PWM - HHH

$385 Find Cheap Flights from Portland to Hilton Head Island - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$377
Typical prices: $408-$639
Delta
Sun 10/7Sat 10/13
PWM - HHH • 2 stops
When to travel
March
Cheapest • 33% price drop
April
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $486 (round-trip)
Washington, D.C. Reagan-National (DCA)
Shortest trip • 5h 13m (one-way)
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Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Hilton Head Island

Wed, Oct 7 - Tue, Oct 13
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
Tue, Oct 6 - Mon, Oct 12
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
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
$428American Airlines
Tue, Oct 6 - Tue, Oct 13
Delta Logo
6:28 am - 11:43 amPWM  Portland-HHH Hilton Head Island
5h 15m1 stop New York LaGuardia
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
$433Delta
Wed, Oct 7 - Tue, Oct 13
Delta Logo
6:28 am - 11:43 amPWM  Portland-HHH Hilton Head Island
5h 15m1 stop New York LaGuardia
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
$433Delta
Wed, Oct 7 - 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
Tue, Oct 6 - 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
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
5:30 am - 5:38 pmPWM  Portland-HHH Hilton Head Island
12h 08m2 stops Philadelphia Charlotte Douglas
American Airlines Logo
5:11 pm - 9:51 pmHHH  Hilton Head Island-PWM Portland
4h 40m1 stop Charlotte Douglas
$433American Airlines
Thu, Sep 17 - Mon, Sep 21
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
5:15 pm - 10:13 pmHHH  Hilton Head Island-PWM Portland
4h 58m1 stop Charlotte Douglas
$462American Airlines
Booking Insights

Price, demand and travel trends for Portland to Hilton Head Island flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Portland to Hilton Head Island with more confidence.

How much is a round-trip flight from Portland to Hilton Head Island?

Round-trip flights from Portland to Hilton Head Island start at $377. Prices are below average for this route right now, with typical round-trip fares ranging from $408 to $639. The lowest price found in the past 5 days was $377 on Delta.

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Key details for Portland to Hilton Head Island flights

Low season

August

Cheapest flight

$377
Most popular time to fly with an average 11% increase in price.
Flight from Portland to Hilton Head Island

When to book flights from Portland to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Portland to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Portland to Hilton Head Island flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Portland to Hilton Head Island?

    Flights from Portland to Hilton Head Island usually depart from Portland (PWM) and arrive at Hilton Head Island (HHH).

  • What cabin classes can I book on flights from Portland to Hilton Head Island?

    Only Economy Class is available on flights from Portland to Hilton Head Island.

  • Which airports do connecting flights from Portland to Hilton Head Island pass through?

    Connecting flights from Portland to Hilton Head Island most commonly pass through:

    • Charlotte Douglas (CLT) - 64% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 36% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Portland to Hilton Head Island?

    On the Portland to Hilton Head Island route, being flexible with your departure day can save you up to 51%. Sunday is the cheapest day at $298 round-trip on average, while Saturday is the most expensive at $606: a $308 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What popular places can I visit in Hilton Head Island?

    Harbour Town Lighthouse is one of the most viewed places in Hilton Head Island on KAYAK.

  • How long is a flight from Portland to Hilton Head Island?

    There are currently no nonstop flights available from Portland to Hilton Head Island. Flights with 1 layover take between 5h 13m and 5h 42m in total, depending on the connection.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Portland to Hilton Head Island changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $377 to $1,470. That means the highest observed fare was about 4x higher than the lowest one.

  • How much time can I save by choosing a different layover airport from Portland to Hilton Head Island?

    Flying via Washington, D.C. Reagan-National (DCA) gives the shortest average 1-stop total travel time at 5h 13m, compared with 5h 42m via Charlotte Douglas (CLT).

  • What car rental options are available at Hilton Head Island Airport (HHH)?

    Hilton Head Island Airport (HHH) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:
    · Budget
    · Thrifty
    · Alamo
    · Avis
    · Enterprise Rent-A-Car

  • How much should I expect to pay for a Portland to Hilton Head Island flight?

    Round-trip flights from Portland to Hilton Head Island range from $408 to $639, with an average of $523 over the past 12 months. Anything below $408 counts as a good deal.

Your guide to booking Portland to Hilton Head Island flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Sunday departure instead of Saturday. On this route, Sunday flights average $298 - about $308 less than Saturday (51% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Hilton Head Island trip for March. Fares historically average $353 round-trip in that month - typically $423 less than the most expensive month, which is November (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Hilton Head Island Airport.
    - Hampton Inn Hilton Head
    - Simple Rewards Inn
    - Hhi Homes Llc

Everything you need to know for your flight from Portland to Hilton Head Island

Information on your arrival and departure airports

Portland (PWM)
Hilton Head Island (HHH)