American Airlines flights from Portland, OR to Madison

Recent searches for flights from Portland, OR to Madison

Sep 2026
From$345*
Updated: 6 hours ago
Round tripIEconomy
Oct 2026
From$331*
Updated: 6 hours ago
Round tripIEconomy
Nov 2026
From$331*
Updated: 6 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $345
cmp-daily-histogram-bars-legend-max-price-aria-label $868
Displaying fares for September-2026
  • PDX–MSN: cmp-view-offers-disclaimer. Find Offers
    03

    Th

    SEP

  • PDX–MSN, 09/04/26 – 09/11/26: From $534
    04

    Fr

  • PDX–MSN, 09/05/26 – 09/12/26: From $423
    05

    Sa

  • PDX–MSN, 09/06/26 – 09/13/26: From $534
    06

    Su

  • PDX–MSN, 09/07/26 – 09/14/26: From $868
    07

    Mo

  • PDX–MSN, 09/08/26 – 09/15/26: From $423
    08

    Tu

  • PDX–MSN, 09/09/26 – 09/16/26: From $423
    09

    We

  • PDX–MSN, 09/10/26 – 09/17/26: From $519
    10

    Th

  • PDX–MSN, 09/11/26 – 09/18/26: From $474
    11

    Fr

  • PDX–MSN, 09/12/26 – 09/19/26: From $423
    12

    Sa

  • PDX–MSN, 09/13/26 – 09/20/26: From $519
    13

    Su

  • PDX–MSN, 09/14/26 – 09/21/26: From $568
    14

    Mo

  • PDX–MSN, 09/15/26 – 09/22/26: From $423
    15

    Tu

  • PDX–MSN, 09/16/26 – 09/23/26: From $423
    16

    We

  • PDX–MSN, 09/17/26 – 09/24/26: From $519
    17

    Th

  • PDX–MSN, 09/18/26 – 09/25/26: From $394
    18

    Fr

  • PDX–MSN, 09/19/26 – 09/26/26: From $391
    19

    Sa

  • PDX–MSN, 09/20/26 – 09/27/26: From $454
    20

    Su

  • PDX–MSN, 09/21/26 – 09/28/26: From $394
    21

    Mo

  • PDX–MSN, 09/22/26 – 09/29/26: From $391
    22

    Tu

  • PDX–MSN, 09/23/26 – 09/30/26: From $391
    23

    We

  • PDX–MSN, 09/24/26 – 10/01/26: From $439
    24

    Th

  • PDX–MSN, 09/25/26 – 10/02/26: From $359
    25

    Fr

  • PDX–MSN, 09/26/26 – 10/03/26: From $345
    26

    Sa

  • PDX–MSN, 09/27/26 – 10/06/26: From $345
    27

    Su

  • PDX–MSN, 09/28/26 – 10/06/26: From $345
    28

    Mo

  • PDX–MSN, 09/29/26 – 10/06/26: From $345
    29

    Tu

  • PDX–MSN, 09/30/26 – 10/07/26: From $345
    30

    We

  • PDX–MSN: cmp-view-offers-disclaimer. Find Offers
    01

    Th

    OCT

  • PDX–MSN: cmp-view-offers-disclaimer. Find Offers
    02

    Fr

    • range$345-$868

    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 Madison flights

    $
    keyboard_arrow_down

    Portland, OR (PDX)to

    Madison (MSN)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/10/26 - 10/17/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/17/26 - 10/24/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours ago

    Portland, OR (PDX)to

    Madison (MSN)
    11/04/26 - 11/11/26

    Round trip

    Economy

    from
    $331Fare subject to changes
    Updated: 6 hours 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 Madison

    Looking for lower fares on your trip from Portland, OR to Madison? 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

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    • 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 Madison