/13

3:35 pm-11:44 pm

2 stops8h 09m

Portland

Sun 8/17

6:00 am-12:44 pm

1 stop6h 44m

$460

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Thu 8/14

11:19 am-4:46 pm

1 stop5h 27m

Portland

Mon 8/18

6:00 am-12:44 pm

1 stop6h 44m

$479

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Sat 8/16

6:15 pm-10:57 pm

1 stop4h 42m

Portland

Tue 8/19

6:00 am-12:44 pm

1 stop6h 44m

$509

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

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

Prices

Airlines

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

Best Price Found	$260
Fastest flight time	4h 33m
Direct flights	None
Airports in Portland, Maine	1 airport

The best one-way flight to Portland, Maine from Hilton Head Island in the past 72 hours is $260. The best round-trip flight deal from Hilton Head Island to Portland, Maine found on momondo in the last 72 hours is $264.

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. Popular non-direct route for this connection is Hilton Head Island Airport - Portland Airport.

There is 1 airport near Portland, Maine: Portland (PWM)

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 many operators does momondo search for flights from Hilton Head Island Airport to Portland Airport?
As of July 2025, there is 1 operator available to choose from 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?
Based on momondo bookings for flights between Hilton Head Island and Portland, Maine, the leading airline is American Airlines, making up 100% of the total bookings.

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 Airlines	PriceFrom $243	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Bartlett

Lewiston

Gorham

Brunswick

Auburn

Intervale

Windham

Falmouth

Bath

Georgetown

Oxford

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.

An easier way to manage your Portland, Maine trip

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Cheap flights from Hilton Head Island to Portland from $260

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 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.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

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Find the cheapest flights from Hilton Head Island to Portland

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Delta flights from Hilton Head Island to Portland, Maine

Our best Delta deals on Hilton Head Island to Portland, Maine flight tickets

American Airlines flights from Hilton Head Island to Portland, Maine

Our best American Airlines deals on Hilton Head Island to Portland, Maine flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Portland, Maine that are best for you.

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?

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

What is the cheapest airline that flies from Hilton Head Island to Portland?

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

What airlines fly to Portland, Maine?

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

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

Best Price Found

Fastest flight time

Direct flights

Airports in Portland, Maine

How far is Hilton Head Island to Portland by plane?

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

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?

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

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

Traveling to a place near Portland?

Why use momondo?

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

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

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

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

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Maine