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Aspen

$276+ Cheap flights from Madison to Aspen (MSN - ASE)

MSN — ASE
Dec 4 — Dec 111
Fri 12/4
Fri 12/11
1 adult, Economy
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Cheap flight deals from Madison to Aspen

Cheapest flights from Madison to Aspen

Tue 11/179:00 am -
1 stop6h 37m
Wed 11/183:18 pm -
1 stop4h 25m
Deal found 11/2$636
Wed 11/189:00 am -
1 stop4h 48m
Sun 11/223:18 pm -
1 stop4h 25m
Deal found 11/3$654
Mon 12/285:00 am -
1 stop8h 24m
Thu 12/3112:54 pm -
1 stop8h 26m
Deal found 11/2$814
Sun 12/275:00 am -
1 stop5h 54m
Thu 12/3112:47 pm -
1 stop7h 54m
Deal found 11/2$913

Find flight deals from Madison to Aspen

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$636
(United Airlines)

One-way from

$276
(United Airlines)

Popular in

November

Cheapest in

January

Average price

$1,670
Provider with most accurate pricing for Madison Truax Field-Aspen Pitkin County flight deals.
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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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One-way flight from Madison Truax Field to Aspen Pitkin County
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Highest demand for flights based on searches. 40% potential increase in price ($479 potential increase over avg. RT price).
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Cheapest flight prices on average. 17% potential price decrease ($106 potential savings vs. average RT price).
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Average for round-trip flights in November 2026
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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
Quickest round-trip

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Sat 1/16

6:35 am-11:53 am

1 stop6h 18m

Aspen Pitkin County

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$276

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Mon 12/28

9:27 am-3:14 pm

1 stop6h 47m

Aspen Pitkin County

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$460

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Sun 12/27

5:00 am-10:42 am

1 stop6h 42m

Aspen Pitkin County

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$600

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Tue 11/17

9:00 am-2:37 pm

1 stop6h 37m

Aspen Pitkin County

Wed 11/18

3:18 pm-8:43 pm

1 stop4h 25m

$636

MadisonAspen

MSN Madison Truax Field - ASE Aspen Pitkin County

MSNASE

Madison Truax Field

Fri 1/22

10:45 am-4:46 pm

2 stops7h 01m

Aspen Pitkin County

Mon 1/25

10:00 am-11:15 pm

2 stops12h 15m

$640

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

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 November.
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
7.3
Good
10,461 reviews

Boarding

7.7

Entertainment

7.1

Food

6.7

Comfort

7.3

Overall

7.3

Crew

8.1

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
7.3
Good
10,461 reviews
United Airlines
7.3
Good
10,461 reviews

Boarding

7.7

Entertainment

7.1

Food

6.7

Comfort

7.3

Overall

7.3

Crew

8.1

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 37m. United Airlines provides one of the quickest options available for as low as $636. 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 ($413), offers the cheapest pricing from Madison to Aspen. United Airlines is priced at 42% lower than the current average price of a flight leaving 3 months from now.

  • 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$413Average$577FlexibilityNo cancel feeOn-time69%

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