MSN - ASE

$420 Find Cheap Flights from Madison to Aspen

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Aspen departing on 6/11. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$481
United Airlines
Mon 3/16Fri 3/20
MSN - ASE • 1 stop
Cheapest one-way
$420
American Airlines
Thu 6/11
MSN - ASE • 1 stop
Top airlines
United Airlines
Cheapest • from $481 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Madison and Aspen. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Chicago (ORD)
Cheapest • Avg $412 (round-trip)
Chicago (ORD)
Shortest trip • 5h 02m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Aspen!
Flight Deals
Booking Insights
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

Mon, Mar 16 - Fri, Mar 20
United Airlines Logo
4:05 pm - 8:42 pm
MSN
-
ASE
5h 37m
1 stop
United Airlines Logo
7:56 am - 2:58 pm
ASE
-
MSN
6h 02m
1 stop
$481United Airlines
Mon, Mar 16 - Fri, Mar 20
United Airlines Logo
10:49 am - 5:58 pm
MSN
-
ASE
8h 09m
1 stop
United Airlines Logo
2:27 pm - 10:32 pm
ASE
-
MSN
7h 05m
2 stops
$486United Airlines
Fri, Jul 10 - Mon, Jul 13
United Airlines Logo
5:00 am - 10:51 am
MSN
-
ASE
6h 51m
2 stops
United Airlines Logo
8:32 am - 5:04 pm
ASE
-
MSN
7h 32m
1 stop
$562United Airlines
Fri, Jul 10 - Mon, Jul 13
United Airlines Logo
5:00 am - 10:51 am
MSN
-
ASE
6h 51m
2 stops
United Airlines Logo
1:07 pm - 10:50 pm
ASE
-
MSN
8h 43m
2 stops
$567United Airlines
Sat, Mar 14 - Wed, Mar 18
United Airlines Logo
4:05 pm - 9:42 pm
MSN
-
ASE
6h 37m
1 stop
United Airlines Logo
4:20 pm - 10:32 pm
ASE
-
MSN
5h 12m
1 stop
$578United Airlines
Fri, Jul 10 - Mon, Jul 13
United Airlines Logo
3:10 pm - 9:26 pm
MSN
-
ASE
7h 16m
1 stop
United Airlines Logo
6:12 pm - 11:59 pm
ASE
-
MSN
4h 47m
1 stop
$580United Airlines
Sat, Mar 14 - Wed, Mar 18
United Airlines Logo
4:05 pm - 9:42 pm
MSN
-
ASE
6h 37m
1 stop
United Airlines Logo
1:22 pm - 10:32 pm
ASE
-
MSN
8h 10m
2 stops
$583United Airlines
Fri, Jul 10 - Mon, Jul 13
United Airlines Logo
5:00 am - 10:51 am
MSN
-
ASE
6h 51m
2 stops
United Airlines Logo
8:32 am - 5:04 pm
ASE
-
MSN
7h 32m
1 stop
$585United Airlines
Fri, Jul 10 - Mon, Jul 13
United Airlines Logo
5:00 am - 10:51 am
MSN
-
ASE
6h 51m
2 stops
United Airlines Logo
1:07 pm - 10:50 pm
ASE
-
MSN
8h 43m
2 stops
$611United Airlines
Mon, Mar 16 - Fri, Mar 20
United Airlines Logo
6:30 am - 5:40 pm
MSN
-
ASE
12h 10m
2 stops
United Airlines Logo
2:27 pm - 10:32 pm
ASE
-
MSN
7h 05m
2 stops
$627United Airlines
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 United Airlines ($481) and American Airlines ($851).

Find deals

Good to know

Cheapest flight$420
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 $420 for a one-way ticket and $481 for a round-trip.

  • 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?

    Star Alliance is the only airline alliance operating flights between Madison and Aspen.

  • 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 9363 reviews
7.7Boarding
8.1Crew
7.1Entertainment
6.6Food
7.3Comfort
Airline reviews

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

2.0 MediocreCameron, Feb 2026
GRR - DEN
Read more United Airlines reviews

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

As great a red-eye flight as red-eye flights can be.

Both of my flights arrived early and check in process was smooth

Everything was on time Will use united again for sure

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

Flight was delayed. De-icing took a while. When we landed had to wait for another plane to vacate our gate. Just an overall bad experience.

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

United have really come back. Airport and boarding process is clear and good, app and information also very good

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

Information on your arrival and departure airports

Madison (MSN)
Aspen (ASE)