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Cheap flights from Portland, Maine to Hilton Head Island from $329

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 10:37 amPWM  Portland-HHH Hilton Head Island
4h 37m1 stop Washington, D.C. Reagan-National
American Airlines Logo
6:13 pm - 10:36 pmHHH  Hilton Head Island-PWM Portland
4h 23m1 stop Charlotte Douglas
$329American Airlines
Sat, Oct 3 - Sat, Oct 10
United Airlines Logo
8:03 am - 12:35 pmPWM  Portland-HHH Hilton Head Island
4h 32m1 stop Newark
United Airlines Logo
2:51 pm - 11:59 pmHHH  Hilton Head Island-PWM Portland
9h 08m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$350United Airlines
Sat, Oct 3 - Sat, Oct 10
United Airlines Logo
5:15 am - 2:10 pmPWM  Portland-HHH Hilton Head Island
8h 55m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
2:51 pm - 11:59 pmHHH  Hilton Head Island-PWM Portland
9h 08m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$356United Airlines
Sat, Oct 3 - Sat, Oct 10
Delta Logo
6:28 am - 3:30 pmPWM  Portland-HHH Hilton Head Island
9h 02m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 12:10 amHHH  Hilton Head Island-PWM Portland
11h 47m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
$377Delta
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
6:00 am - 11:05 amPWM  Portland-HHH Hilton Head Island
5h 05m1 stop Charlotte Douglas
American Airlines Logo
5:11 pm - 9:51 pmHHH  Hilton Head Island-PWM Portland
4h 40m1 stop Charlotte Douglas
$402American Airlines
Wed, Oct 7 - Tue, Oct 13
United Airlines Logo
8:03 am - 12:35 pmPWM  Portland-HHH Hilton Head Island
4h 32m1 stop Newark
United Airlines Logo
2:51 pm - 9:46 pmHHH  Hilton Head Island-PWM Portland
6h 55m1 stop Chicago O'Hare Intl
$418United Airlines
Wed, Sep 30 - Sat, Oct 3
United Airlines Logo
6:00 am - 12:35 pmPWM  Portland-HHH Hilton Head Island
6h 35m1 stop Newark
United Airlines Logo
2:51 pm - 11:59 pmHHH  Hilton Head Island-PWM Portland
9h 08m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$423United Airlines
Wed, Sep 30 - Sat, Oct 3
American Airlines Logo
7:03 am - 1:37 pmPWM  Portland-HHH Hilton Head Island
6h 34m1 stop Charlotte Douglas
American Airlines Logo
6:08 pm - 10:36 pmHHH  Hilton Head Island-PWM Portland
4h 28m1 stop Charlotte Douglas
$428American Airlines
Tue, Oct 6 - Mon, Oct 12
American Airlines Logo
5:30 am - 5:38 pmPWM  Portland-HHH Hilton Head Island
12h 08m2 stops Philadelphia Charlotte Douglas
American Airlines Logo
6:08 pm - 10:36 pmHHH  Hilton Head Island-PWM Portland
4h 28m1 stop Charlotte Douglas
$433American Airlines
Wed, Oct 7 - Mon, Oct 12
American Airlines Logo
6:00 am - 1:37 pmPWM  Portland-HHH Hilton Head Island
7h 37m2 stops Washington, D.C. Reagan-National Charlotte Douglas
American Airlines Logo
6:08 pm - 10:36 pmHHH  Hilton Head Island-PWM Portland
4h 28m1 stop Charlotte Douglas
$433American Airlines
Tue, Oct 6 - Mon, Oct 12

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American Airlines flights from Portland, Maine to Hilton Head Island

Our best American Airlines deals on Portland, Maine to Hilton Head Island flight tickets
American Airlines
Oct 3
PWM6:00 amPortland
4h 37m
1 stop
HHH10:37 amHilton Head Island
Oct 10
HHH6:13 pmHilton Head Island
4h 23m
1 stop
PWM10:36 pmPortland
$329
American Airlines
Oct 7
PWM6:00 amPortland
5h 05m
1 stop
HHH11:05 amHilton Head Island
Oct 13
HHH5:11 pmHilton Head Island
4h 40m
1 stop
PWM9:51 pmPortland
$402
American Airlines
Oct 6
PWM7:03 amPortland
6h 34m
1 stop
HHH1:37 pmHilton Head Island
Oct 12
HHH6:08 pmHilton Head Island
4h 28m
1 stop
PWM10:36 pmPortland
$428

