American Airlines flights from Madison to Boston

Recent searches for flights from Madison to Boston

Aug 2026
From$391*
Updated: 7 hours ago
Round tripIEconomy
Sep 2026
From$323*
Updated: 7 hours ago
Round tripIEconomy
Oct 2026
From$323*
Updated: 7 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $357
cmp-daily-histogram-bars-legend-max-price-aria-label $493
Displaying fares for August-2026
  • MSN–BOS: cmp-view-offers-disclaimer. Find Offers
    21

    Fr

    AUG

  • MSN–BOS, 08/22/26 – 08/29/26: From $391
    22

    Sa

  • MSN–BOS, 08/23/26 – 08/30/26: From $473
    23

    Su

  • MSN–BOS, 08/24/26 – 08/31/26: From $483
    24

    Mo

  • MSN–BOS, 08/25/26 – 09/01/26: From $391
    25

    Tu

  • MSN–BOS, 08/26/26 – 09/02/26: From $391
    26

    We

  • MSN–BOS, 08/27/26 – 09/03/26: From $483
    27

    Th

  • MSN–BOS, 08/28/26 – 09/04/26: From $473
    28

    Fr

  • MSN–BOS, 08/29/26 – 09/05/26: From $391
    29

    Sa

  • MSN–BOS, 08/30/26 – 09/06/26: From $483
    30

    Su

  • MSN–BOS, 08/31/26 – 09/07/26: From $493
    31

    Mo

  • MSN–BOS, 09/01/26 – 09/08/26: From $391
    01

    Tu

    SEP

  • MSN–BOS, 09/02/26 – 09/09/26: From $391
    02

    We

  • MSN–BOS, 09/03/26 – 09/10/26: From $473
    03

    Th

  • MSN–BOS, 09/04/26 – 09/11/26: From $473
    04

    Fr

  • MSN–BOS, 09/05/26 – 09/12/26: From $367
    05

    Sa

  • MSN–BOS, 09/06/26 – 09/13/26: From $408
    06

    Su

  • MSN–BOS, 09/07/26 – 09/14/26: From $483
    07

    Mo

  • MSN–BOS, 09/08/26 – 09/15/26: From $401
    08

    Tu

  • MSN–BOS, 09/09/26 – 09/16/26: From $357
    09

    We

  • MSN–BOS, 09/10/26 – 09/17/26: From $418
    10

    Th

  • MSN–BOS, 09/11/26 – 09/18/26: From $408
    11

    Fr

  • MSN–BOS, 09/12/26 – 09/19/26: From $357
    12

    Sa

  • MSN–BOS, 09/13/26 – 09/20/26: From $442
    13

    Su

  • MSN–BOS, 09/14/26 – 09/21/26: From $452
    14

    Mo

  • MSN–BOS, 09/15/26 – 09/22/26: From $357
    15

    Tu

  • MSN–BOS, 09/16/26 – 09/23/26: From $357
    16

    We

  • MSN–BOS, 09/17/26 – 09/24/26: From $452
    17

    Th

  • MSN–BOS: cmp-view-offers-disclaimer. Find Offers
    18

    Fr

  • MSN–BOS: cmp-view-offers-disclaimer. Find Offers
    19

    Sa

  • MSN–BOS: cmp-view-offers-disclaimer. Find Offers
    20

    Su

    • range$357-$493

    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 Madison to Boston flights

    $
    keyboard_arrow_down

    Madison (MSN)to

    Boston (BOS)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    09/22/26 - 09/29/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    09/23/26 - 09/30/26

    Round trip

    Economy

    from
    $323Fare subject to changes
    Updated: 7 hours ago

    Madison (MSN)to

    Boston (BOS)
    09/29/26 - 10/06/26

    Round trip

    Economy

    from
    $323Fare 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 Madison to Boston

    Looking for lower fares on your trip from Madison to Boston? 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 Madison to Boston