HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Aspen

$321+ Cheap flights from Madison to Aspen (MSN - ASE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Aspen with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 26, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 2/106:30 am
MSN
-
ASE
1 stop6h 25m
United Airlines
Sat 2/1411:51 am
ASE
-
MSN
1 stop6h 07m
United Airlines
Deal found 1/26$369
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/214:23 pm
MSN
-
ASE
1 stop6h 11m
United Airlines
Sat 2/281:34 pm
ASE
-
MSN
1 stop6h 14m
United Airlines
Deal found 1/24$421
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Sun 3/225:00 am
MSN
-
ASE
1 stop5h 29m
American Airlines
Tue 3/312:47 pm
ASE
-
MSN
1 stop6h 01m
American Airlines
Deal found 1/24$489
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/810:45 am
MSN
-
ASE
1 stop8h 40m
United Airlines
Thu 2/129:05 am
ASE
-
MSN
1 stop4h 52m
United Airlines
Deal found 1/24$551
This United Airlines deal was found by Cheapflights users on 1/24. 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 3/226:30 am
MSN
-
ASE
1 stop6h 11m
United Airlines
Tue 3/3112:14 pm
ASE
-
MSN
2 stops8h 02m
United Airlines
Deal found 1/24$579
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Mon 2/96:30 am
MSN
-
ASE
2 stops7h 17m
United Airlines
Fri 2/132:27 pm
ASE
-
MSN
1 stop5h 21m
United Airlines
Deal found 1/25$586
This United Airlines deal was found by Cheapflights users on 1/26. 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 7/103:09 pm
MSN
-
ASE
1 stop7h 07m
United Airlines
Mon 7/135:00 pm
ASE
-
MSN
1 stop22h 50m
United Airlines
Deal found 1/26$623

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$421
(United Airlines)

One-way from

$321
(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
One-way flight 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 January 26, 2026.
Use the filters below to find and compare flights from Madison to Aspen that are best for you.

Fly from

Madison

Fly to

Aspen

Route

Depart

Return

Price

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Tue 2/10

6:30 am-11:55 am

1 stop6h 25m

Aspen Pitkin County

Sat 2/14

11:51 am-6:58 pm

1 stop6h 07m

$369

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sat 2/21

4:23 pm-9:34 pm

1 stop6h 11m

Aspen Pitkin County

Sat 2/28

1:34 pm-8:48 pm

1 stop6h 14m

$421

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sun 2/8

10:45 am-6:25 pm

1 stop8h 40m

Aspen Pitkin County

Thu 2/12

9:05 am-2:57 pm

1 stop4h 52m

$551

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Mon 2/9

6:30 am-11:55 am

1 stop6h 25m

Aspen Pitkin County

Fri 2/13

11:51 am-6:58 pm

1 stop6h 07m

$551

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sun 3/22

6:30 am-11:41 am

1 stop6h 11m

Aspen Pitkin County

Tue 3/31

12:14 pm-9:16 pm

2 stops8h 02m

$579

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sun 2/1

11:23 am-7:04 pm

1 stop8h 41m

$321

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Tue 2/3

5:38 am-2:16 pm

1 stop9h 38m

$321

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sun 2/1

6:30 am-2:44 pm

2 stops9h 14m

$361

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Tue 2/3

8:15 am-4:52 pm

2 stops9h 37m

$361

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Mon 2/2

7:20 am-2:18 pm

1 stop7h 58m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 14 results
1
2

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 January.
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.

Cheapflights Insights

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

What is the cheapest month to book a flight from Madison to Aspen?

Currently, November is the cheapest month in which you can book a flight from Madison to Aspen (average of $220). Flying from Madison to Aspen in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 January 26, 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
9,199 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,199 reviews
United Airlines
7.4
Good
9,199 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 25m. United Airlines provides one of the quickest options available for as low as $369. 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 ($299), 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.

  • What is the cheapest month to book a flight from Madison to Aspen?

    Currently, November is the cheapest month in which you can book a flight from Madison to Aspen (average of $220). Flying from Madison to Aspen in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Aspen?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Aspen

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Denver flights
Minneapolis to Denver flights
Madison to Denver flights
Milwaukee to Denver flights
Appleton to Denver flights
O'Hare Intl to Aspen flights
O'Hare Intl to Colorado Springs flights
O'Hare Intl to Vail flights
O'Hare Intl to Hayden flights
O'Hare Intl to Montrose flights
Green Bay to Denver flights
Minneapolis to Colorado Springs flights
Milwaukee to Hayden flights
O'Hare Intl to Durango flights
Duluth to Denver flights
Minneapolis to Durango flights
Minneapolis to Aspen flights
Minneapolis to Vail flights
Minneapolis to Grand Junction flights
Minneapolis to Hayden flights
O'Hare Intl to Grand Junction flights
Milwaukee to Colorado Springs flights
Appleton to Colorado Springs flights
Madison to Montrose flights
Milwaukee to Grand Junction flights
La Crosse to Denver flights
Minneapolis to Montrose flights
O'Hare Intl to Gunnison flights
Madison to Colorado Springs flights
Madison to Grand Junction flights
Wausau to Denver flights
Milwaukee to Vail flights
Appleton to Grand Junction flights
Eau Claire to Denver flights
Milwaukee to Gunnison flights
Green Bay to Colorado Springs flights
Minneapolis to Gunnison flights
Milwaukee to Montrose flights
Milwaukee to Durango flights
Milwaukee to Aspen flights
Rhinelander to Denver flights
Appleton to Durango flights
Green Bay to Grand Junction flights
Green Bay to Durango flights
Appleton to Aspen flights
Dubuque to Denver flights
Rhinelander to Grand Junction flights
Escanaba to Denver flights

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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$299Average$455FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.