United Airlines flights from Portland, Maine to Hilton Head Island

Our best United Airlines deals on Portland, Maine to Hilton Head Island flight tickets
United Airlines
Oct 3
PWM8:03 amPortland
4h 32m
1 stop
HHH12:35 pmHilton Head Island
Oct 10
HHH2:51 pmHilton Head Island
9h 08m
2 stops
PWM11:59 pmPortland
$350
United Airlines
Oct 3
PWM5:15 amPortland
8h 55m
2 stops
HHH2:10 pmHilton Head Island
Oct 10
HHH2:51 pmHilton Head Island
9h 08m
2 stops
PWM11:59 pmPortland
$356
United Airlines
Sep 30
PWM8:03 amPortland
4h 32m
1 stop
HHH12:35 pmHilton Head Island
Oct 3
HHH2:51 pmHilton Head Island
6h 55m
1 stop
PWM9:46 pmPortland
$418

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Sat 10/3

6:00 am-10:37 am

1 stop4h 37m

Hilton Head Island

Sat 10/10

6:13 pm-10:36 pm

1 stop4h 23m

$329

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Sat 10/3

8:03 am-12:35 pm

1 stop4h 32m

Hilton Head Island

Sat 10/10

2:51 pm-11:59 pm

2 stops9h 08m

$350

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Sat 10/3

5:15 am-2:10 pm

2 stops8h 55m

Hilton Head Island

Sat 10/10

2:51 pm-11:59 pm

2 stops9h 08m

$356

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Wed 10/7

6:28 am-3:30 pm

2 stops9h 02m

Hilton Head Island

Tue 10/13

12:23 pm-12:10 am

2 stops11h 47m

$377

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Wed 10/7

6:00 am-11:05 am

1 stop5h 05m

Hilton Head Island

Tue 10/13

5:11 pm-9:51 pm

1 stop4h 40m

$402

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Wed 9/30

8:03 am-12:35 pm

1 stop4h 32m

Hilton Head Island

Sat 10/3

2:51 pm-9:46 pm

1 stop6h 55m

$418

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Wed 9/30

6:00 am-12:35 pm

1 stop6h 35m

Hilton Head Island

Sat 10/3

2:51 pm-11:59 pm

2 stops9h 08m

$423

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Tue 10/6

7:03 am-1:37 pm

1 stop6h 34m

Hilton Head Island

Mon 10/12

6:08 pm-10:36 pm

1 stop4h 28m

$428

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Wed 10/7

5:30 am-5:38 pm

2 stops12h 08m

Hilton Head Island

Mon 10/12

6:08 pm-10:36 pm

1 stop4h 28m

$433

PortlandHilton Head Island

PWM Portland - HHH Hilton Head Island

PWMHHH

Portland

Tue 10/6

6:00 am-1:37 pm

2 stops7h 37m

Hilton Head Island

Mon 10/12

6:08 pm-10:36 pm

1 stop4h 28m

$433

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

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

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 Portland to Hilton Head Island?

United Airlines is the most popular carrier operating from Portland to Hilton Head Island

What airlines fly to Hilton Head Island?

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Hilton Head Island from Portland, Maine 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 Hilton Head Island. Keep in mind that there are 7 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

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

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

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

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

Best Price Found

$471

Fastest flight time

4h 48m

Direct flights

None
The best one-way flight to Hilton Head Island from Portland, Maine in the past 72 hours is $471. The best round-trip flight deal from Portland, Maine to Hilton Head Island found on momondo in the last 72 hours is $329.
The fastest flight from Portland, Maine to Hilton Head Island takes 4h 48m
There are no direct flights from Portland, Maine to Hilton Head Island. There are no popular flight routes from Portland, Maine to Hilton Head Island.
Search flight deals

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

  • How far is Portland to Hilton Head Island by plane?

    The straight-line distance from Portland to Hilton Head Island is 973.5 mi. In terms of flight time, this usually takes a little over 4h 48m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Portland Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island 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 Hilton Head Island 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 Portland, Maine to Hilton Head Island?

Best airlines flying from Portland, Maine to Hilton Head Island

Compare and see reviews for airlines that fly from Portland, Maine to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $325Free CancellationRating
7.1
12,042 reviews
Search American Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

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

Finding the right flight to Hilton Head Island from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

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

Yes. All flights to Hilton Head Island from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Portland to Hilton Head Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Hilton Head Island, momondo offers a useful price alert feature which will track prices for flights to Hilton Head Island from Portland and alert you when they change.

An easier way to manage your Hilton Head Island trip

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