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Aspen

$539+ Cheap flights from Madison to Aspen (MSN - ASE)

MSN — ASE
Oct 19 — Oct 261
Mon 10/19
Mon 10/26
1 adult, Economy
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Cheap flight deals from Madison to Aspen

Cheapest flights from Madison to Aspen

Tue 10/204:10 pm -
1 stop6h 48m
Sat 10/241:15 pm -
1 stop6h 52m
Deal found 9/15$539
Fri 9/254:10 pm -
1 stop6h 48m
Fri 10/26:05 pm -
1 stop4h 54m
Deal found 9/18$587
Mon 10/55:10 am -
1 stop4h 49m
Fri 10/96:05 pm -
1 stop4h 54m
Deal found 9/16$651
Sun 10/255:00 am -
1 stop8h 16m
Wed 10/2812:48 pm -
1 stop18h 23m
Deal found 9/16$720

Find flight deals from Madison to Aspen

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$539
(United 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.
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From Madison Truax Field to Aspen Pitkin County
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Cheapflights Fare Finder

 
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

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
Quickest round-trip

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Mon 10/5

5:10 am-8:59 am

1 stop4h 49m

Aspen Pitkin County

Fri 10/9

6:05 pm-11:59 pm

1 stop4h 54m

$651

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Sun 10/25

5:00 am-12:16 pm

1 stop8h 16m

Aspen Pitkin County

Wed 10/28

7:30 am-12:12 am

2 stops15h 42m

$725

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Sorted by cheapest first

Compare providers for flights from Madison to Aspen

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Aspen in September.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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

Reviews of airlines servicing Aspen

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
10,232 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

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
10,232 reviews
United Airlines
7.4
Good
10,232 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.7

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

  • 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 $539. 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 ($403), 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

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$403Average$552FlexibilityNo cancel feeOn-time69%

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