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Find cheap flights from Hilton Head Island to Portland from $303

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Portland departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/9
Sun 6/16

Search hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Portland, as well as popular online travel agencies
In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Cheap flight deals from Hilton Head Island to Portland (HHH-PWM)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:23 pm - 12:52 amHHH-PWM
6h 29m1 stop
1:05 pm - 5:53 pmPWM-HHH
4h 48m1 stop
$303American Airlines
Find Deal
Thu, Jun 6 - Thu, Jun 13
4:47 pm - 10:50 pmHHH-PWM
6h 03m1 stop
5:00 am - 4:03 pmPWM-HHH
11h 03m2 stops
$337Delta
Find Deal
Wed, May 29 - Tue, Jun 4
11:46 am - 4:47 pmHHH-PWM
5h 01m1 stop
1:05 pm - 5:53 pmPWM-HHH
4h 48m1 stop
$358American Airlines
Find Deal
Tue, Jun 4 - Thu, Jun 13
6:23 pm - 12:52 amHHH-PWM
6h 29m1 stop
4:49 pm - 10:41 amPWM-HHH
17h 52m2 stops
$381American Airlines
Find Deal
Thu, Jun 6 - Thu, Jun 13
5:00 pm - 10:56 pmHHH-PWM
5h 56m1 stop
6:01 am - 11:46 amPWM-HHH
5h 45m1 stop
$387Delta
Find Deal
Wed, Jul 17 - Fri, Jul 26
4:47 pm - 10:50 pmHHH-PWM
6h 03m1 stop
6:27 am - 12:12 pmPWM-HHH
5h 45m1 stop
$401Delta
Find Deal
Wed, May 29 - Tue, Jun 4
6:07 pm - 10:44 pmHHH-PWM
4h 37m1 stop
6:00 am - 11:13 amPWM-HHH
5h 13m1 stop
$418American Airlines
Find Deal
Tue, May 28 - Tue, Jun 4
11:46 am - 4:47 pmHHH-PWM
5h 01m1 stop
6:00 am - 11:13 amPWM-HHH
5h 13m1 stop
$420American Airlines
Find Deal
Thu, May 30 - Tue, Jun 4
6:07 pm - 11:05 amHHH-PWM
16h 58m2 stops
1:05 pm - 5:53 pmPWM-HHH
4h 48m1 stop
$425American Airlines
Find Deal
Tue, Jun 4 - Thu, Jun 13
12:13 pm - 6:26 pmHHH-PWM
6h 13m1 stop
6:10 am - 11:17 amPWM-HHH
5h 07m1 stop
$719United Airlines
Find Deal
Fri, May 31 - Tue, Jun 4

Flights from Hilton Head Island to Portland - Travel Insights & Trends

Get data-powered insights and trends into flights from Hilton Head Island to Portland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Hilton Head Island to Portland?

The average price of all flights from Hilton Head Island to Portland, Maine clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Portland on a Monday and more expensive on a Wednesday. On your return trip to Hilton Head Island, you should consider flying back on a Sunday, and avoid Thursdays for better deals.

Which airlines provide the cheapest flights from Hilton Head Island to Portland?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Hilton Head Island to Portland found on KAYAK was with American Airlines for $378. American Airlines proposed a round-trip connection from $303 and Delta from $337.

Good to know

Cheapest flight

$303
Flight from Hilton Head Island to Portland

When to book flights from Hilton Head Island to Portland

Are your dates flexible? Find out the best times to travel from Hilton Head Island to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Hilton Head Island to Portland

  • What is the cheapest flight from Hilton Head Island to Portland, Maine?

    In the last 3 days, the lowest price for a flight from Hilton Head Island to Portland, Maine was $378 for a one-way ticket and $303 for a round-trip.

  • Do I need a passport to fly between Hilton Head Island and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Hilton Head Island to Portland?

    Hilton Head Island and Portland are both served by 1 main airport. You will leave Hilton Head Island from Hilton Head Island and will be arriving at Portland.

  • Which aircraft models fly most regularly from Hilton Head Island to Portland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Hilton Head Island to Portland?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Hilton Head Island and Portland, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Hilton Head Island to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Hilton Head Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hilton Head Island to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Hilton Head Island with another airline. Booking your flights between Hilton Head Island and PWM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Hilton Head Island to Portland

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hilton Head Island to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14641 reviews
8.0Crew
6.6Food
7.2Comfort
7.6Boarding
7.1Entertainment
Airline reviews

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

10.0 ExcellentLee Anne, May 2024PHX - EUG
Read more about American Airlines reviews

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Book cheap flights from Hilton Head Island to Portland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Hilton Head Island to Portland found on KAYAK in the last 72 hours.
5/31Fri
2 stopsAmerican Airlines
11h 00mHHH-PWM
$378
5/31Fri
1 stopDelta
6h 03mHHH-PWM
$485

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Hilton Head Island - Portland Flights

Departure:

Hilton Head Island (undefined)United States

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Hilton Head Island

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