HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — MSN
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Aspen to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 February 5, 2026.

This United Airlines deal was found by Cheapflights users on 2/4. 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.
Thu 2/199:05 am
ASE
-
MSN
1 stop4h 52m
United Airlines
Mon 2/234:23 pm
MSN
-
ASE
1 stop6h 11m
United Airlines
Deal found 2/4$369
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 2/139:05 am
ASE
-
MSN
1 stop4h 52m
United Airlines
Tue 2/176:30 am
MSN
-
ASE
1 stop6h 11m
United Airlines
Deal found 2/1$419

Find 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 February 5, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$369
(United Airlines)
Provider with most accurate pricing for Aspen Pitkin County-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aspen Pitkin County-Madison Truax Field flights.
Search Deals
From Aspen Pitkin County to Madison Truax Field
Search Deals

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 February 5, 2026.
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

Thu 2/19

12:22 pm-9:07 pm

2 stops7h 45m

Madison Truax Field

Mon 2/23

4:23 pm-8:19 pm

1 stop4h 56m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

  • Most accurate provider: When it comes to deals on Aspen-Madison flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Aspen-Madison flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Aspen-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Aspen-Madison flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Aspen-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, February is the cheapest month in which you can book a flight from Aspen to Madison (average of $211). Flying from Aspen to Madison in April is currently the most expensive (average of $466). 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.

  • How long is the flight from Aspen to Madison?

    United Airlines can get you from Aspen to Madison in just under 4h 52m. Your travel time can differ by up to . The distance from Aspen to Madison is about 948 mi.

  • 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, February is the cheapest month in which you can book a flight from Aspen to Madison (average of $211). Flying from Aspen to Madison in April is currently the most expensive (average of $466). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Aspen to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Denver to O'Hare Intl flights
Denver to Madison flights
Denver to Minneapolis flights
Denver to Milwaukee flights
Denver to Appleton flights
Colorado Springs to O'Hare Intl flights
Denver to Green Bay flights
Colorado Springs to Minneapolis flights
Montrose to O'Hare Intl flights
Denver to Duluth flights
Grand Junction to O'Hare Intl flights
Durango to O'Hare Intl flights
Grand Junction to Minneapolis flights
Denver to Wausau flights
Grand Junction to Green Bay flights
Colorado Springs to Milwaukee flights
Aspen to Green Bay flights
Vail to O'Hare Intl flights
Denver to Rhinelander flights
Grand Junction to Appleton flights
Denver to La Crosse flights
Hayden to Minneapolis flights
Montrose to Milwaukee flights
Colorado Springs to Appleton flights
Gunnison to O'Hare Intl flights
Aspen to Minneapolis flights
Aspen to O'Hare Intl flights
Colorado Springs to Madison flights
Grand Junction to Madison flights
Durango to Madison flights
Colorado Springs to Green Bay flights
Grand Junction to Milwaukee flights
Colorado Springs to Duluth flights
Durango to Minneapolis flights
Gunnison to Minneapolis flights
Durango to Milwaukee flights
Denver to Eau Claire flights
Vail to Milwaukee flights
Grand Junction to Escanaba flights
Hayden to O'Hare Intl flights
Montrose to Minneapolis flights
Montrose to Madison flights
Aspen to Milwaukee flights
Montrose to Green Bay flights
Montrose to Appleton flights
Gunnison to Madison flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.