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$369+ Cheap flights from Aspen to Madison (ASE - MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — MSN
août 21 — août 281
jeu. 8/21
jeu. 8/28
1 adult, Economy
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Cheap flight deals from Aspen to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Aspen (ASE) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated août 16, 2025.

Round-trip from

$369
(American Airlines)
From Aspen Pitkin County to Madison Truax Field
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Find flight deals from Aspen to Madison

Cheapest flights from Aspen to Madison
Explore the most affordable flight options available from Aspen to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on août 16, 2025.

This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/2712:03 pmASE - MSN
1 stop6h 54mAmerican Airlines
mar. 9/25:30 amMSN - ASE
1 stop7h 16mAmerican Airlines
Deal found 8/15$369
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/712:25 pmASE - MSN
1 stop8h 29mAmerican Airlines
dim. 11/96:00 amMSN - ASE
1 stop6h 42mAmerican Airlines
Deal found 8/14$370
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/286:15 pmASE - MSN
1 stop26h 45mUnited Airlines
mer. 9/35:43 pmMSN - ASE
1 stop5h 02mUnited Airlines
Deal found 8/13$428
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/272:40 pmASE - MSN
1 stop6h 20mUnited Airlines
mer. 9/38:15 amMSN - ASE
2 stops7h 35mUnited Airlines
Deal found 8/14$460
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/271:15 pmASE - MSN
2 stops8h 08mUnited Airlines
mar. 9/24:30 pmMSN - ASE
1 stop5h 49mUnited Airlines
Deal found 8/15$490

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated août 16, 2025.
Use the filters below to find and compare flights from Aspen to Madison that are best for you.

Fly from

Aspen

Fly to

Madison

Route

Depart

Return

Price

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

mer. 8/27

12:03 pm-7:57 pm

1 stop6h 54m

Madison Truax Field

mer. 9/3

6:40 am-11:42 am

1 stop6h 02m

$369

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

mer. 8/27

12:03 pm-7:57 pm

1 stop6h 54m

Madison Truax Field

mar. 9/2

5:30 am-11:46 am

1 stop7h 16m

$369

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

ven. 11/7

12:25 pm-9:54 pm

1 stop8h 29m

Madison Truax Field

dim. 11/9

6:00 am-11:42 am

1 stop6h 42m

$370

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

jeu. 8/28

6:15 pm-10:00 pm

1 stop26h 45m

Madison Truax Field

mer. 9/3

5:43 pm-9:45 pm

1 stop5h 02m

$428

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

mer. 8/27

2:40 pm-10:00 pm

1 stop6h 20m

Madison Truax Field

mer. 9/3

8:15 am-2:50 pm

2 stops7h 35m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Best time to book a flight from Aspen to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Aspen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aspen to Madison

What is the cheapest month to book a flight from Aspen to Madison?

Currently, January is the cheapest month in which you can book a flight from Aspen to Madison (average of $338). Flying from Aspen to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Aspen to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Aspen to Madison that include hotel bookings?

    Yes. In addition to deals on Aspen to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aspen to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aspen to Madison.

  • Can I find deals for business class flights from Aspen to Madison?

    Yes. Cheapflights offers flight deals from Aspen to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Aspen to Madison?

    Currently, January is the cheapest month in which you can book a flight from Aspen to Madison (average of $338). Flying from Aspen to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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