What are the cheapest airlines flying from Madison to Aspen round-trip?

According to our current data, American Airlines ($249), and United Airlines ($306) offers the cheapest pricing from Madison to Aspen.

What is the cheapest day to fly from Madison to Aspen?

Travelers seeking maximum savings on their Madison to Aspen flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Aspen ranges from 1.0 - 1.8 inches per month. April is typically the wettest month, when rainfall can reach 1.8 in. January is typically the driest time to visit Aspen when rainfall is around 1.0 in.

If weather is an important factor for your trip to Aspen, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

What is the cheapest day to fly round-trip from Madison to Aspen?

Tuesday flights are generally found to be more expensive for flights from Madison to Aspen. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Aspen.

What is the cheapest time of day to fly from MSN to ASE?

One of the essential ways to save on airfare from Madison to Aspen is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 3% on airfare.

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.

$249+ Flights from Madison to Aspen

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Cheap flight deals from Madison to Aspen

Round-trip from	$249 (American Airlines)

From Madison Truax Field to Aspen Pitkin County

Search Deals

Find 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 July 7, 2025.

Tue 9/166:40 amMSN - ASE

1 stop6h 02mAmerican Airlines

Wed 9/2412:14 pmASE - MSN

1 stop4h 40mAmerican Airlines

Deal found 7/5

$249

Sat 9/1310:51 amMSN - ASE

2 stops7h 03mUnited Airlines

Sat 9/201:15 pmASE - MSN

1 stop6h 33mUnited Airlines

Deal found 7/6

$306

Best flights from Madison to Aspen
Discover carefully curated flight deals from Madison to Aspen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 7, 2025.

Tue 9/166:40 amMSN - ASE

1 stop6h 02mAmerican Airlines

Wed 9/2412:14 pmASE - MSN

1 stop4h 40mAmerican Airlines

Deal found 7/5

$249

Sat 9/1310:51 amMSN - ASE

2 stops7h 03mUnited Airlines

Sat 9/201:15 pmASE - MSN

1 stop6h 33mUnited Airlines

Deal found 7/6

$306

Last-minute flights from Madison to Aspen
Discover last-minute flight deals from Madison to Aspen. Data last updated July 7, 2025 and is based on user searches.

Mon 7/75:50 pmMSN - ASE

1 stop4h 29mUnited Airlines

Sat 7/121:30 pmASE - MSN

1 stop7h 14mUnited Airlines

Deal found 7/6

$549

Thu 7/316:45 amMSN - ASE

1 stop8h 12mAmerican Airlines

Wed 8/64:53 pmASE - MSN

1 stop5h 34mAmerican Airlines

Deal found 7/6

$1,220

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

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Tue 9/16

6:40 am-11:42 am

1 stop6h 02m

Aspen Pitkin County

Wed 9/24

12:14 pm-5:54 pm

1 stop4h 40m

$249

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sat 9/13

10:51 am-4:54 pm

2 stops7h 03m

Aspen Pitkin County

Sat 9/20

1:15 pm-8:48 pm

1 stop6h 33m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/5

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 $448). Flying from Madison to Aspen in December is currently the most expensive (average of $668). 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

See what other customers who have flown with United Airlines and American 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

8,844 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines

7.4

Good

8,844 reviews

United Airlines

7.4

Good

8,844 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,844 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

What are the cheapest airlines flying from Madison to Aspen round-trip?
According to our current data, American Airlines ($249), and United Airlines ($306) 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 $448). Flying from Madison to Aspen in December is currently the most expensive (average of $668). 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

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Top 2 airlines flying from Madison to Aspen

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$248	Average$628	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$458	Average$893	FlexibilityNo cancel fee	On-time69%

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$249+ Cheap flights from Madison to Aspen (MSN - ASE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to Aspen with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Madison to Aspen

Round-trip from

Find flight deals from Madison to Aspen

Cheapest flights from Madison to AspenExplore 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 July 7, 2025.

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 July 7, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Aspen that are best for you.

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.

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?

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 July 7, 2025.

See what other customers who have flown with United Airlines and American 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.

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.

What are the cheapest airlines flying from Madison to Aspen round-trip?

Can I find deals for flights from Madison to Aspen that include hotel bookings?

How can I find direct flights from Madison to Aspen?

Can I find deals for business class flights from Madison to Aspen?

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

Traveling to a place near Madison?

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Alternative routes for Madison to Aspen

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Madison to Aspen

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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 July 7, 2025.