Aspen

$249+ Cheap flights from Madison to Aspen (MSN - ASE)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Jul 12 — Jul 191
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Aspen 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 Madison to Aspen

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Aspen (ASE). 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 July 7, 2025.

Round-trip from

$249
(American Airlines)
From Madison Truax Field to Aspen Pitkin County

Find flight deals from Madison to Aspen

Cheapest flights from Madison to Aspen
Explore the most affordable flight options available from Madison to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2025.

This American Airlines deal was found by Cheapflights users on 7/5. 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.
Tue 9/166:40 amMSN - ASE
1 stop6h 02mAmerican Airlines
Wed 9/2412:14 pmASE - MSN
1 stop4h 40mAmerican Airlines
Deal found 7/5$249
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 9/1310:51 amMSN - ASE
2 stops7h 03mUnited Airlines
Sat 9/201:15 pmASE - MSN
1 stop6h 33mUnited Airlines
Deal found 7/6$306

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Aspen 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 July 7, 2025.
Use the filters below to find and compare flights from Madison to Aspen that are best for you.

Fly from

Madison

Fly to

Aspen

Route

Depart

Return

Price

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Tue 9/16

6:40 am-11:42 am

1 stop6h 02m

Aspen Pitkin County

Wed 9/24

12:14 pm-5:54 pm

1 stop4h 40m

$249

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sat 9/13

10:51 am-4:54 pm

2 stops7h 03m

Aspen Pitkin County

Sat 9/20

1:15 pm-8:48 pm

1 stop6h 33m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/5

Best time to book a flight from Madison to Aspen

Have a flexible travel schedule? Discover the best time to fly to Aspen from Madison 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 Madison to Aspen

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

Currently, November is the cheapest month in which you can book a flight from Madison to Aspen (average of $448). Flying from Madison to Aspen in December is currently the most expensive (average of $668). 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.

Reviews of airlines servicing Aspen

Get insights into the airlines that provide service to Aspen. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Aspen. Reviews last updated July 7, 2025.
See what other customers who have flown with United Airlines and American Airlines from Madison to Aspen have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Boarding

7.7

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Madison to Aspen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from Madison to Aspen round-trip?

    According to our current data, American Airlines ($249), and United Airlines ($306) offers the cheapest pricing from Madison to Aspen.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Aspen 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 Madison to Aspen?

    Currently, November is the cheapest month in which you can book a flight from Madison to Aspen (average of $448). Flying from Madison to Aspen in December is currently the most expensive (average of $668). 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
Snowmass Village
Carbondale
Buena Vista
Snowmass

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 Madison to Aspen

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Madison to Aspen

Discover the top 2 airlines that operate flights from Madison to Aspen. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$628FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$893FlexibilityNo cancel feeOn-time69%

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.