Find Cheap Flights from Portland to Hilton Head (PWM - HHH)

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FAQs for Booking Portland to Hilton Head Flights

How long does a flight from Portland to Hilton Head take?
An average nonstop flight takes 4h 39m, covering a distance of 971 miles.
Which airlines provide the cheapest flights from Portland to Hilton Head?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($380)
Do I need a passport to fly between Portland and Hilton Head?
No.
What’s the cheapest day of the week to fly Portland to Hilton Head?
For Portland to Hilton Head, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Hilton Head back to Portland, the best deals are generally found on Friday, with Sunday being the most expensive.

Book cheap flights from Portland to Hilton Head (round-trip)

Airports
Origin
Portland
$380
only
$380
Destination
Hilton Head
$380
only
$380
Tue, Apr 3
PWM
HHH
8h 17m
Wed, Apr 11
HHH
PWM
8h 18m
Trip: 9 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

SJU
MIA
Excellent 9.3

New onboard entertainment

DFW
FLL
Excellent 8.0

No issues at all

N/A

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

Wed, Apr 4
PWM
HHH
8h 17m
Wed, Apr 11
HHH
PWM
8h 18m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

DFW
FLL
Excellent 8.0

No issues at all

N/A

Tue, Jun 12
PWM
HHH
10h 14m
Mon, Jun 18
HHH
PWM
7h 29m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHL
YYZ
Good 6.0

On time

Small seats

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

SJU
MIA
Excellent 9.3

New onboard entertainment

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

DFW
FLL
Excellent 8.0

No issues at all

N/A

Tue, Apr 3
PWM
HHH
8h 17m
Tue, Apr 10
HHH
PWM
25h 43m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

DFW
FLL
Excellent 8.0

No issues at all

N/A

Wed, Apr 4
PWM
HHH
8h 17m
Tue, Apr 10
HHH
PWM
16h 55m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DFW
FLL
Excellent 8.0

No issues at all

N/A

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

PHL
YYZ
Good 6.0

On time

Small seats

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

Sun, Apr 22
PWM
HHH
23h 50m
Tue, May 1
HHH
PWM
16h 55m
Trip: 10 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHL
YYZ
Good 6.0

On time

Small seats

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

SJU
MIA
Excellent 9.3

New onboard entertainment

Mon, Apr 23
PWM
HHH
21h 13m
Wed, May 2
HHH
PWM
25h 43m
Trip: 10 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

SJU
MIA
Excellent 9.3

New onboard entertainment

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

DFW
FLL
Excellent 8.0

No issues at all

N/A

Tue, Apr 24
PWM
HHH
8h 17m
Wed, May 2
HHH
PWM
25h 43m
Trip: 9 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

DFW
FLL
Excellent 8.0

No issues at all

N/A

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

Wed, Apr 25
PWM
HHH
9h 02m
Wed, May 2
HHH
PWM
25h 43m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

Thu, Apr 5
PWM
HHH
8h 17m
Wed, Apr 11
HHH
PWM
8h 18m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

SJU
MIA
Excellent 9.3

New onboard entertainment

Mon, Jun 11
PWM
HHH
25h 19m
Mon, Jun 18
HHH
PWM
7h 29m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DFW
FLL
Excellent 8.0

No issues at all

N/A

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

Sun, Jun 10
PWM
HHH
21h 40m
Mon, Jun 18
HHH
PWM
7h 29m
Trip: 9 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHL
YYZ
Good 6.0

On time

Small seats

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

DFW
FLL
Excellent 8.0

No issues at all

N/A

SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

Tue, Apr 3
PWM
HHH
8h 17m
Wed, May 2
HHH
PWM
5h 21m
Trip: 30 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

SJU
MIA
Excellent 9.3

New onboard entertainment

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

Tue, Apr 3
PWM
HHH
8h 17m
Tue, May 8
HHH
PWM
7h 51m
Trip: 36 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

Tue, Jun 19
PWM
HHH
16h 14m
Tue, Jun 26
HHH
PWM
4h 37m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

Tue, Mar 27
PWM
HHH
7h 19m
Wed, Apr 4
HHH
PWM
5h 21m
Trip: 9 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

DFW
FLL
Excellent 8.0

No issues at all

N/A

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

Wed, Apr 4
PWM
HHH
5h 12m
Wed, May 2
HHH
PWM
5h 21m
Trip: 29 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

DFW
FLL
Excellent 8.0

No issues at all

N/A

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

Tue, Jun 12
PWM
HHH
4h 39m
Tue, Jun 19
HHH
PWM
4h 37m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DFW
FLL
Excellent 8.0

No issues at all

N/A

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

SJU
MIA
Excellent 9.3

New onboard entertainment

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

Wed, Jun 13
PWM
HHH
4h 39m
Tue, Jun 19
HHH
PWM
4h 37m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SJU
MIA
Excellent 9.3

New onboard entertainment

DFW
SAN
Okay 5.3

Direct flight from desired origin to destination Boarding by zones

Uncomfortable, small, seat space with inadequate legroom. Lack of personal entertainment options. Paid extra for earlier boarding group which only benefited me by about 5 people. (NOT WORTH IT!) Lack of complimentary food options. (Pay for everything)

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

Wed, Jun 20
PWM
HHH
4h 39m
Tue, Jun 26
HHH
PWM
4h 37m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28211 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DFW
FLL
Excellent 8.0

No issues at all

N/A

SAT
PHL
Excellent 8.0

I took American's first direct flight between Philadelphia and San Antonio. It was a nice plane, good service, and amenities for a cost. Love that the plane had plugs!

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

Portland to Hilton Head Flight Information

Flights Arrive in Hilton Head
Flights Depart from Portland
Flight Price $380
Distance 971 miles
Airlines American Airlines
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.