American Airlines flights from Boston to Madison

Flying from Boston to Madison

American Airlines offers convenient flights from Boston Logan International Airport (BOS) to Dane County Regional Airport (MSN). Whether you're traveling for business or leisure, enjoy flexible options and seamless connections. With multiple daily flights, you can choose the best time for your itinerary.

Recent searches for flights from Boston to Madison

cmp-daily-histogram-bars-legend-min-price-aria-label $397
cmp-daily-histogram-bars-legend-max-price-aria-label $690
Displaying fares for September-2026
  • BOS–MSN, 09/12/26 – 09/19/26: From $431
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    SEP

  • BOS–MSN, 09/13/26 – 09/20/26: From $523
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  • BOS–MSN, 09/14/26 – 09/21/26: From $523
    14

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  • BOS–MSN, 09/15/26 – 09/22/26: From $431
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  • BOS–MSN, 09/16/26 – 09/23/26: From $441
    16

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  • BOS–MSN, 09/17/26 – 09/24/26: From $533
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  • BOS–MSN, 09/18/26 – 09/25/26: From $541
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  • BOS–MSN, 09/19/26 – 09/26/26: From $441
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  • BOS–MSN, 09/20/26 – 09/27/26: From $533
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  • BOS–MSN, 09/21/26 – 09/28/26: From $513
    21

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  • BOS–MSN, 09/22/26 – 09/29/26: From $441
    22

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  • BOS–MSN, 09/23/26 – 09/30/26: From $451
    23

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  • BOS–MSN, 09/24/26 – 10/01/26: From $533
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  • BOS–MSN, 09/25/26 – 10/02/26: From $523
    25

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  • BOS–MSN, 09/26/26 – 10/03/26: From $441
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  • BOS–MSN, 09/27/26 – 10/04/26: From $690
    27

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  • BOS–MSN, 09/28/26 – 10/05/26: From $533
    28

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  • BOS–MSN, 09/29/26 – 10/06/26: From $441
    29

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  • BOS–MSN, 09/30/26 – 10/07/26: From $441
    30

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  • BOS–MSN, 10/01/26 – 10/08/26: From $533
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    OCT

  • BOS–MSN, 10/02/26 – 10/05/26: From $533
    02

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  • BOS–MSN, 10/03/26 – 10/10/26: From $451
    03

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  • BOS–MSN, 10/04/26 – 10/11/26: From $533
    04

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  • BOS–MSN, 10/05/26 – 10/12/26: From $523
    05

    Mo

  • BOS–MSN, 10/06/26 – 10/13/26: From $397
    06

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  • BOS–MSN, 10/07/26 – 10/14/26: From $407
    07

    We

  • BOS–MSN, 10/08/26 – 10/13/26: From $485
    08

    Th

  • BOS–MSN, 10/09/26 – 10/13/26: From $570
    09

    Fr

  • BOS–MSN: cmp-view-offers-disclaimer. Find Offers
    10

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  • BOS–MSN: cmp-view-offers-disclaimer. Find Offers
    11

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  • range$397-$690

    Find deals on Boston to Madison flights

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    Boston (BOS)to

    Madison (MSN)
    12/05/26 - 12/12/26

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

    Madison (MSN)
    12/08/26 - 12/15/26

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

    Madison (MSN)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

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

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

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

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

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

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

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

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 hours ago

    Boston (BOS)to

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

    Round trip

    Economy

    from
    $363Fare subject to changes
    Updated: 2 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 Boston to Madison

    Looking for lower fares on your trip from Boston 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

    Citi / AAdvantage credit card offer.

    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 Boston to Madison

    Tips for a smooth departure from Boston Logan International Airport (BOS)

    Ensure a hassle-free start to your journey with these tips:

    • Arrive early: Allow at least 2 hours for domestic flights.
    • Check-in online: Save time by checking in and selecting your seat online.
    • Prepare your documents: Have your boarding pass and ID ready for security checks.
    • Know your terminal: American operates from Terminal B at BOS.
    • Relax in the lounge: Consider accessing the Admirals Club for a more comfortable wait.

    Learn more about how you can manage travel on the go using the American app.

    Arriving in Madison

    Dane County Regional Airport (MSN)

    Located approximately 6 miles northeast of downtown Madison, Dane County Regional Airport offers easy access to the city. Choose from a variety of transportation options:

    • Public transportation: The Madison Metro Transit provides bus services connecting the airport to downtown Madison.
    • Taxis / rideshare: Available 24 / 7 at designated pickup areas, offering a quick and direct route to your destination.
    • Shuttle services: Many hotels offer complimentary shuttles to and from the airport. Check with your hotel in advance for availability.
    • Rental cars: The airport's Rental Car Center offers service from a variety of rental car companies, providing flexibility for exploring the region.

    Check out the Madison airport official website for more transportation details.

    Discover Madison

    Best time to visit Madison

    Madison is a year-round destination, but spring and fall offer the most pleasant weather for outdoor activities.

    • Spring (March to May): Spring is a delightful time to visit Madison, as the city begins to bloom with flowers and greenery. The weather is mild.
    • Summer (June to August): Summer in Madison is lively and bustling, with warm temperatures perfect for outdoor activities and festivals.
    • Fall (September to November): Fall brings cooler temperatures and beautiful foliage, making it a great time for scenic drives and pleasant sightseeing.
    • Winter (December to February): While winter can be chilly, Madison offers plenty of indoor attractions and festive holiday events.

    Top things to see and do in Madison

    Experience the vibrant energy of Madison with these must-see attractions:

    • Wisconsin State Capitol: This stunning building is a must-see for its impressive architecture and beautiful grounds. Visitors can take guided tours to learn about the history and significance of the state capitol and enjoy panoramic views of the city from the observation deck.
    • University of Wisconsin-Madison: The picturesque campus is home to the Memorial Union Terrace, a popular spot for students and visitors to relax by the lake. The campus also features the Chazen Museum of Art, which houses an impressive collection of art from around the world.
    • Olbrich Botanical Gardens: These award-winning gardens offer a variety of themed landscapes, including a stunning Thai Pavilion and Garden, the only one of its kind in the continental United States. Visitors can explore the outdoor gardens and the Bolz Conservatory, which features tropical plants and a waterfall.
    • Henry Vilas Zoo: This free zoo is a favorite among families and features a variety of animals from around the world. The zoo offers educational programs and interactive exhibits, making it a fun and engaging experience for visitors of all ages.
    • Monona Terrace Community and Convention Center: Designed by Frank Lloyd Wright, this architectural gem offers stunning views of Lake Monona and the city skyline. Visitors can take guided tours to learn about Wright's vision and enjoy the rooftop garden and cafe.
    • State Street: This vibrant pedestrian street connects the University of Wisconsin campus to the Capitol Square and is lined with shops, restaurants and cafes. It's a great place to explore local boutiques, enjoy a meal and experience the lively atmosphere of downtown Madison.

    Booking your trip to Madison with American Airlines

    With a variety of flight options and easy booking, American makes it simple to plan your trip to Madison. Enjoy reliable service and start your adventure today.