American Airlines flights from Portland, ME to Madison

Recent searches for flights from Portland, ME to Madison

Aug 2026
From$455*
Updated: 7 hours ago
Round tripIEconomy
Sep 2026
From$301*
Updated: 7 hours ago
Round tripIEconomy
Oct 2026
From$301*
Updated: 7 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $301
cmp-daily-histogram-bars-legend-max-price-aria-label $570
Displaying fares for August-2026
  • PWM–MSN, 08/30/26 – 09/06/26: From $455
    30

    Su

    AUG

  • PWM–MSN, 08/31/26 – 09/07/26: From $455
    31

    Mo

  • PWM–MSN, 09/01/26 – 09/08/26: From $401
    01

    Tu

    SEP

  • PWM–MSN, 09/02/26 – 09/09/26: From $401
    02

    We

  • PWM–MSN, 09/03/26 – 09/10/26: From $455
    03

    Th

  • PWM–MSN, 09/04/26 – 09/11/26: From $455
    04

    Fr

  • PWM–MSN, 09/05/26 – 09/12/26: From $340
    05

    Sa

  • PWM–MSN, 09/06/26 – 09/13/26: From $340
    06

    Su

  • PWM–MSN, 09/07/26 – 09/14/26: From $546
    07

    Mo

  • PWM–MSN, 09/08/26 – 09/15/26: From $390
    08

    Tu

  • PWM–MSN, 09/09/26 – 09/16/26: From $340
    09

    We

  • PWM–MSN, 09/10/26 – 09/17/26: From $419
    10

    Th

  • PWM–MSN, 09/11/26 – 09/18/26: From $378
    11

    Fr

  • PWM–MSN, 09/12/26 – 09/19/26: From $315
    12

    Sa

  • PWM–MSN, 09/13/26 – 09/20/26: From $570
    13

    Su

  • PWM–MSN, 09/14/26 – 09/21/26: From $433
    14

    Mo

  • PWM–MSN, 09/15/26 – 09/22/26: From $354
    15

    Tu

  • PWM–MSN, 09/16/26 – 09/23/26: From $379
    16

    We

  • PWM–MSN, 09/17/26 – 09/24/26: From $546
    17

    Th

  • PWM–MSN, 09/18/26 – 09/25/26: From $354
    18

    Fr

  • PWM–MSN, 09/19/26 – 09/26/26: From $329
    19

    Sa

  • PWM–MSN, 09/20/26 – 09/27/26: From $570
    20

    Su

  • PWM–MSN, 09/21/26 – 09/28/26: From $521
    21

    Mo

  • PWM–MSN, 09/22/26 – 09/29/26: From $320
    22

    Tu

  • PWM–MSN, 09/23/26 – 09/30/26: From $315
    23

    We

  • PWM–MSN, 09/24/26 – 10/01/26: From $392
    24

    Th

  • PWM–MSN, 09/25/26 – 10/02/26: From $329
    25

    Fr

  • PWM–MSN: cmp-view-offers-disclaimer. Find Offers
    26

    Sa

  • PWM–MSN: cmp-view-offers-disclaimer. Find Offers
    27

    Su

  • PWM–MSN: cmp-view-offers-disclaimer. Find Offers
    28

    Mo

  • PWM–MSN, 09/29/26 – 10/06/26: From $301
    29

    Tu

    • range$301-$570

    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, ME to Madison flights

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    Portland, ME (PWM)to

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

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

    Madison (MSN)
    10/07/26 - 10/14/26

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

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

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

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

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

    Madison (MSN)
    09/30/26 - 10/07/26

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

    Madison (MSN)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

    Madison (MSN)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 hours ago

    Portland, ME (PWM)to

    Madison (MSN)
    11/17/26 - 11/24/26

    Round trip

    Economy

    from
    $301Fare subject to changes
    Updated: 7 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, ME to Madison

    Looking for lower fares on your trip from Portland, ME 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

    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, ME to Madison