MSN - ASE

$279 Find Cheap Flights from Madison to Aspen

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Aspen departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Aspen

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Aspen, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Aspen, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Madison to Aspen (MSN-ASE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Aspen that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Aspen

Tue, Sep 9 - Sat, Sep 13
American Airlines Logo
5:00 am - 11:41 amMSN-ASE
7h 41m1 stop
American Airlines Logo
4:49 pm - 11:27 pmASE-MSN
5h 38m1 stop
$279American Airlines
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Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
5:43 pm - 9:45 pmMSN-ASE
5h 02m1 stop
United Airlines Logo
11:32 am - 10:23 pmASE-MSN
9h 51m2 stops
$284United Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
8:15 am - 2:50 pmMSN-ASE
7h 35m2 stops
United Airlines Logo
2:40 pm - 10:23 pmASE-MSN
6h 43m2 stops
$314United Airlines
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Thu, Sep 25 - Sun, Sep 28
United Airlines Logo
2:51 pm - 6:26 pmMSN-ASE
4h 35m1 stop
United Airlines Logo
10:00 am - 4:58 pmASE-MSN
5h 58m1 stop
$319United Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
United Airlines Logo
2:51 pm - 8:04 pmMSN-ASE
6h 13m1 stop
United Airlines Logo
11:32 am - 10:28 pmASE-MSN
9h 56m2 stops
$339United Airlines
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Thu, Sep 25 - Sun, Sep 28
United Airlines Logo
10:51 am - 6:26 pmMSN-ASE
8h 35m2 stops
United Airlines Logo
11:32 am - 10:28 pmASE-MSN
9h 56m2 stops
$404United Airlines
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Tue, Sep 30 - Fri, Oct 3
United Airlines Logo
2:46 pm - 9:55 pmMSN-ASE
8h 09m1 stop
United Airlines Logo
6:15 pm - 9:55 amASE-MSN
14h 40m2 stops
$433United Airlines
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Tue, Sep 30 - Fri, Oct 3
United Airlines Logo
5:20 am - 10:39 amMSN-ASE
6h 19m2 stops
United Airlines Logo
6:15 pm - 9:55 amASE-MSN
14h 40m2 stops
$438United Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
United Airlines Logo
2:46 pm - 9:55 pmMSN-ASE
8h 09m1 stop
United Airlines Logo
9:00 am - 9:55 amASE-MSN
23h 55m1 stop
$548United Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
American Airlines Logo
8:18 pm - 11:41 amMSN-ASE
16h 23m1 stop
American Airlines Logo
12:14 pm - 12:19 amASE-MSN
11h 05m2 stops
$1,346American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Madison to Aspen flights

Get data-powered insights and trends into flights from Madison to Aspen to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Madison to Aspen?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Aspen were found on American Airlines ($279) and United Airlines ($284).

Good to know

Cheapest flight$279
Flight from Madison to Aspen

When to book flights from Madison to Aspen

Are your dates flexible? Find out the best times to travel from Madison to Aspen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Aspen

  • What is the cheapest flight from Madison to Aspen?

    In the last 3 days, the lowest price for a flight from Madison to Aspen was $279 for a round-trip ticket.

  • Do I need a passport to fly between Madison and Aspen?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Madison to Aspen?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to Aspen?

    oneworld, and Star Alliance are the airline alliances operating flights between Madison and Aspen, with oneworld being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Madison to Aspen?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Aspen.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Aspen?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Aspen from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Aspen?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Aspen with an airline and back to Madison with another airline. Booking your flights between Madison and ASE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Aspen?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Aspen from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Madison to Aspen

 
See real verified KAYAK customer reviews for airlines flying from Madison to Aspen. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Aspen? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8943 reviews
7.7Boarding
8.1Crew
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

6.0 GoodMarydoug, Aug 2025SJC - DEN
Read more United Airlines reviews

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Very rough getting into denver. my kid threw up it was so rough.

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

Flight attendant moved my bag without notifying me and was rude to me when I asked him about it. There was no reason to move it.

Everything you need to know for your flight from Madison to Aspen

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