American Airlines flights from Portland, OR to Hilton Head Island

Recent searches for flights from Portland, OR to Hilton Head Island

Aug 2026
From$507*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$419*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$379*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $419
cmp-daily-histogram-bars-legend-max-price-aria-label $1.3K
Displaying fares for August-2026
  • PDX–HHH: cmp-view-offers-disclaimer. Find Offers
    21

    Fr

    AUG

  • PDX–HHH, 08/22/26 – 08/29/26: From $555
    22

    Sa

  • PDX–HHH, 08/23/26 – 08/30/26: From $967
    23

    Su

  • PDX–HHH, 08/24/26 – 08/31/26: From $737
    24

    Mo

  • PDX–HHH, 08/25/26 – 09/01/26: From $830
    25

    Tu

  • PDX–HHH, 08/26/26 – 09/02/26: From $619
    26

    We

  • PDX–HHH, 08/27/26 – 09/03/26: From $737
    27

    Th

  • PDX–HHH, 08/28/26 – 09/04/26: From $697
    28

    Fr

  • PDX–HHH, 08/29/26 – 09/05/26: From $507
    29

    Sa

  • PDX–HHH, 08/30/26 – 09/06/26: From $647
    30

    Su

  • PDX–HHH, 08/31/26 – 09/07/26: From $1,261
    31

    Mo

  • PDX–HHH, 09/01/26 – 09/08/26: From $765
    01

    Tu

    SEP

  • PDX–HHH, 09/02/26 – 09/09/26: From $507
    02

    We

  • PDX–HHH, 09/03/26 – 09/10/26: From $509
    03

    Th

  • PDX–HHH, 09/04/26 – 09/11/26: From $419
    04

    Fr

  • PDX–HHH, 09/05/26 – 09/12/26: From $497
    05

    Sa

  • PDX–HHH, 09/06/26 – 09/13/26: From $762
    06

    Su

  • PDX–HHH, 09/07/26 – 09/14/26: From $626
    07

    Mo

  • PDX–HHH, 09/08/26 – 09/15/26: From $646
    08

    Tu

  • PDX–HHH, 09/09/26 – 09/16/26: From $619
    09

    We

  • PDX–HHH, 09/10/26 – 09/17/26: From $626
    10

    Th

  • PDX–HHH, 09/11/26 – 09/18/26: From $813
    11

    Fr

  • PDX–HHH, 09/12/26 – 09/19/26: From $644
    12

    Sa

  • PDX–HHH, 09/13/26 – 09/20/26: From $759
    13

    Su

  • PDX–HHH, 09/14/26 – 09/21/26: From $626
    14

    Mo

  • PDX–HHH, 09/15/26 – 09/22/26: From $497
    15

    Tu

  • PDX–HHH, 09/16/26 – 09/23/26: From $619
    16

    We

  • PDX–HHH, 09/17/26 – 09/24/26: From $619
    17

    Th

  • PDX–HHH: cmp-view-offers-disclaimer. Find Offers
    18

    Fr

  • PDX–HHH: cmp-view-offers-disclaimer. Find Offers
    19

    Sa

  • PDX–HHH: cmp-view-offers-disclaimer. Find Offers
    20

    Su

    • range$419-$1,261

    DisclaimerFares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Portland, OR to Hilton Head Island flights

    $
    keyboard_arrow_down

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $379Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    11/07/26 - 11/14/26

    Round trip

    Economy

    from
    $379Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    11/04/26 - 11/11/26

    Round trip

    Economy

    from
    $409Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $409Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    09/04/26 - 09/11/26

    Round trip

    Economy

    from
    $419Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    11/12/26 - 11/19/26

    Round trip

    Economy

    from
    $462Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    11/14/26 - 11/21/26

    Round trip

    Economy

    from
    $462Fare subject to changes
    Updated: 1 hour ago

    Portland, OR (PDX)to

    Hilton Head Island (HHH)
    09/28/26 - 10/05/26

    Round trip

    Economy

    from
    $462Fare subject to changes
    Updated: 1 hour ago

    *Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

    Finding cheap flights from Portland, OR to Hilton Head Island

    Looking for lower fares on your trip from Portland, OR to Hilton Head Island? Here are a few ways to save.

    • Book early: Booking 1 to 3 months ahead can help you find lower fares
    • Be flexible with dates: Midweek travel, like Tuesdays and Wednesdays, can be more affordable
    • Travel during less busy periods: Flying outside peak travel times can help find lower fares and avoid crowds

    Earn up to $500 back on your next American Airlines flight plus, 30,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

    Upgrade your flight with Main Cabin Extra

    Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

    • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
    • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
    • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Portland, OR to Hilton Head Island