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Aspen

$445+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Sep 11 — Sep 181
Fri 9/11
Fri 9/18
1 adult, Economy
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Cheap 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 August 12, 2026.

This American Airlines deal was found by Cheapflights users on 8/9. 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.
Wed 9/97:17 am -
1 stop6h 04m
Tue 9/157:00 am -
1 stop6h 55m
Deal found 8/9$445
This United Airlines deal was found by Cheapflights users on 8/9. 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 9/115:00 am -
2 stops6h 44m
Tue 9/152:15 pm -
1 stop5h 24m
Deal found 8/9$450
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sun 9/132:44 pm -
1 stop8h 11m
Wed 9/161:15 pm -
1 stop6h 24m
Deal found 8/9$479
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sun 9/133:58 pm -
1 stop6h 57m
Tue 9/151:15 pm -
2 stops8h 30m
Deal found 8/9$484
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Wed 9/95:00 am -
1 stop4h 44m
Wed 9/162:15 pm -
1 stop5h 24m
Deal found 8/9$519
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Wed 9/97:15 am -
2 stops11h 03m
Tue 9/158:05 am -
2 stops9h 55m
Deal found 8/9$529
This United Airlines deal was found by Cheapflights users on 8/10. 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 10/178:50 am -
1 stop6h 48m
Wed 10/211:15 pm -
1 stop6h 52m
Deal found 8/10$539
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Wed 9/94:14 pm -
1 stop6h 41m
Mon 9/146:05 pm -
1 stop4h 54m
Deal found 8/9$559

Find 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 August 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$445
(American Airlines)
Provider with most accurate pricing for Madison Truax Field-Aspen Pitkin County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Aspen Pitkin County flights.
Search Deals
From Madison Truax Field to Aspen Pitkin County
Search Deals

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 August 12, 2026.
Use the filters below to find and compare flights from Madison to Aspen that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Sat 10/17

8:50 am-2:38 pm

1 stop6h 48m

Aspen Pitkin County

Wed 10/21

1:15 pm-9:07 pm

1 stop6h 52m

$519
Quickest round-trip

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Sat 9/12

5:49 pm-9:55 pm

1 stop5h 06m

Aspen Pitkin County

Tue 9/15

1:15 pm-8:39 pm

1 stop6h 24m

$519

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Wed 9/9

5:00 am-10:44 am

1 stop6h 44m

Aspen Pitkin County

Tue 9/15

8:05 am-7:00 pm

2 stops9h 55m

$524

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Tue 10/20

4:10 pm-9:58 pm

1 stop6h 48m

Aspen Pitkin County

Sat 10/24

1:15 pm-9:07 pm

1 stop6h 52m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/8

Sorted by cheapest first

Compare providers for flights from Madison to Aspen

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Aspen in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Aspen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Aspen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Aspen flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Aspen flights, Cheapflights users trust FlightHub the most. FlightHub 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 Madison-Aspen 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 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.

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 August 12, 2026.
See what other customers who have flown with United 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.
United Airlines
7.4
Good
10,111 reviews

Boarding

7.7

Entertainment

7.1

Food

6.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,111 reviews
United Airlines
7.4
Good
10,111 reviews

Boarding

7.7

Entertainment

7.1

Food

6.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

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.

  • How long is the flight from Madison to Aspen?

    A quick flight from Madison to Aspen can take about 6h 48m. United Airlines provides one of the quickest options available for as low as $519. The distance between Madison and Aspen is about 948 mi.

  • What is the cheapest airline to fly from Madison to Aspen round-trip?

    According to our current data, United Airlines ($332), 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.

See more FAQs

Traveling to a place near Aspen?

Book flights to Aspen if you plan to visit one of these locations
Snowmass Village
Leadville
Snowmass

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Top airline flying from Madison to Aspen

Discover the top airline 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 August 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$332Average$518FlexibilityNo cancel feeOn-time69%

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