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Aspen

$145+ Cheap flights from Wisconsin to Aspen (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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ASE
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Wisconsin to Aspen

Keep the following information in mind while searching for Wisconsin to Aspen flight deals. Data was last updated April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(United Airlines)

One-way from

$145
(American Airlines)

Popular in

March

Cheapest in

April

Average price

$392
Provider with most accurate pricing for Milwaukee-Mitchell-Aspen Pitkin County flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Aspen Pitkin County flights.
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From Wisconsin to Aspen Pitkin County
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One-way flight from Wisconsin to Aspen Pitkin County
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Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Wisconsin to Aspen

Cheapest flights from Wisconsin to Aspen
Explore the most affordable flight options available from Wisconsin to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This United Airlines deal was found by Cheapflights users on 4/29. 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 6/245:02 amORD - ASE
1 stop4h 40mUnited Airlines
Tue 7/19:15 amASE - ORD
Nonstop2h 58mUnited Airlines
Deal found 4/29$249
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/1110:51 amORD - ASE
Nonstop3h 13mAmerican Airlines
Wed 6/1812:08 pmASE - ORD
Nonstop2h 51mAmerican Airlines
Deal found 4/28$264
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/28:40 amORD - ASE
2 stops11h 34mDelta
Tue 6/108:05 amASE - ORD
1 stop7h 54mDelta
Deal found 4/28$289
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 9/66:19 amATW - ASE
1 stop7h 51mAmerican Airlines
Fri 9/1212:08 pmASE - ATW
1 stop4h 32mAmerican Airlines
Deal found 4/29$295
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 8/136:04 pmMSP - ASE
1 stop4h 15mUnited Airlines
Tue 8/196:15 pmASE - MSP
1 stop4h 43mUnited Airlines
Deal found 4/28$314
This United Airlines deal was found by Cheapflights users on 4/29. 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 9/195:58 pmMKE - ASE
1 stop4h 21mUnited Airlines
Mon 9/221:15 pmASE - MKE
2 stops7h 41mUnited Airlines
Deal found 4/29$456
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/1811:32 amMSN - ASE
1 stop7h 32mAmerican Airlines
Sat 6/214:35 pmASE - MSN
1 stop5h 55mAmerican Airlines
Deal found 4/28$471
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Sat 5/36:00 amMSP - ASE
1 stop6h 51mAmerican Airlines
Sun 5/412:29 pmASE - MSP
1 stop6h 39mAmerican Airlines
Deal found 4/28$479
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 10/105:43 pmMKE - ASE
2 stops21h 15mAmerican Airlines
Mon 10/1312:08 pmASE - MKE
1 stop25h 12mAmerican Airlines
Deal found 4/29$582
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/185:23 pmMSN - ASE
2 stops16h 19mUnited Airlines
Sat 6/211:35 pmASE - MSN
1 stop7h 08mUnited Airlines
Deal found 4/28$585
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:20 amATW - ASE
1 stop7h 18mDelta
Sun 5/41:39 pmASE - ATW
1 stop7h 50mDelta
Deal found 4/29$624
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 5/18:30 amATW - ASE
1 stop7h 11mUnited Airlines
Mon 5/57:40 amASE - ATW
2 stops10h 28mUnited Airlines
Deal found 4/29$725

Cheapflights Fare Finder

Customize your flight search to find flights from Wisconsin 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 April 30, 2025.
Use the filters below to find and compare flights from Wisconsin to Aspen that are best for you.

Fly from

Wisconsin

Fly to

Aspen

Route

Depart

Return

Price

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 6/24

5:02 am-8:42 am

1 stop4h 40m

Aspen Pitkin County

Tue 7/1

9:15 am-1:13 pm

Nonstop2h 58m

$249

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Wed 6/11

10:51 am-1:04 pm

Nonstop3h 13m

Aspen Pitkin County

Wed 6/18

12:08 pm-3:59 pm

Nonstop2h 51m

$264

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 6/2

8:40 am-7:14 pm

2 stops11h 34m

Aspen Pitkin County

Tue 6/10

8:05 am-4:59 pm

1 stop7h 54m

$289

AppletonAspen

ATW - ASE

ATWASE

Appleton Intl

Sat 9/6

6:19 am-1:10 pm

1 stop7h 51m

Aspen Pitkin County

Fri 9/12

12:08 pm-5:40 pm

1 stop4h 32m

$295

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Wed 8/13

6:04 pm-9:19 pm

1 stop4h 15m

Aspen Pitkin County

Tue 8/19

6:15 pm-11:58 pm

1 stop4h 43m

$314

MilwaukeeAspen

MKE - ASE

MKEASE

Milwaukee-Mitchell

Fri 9/19

5:58 pm-9:19 pm

1 stop4h 21m

Aspen Pitkin County

Mon 9/22

1:15 pm-9:56 pm

2 stops7h 41m

$456

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Wed 6/18

11:32 am-6:04 pm

1 stop7h 32m

Aspen Pitkin County

Sat 6/21

4:35 pm-11:30 pm

1 stop5h 55m

$471

MilwaukeeAspen

MKE - ASE

MKEASE

Milwaukee-Mitchell

Fri 10/10

5:43 pm-1:58 pm

2 stops21h 15m

Aspen Pitkin County

Mon 10/13

12:08 pm-2:20 pm

1 stop25h 12m

$582

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Wed 6/18

5:23 pm-8:42 am

2 stops16h 19m

Aspen Pitkin County

Sat 6/21

1:35 pm-9:43 pm

1 stop7h 08m

$585

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Thu 7/10

7:00 am-6:04 pm

2 stops12h 04m

Aspen Pitkin County

Mon 7/14

1:35 pm-12:08 am

2 stops9h 33m

$764

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 18 results
1
2

Best time to book a flight from Wisconsin to Aspen

Have a flexible travel schedule? Discover the best time to fly to Aspen from Wisconsin 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 Wisconsin to Aspen

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

Currently, November is the cheapest month in which you can book a flight from Wisconsin to Aspen (average of $448). Flying from Wisconsin to Aspen in December is currently the most expensive (average of $672). 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.

Rainfall in Aspen by month

Plan your trip to Aspen by taking into account the average rainfall totals by month.

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.

Temperature in Aspen by month

Plan your trip to Aspen by taking into account the average temperature totals by month.

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).

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 April 30, 2025.
Read through reviews of airlines operating flights from Wisconsin to Aspen, such as Alaska Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Entertainment

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Aspen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Aspen from Wisconsin?

    Aspen Pitkin County (ASE), located 3.5 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Aspen.

  • What are the cheapest airlines to fly from Wisconsin to Aspen one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $145. United Airlines flights start at $155 while deals on Delta start at $216 one-way.

  • What are the most popular routes from Wisconsin to Aspen?

    The most popular flight routes from Wisconsin to Aspen are Chicago O'Hare Intl - Aspen Pitkin County, Appleton Intl - Aspen Pitkin County and Minneapolis St Paul - Aspen Pitkin County.

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

    Yes. In addition to deals on Wisconsin to Aspen flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Aspen?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Aspen.

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to Aspen?

    Currently, November is the cheapest month in which you can book a flight from Wisconsin to Aspen (average of $448). Flying from Wisconsin to Aspen in December is currently the most expensive (average of $672). 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 Wisconsin?

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

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Top 2 airlines flying from Wisconsin to Aspen

Discover the top 2 airlines that operate flights from Wisconsin 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$294Average$600FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$555FlexibilityNo cancel feeOn-time71%

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