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Aspen

$198+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ASE
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 11/115:23 amORD - ASE
1 stop6h 58mDelta
Sat 11/151:05 pmASE - ORD
1 stop8h 25mDelta
Deal found 10/28$252
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/256:40 amMSN - ASE
1 stop5h 42mUnited Airlines
Mon 12/294:15 pmASE - MSN
1 stop5h 15mUnited Airlines
Deal found 10/29$269
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/135:18 amORD - ASE
1 stop7h 24mAmerican Airlines
Mon 11/177:34 amASE - ORD
1 stop8h 43mAmerican Airlines
Deal found 10/29$272
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/258:45 amORD - ASE
Nonstop3h 37mUnited Airlines
Mon 12/294:15 pmASE - ORD
Nonstop3h 05mUnited Airlines
Deal found 10/29$289
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/167:10 amORD - ASE
1 stop4h 28mUnited Airlines
Sat 12/274:15 pmASE - ORD
Nonstop3h 05mUnited Airlines
Deal found 10/26$299
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/136:12 amMKE - ASE
1 stop6h 30mAmerican Airlines
Mon 11/177:34 amASE - MKE
1 stop8h 30mAmerican Airlines
Deal found 10/29$319
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 12/61:36 pmMSP - ASE
1 stop5h 45mUnited Airlines
Tue 12/91:42 pmASE - MSP
1 stop6h 17mUnited Airlines
Deal found 10/28$319
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/138:15 amMKE - ASE
1 stop5h 14mUnited Airlines
Mon 11/178:30 amASE - MKE
2 stops7h 47mUnited Airlines
Deal found 10/29$324
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/116:15 amMSP - ASE
1 stop6h 29mAmerican Airlines
Sat 11/1512:25 pmASE - MSP
1 stop8h 05mAmerican Airlines
Deal found 10/27$344
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/41:23 pmORD - ASE
1 stop7h 08mAmerican Airlines
Tue 11/2512:25 pmASE - ORD
1 stop6h 17mAmerican Airlines
Deal found 10/28$348
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/136:15 amMSP - ASE
1 stop6h 27mAmerican Airlines
Mon 11/1712:25 pmASE - MSP
1 stop8h 05mAmerican Airlines
Deal found 10/29$364
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/31:31 pmMSP - ASE
1 stop4h 00mUnited Airlines
Wed 12/109:00 amASE - MSP
1 stop7h 12mUnited Airlines
Deal found 10/28$369

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(American Airlines)

One-way from

$198
(Delta)

Popular in

March

Cheapest in

October

Average price

$381
Provider with most accurate pricing for Milwaukee-Mitchell-Aspen Pitkin County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Aspen Pitkin County flights.
Search Deals
From Wisconsin to Aspen Pitkin County
Search Deals
One-way flight from Wisconsin to Aspen Pitkin County
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 29, 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 11/11

5:23 am-11:21 am

1 stop6h 58m

Aspen Pitkin County

Sat 11/15

1:05 pm-10:30 pm

1 stop8h 25m

$252

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Thu 12/25

6:40 am-11:22 am

1 stop5h 42m

Aspen Pitkin County

Mon 12/29

4:15 pm-10:30 pm

1 stop5h 15m

$269

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 12/25

4:47 pm-7:17 pm

Nonstop3h 30m

Aspen Pitkin County

Mon 12/29

5:00 pm-11:59 pm

1 stop5h 59m

$299

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 12/16

7:10 am-10:38 am

1 stop4h 28m

Aspen Pitkin County

Sat 12/27

4:15 pm-8:20 pm

Nonstop3h 05m

$299

MilwaukeeAspen

MKE - ASE

MKEASE

Milwaukee-Mitchell

Thu 11/13

6:12 am-11:42 am

1 stop6h 30m

Aspen Pitkin County

Mon 11/17

7:34 am-5:04 pm

1 stop8h 30m

$319

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Sat 12/6

1:36 pm-4:31 pm

1 stop3h 55m

Aspen Pitkin County

Mon 12/8

6:30 pm-11:44 pm

1 stop4h 14m

$319

MilwaukeeAspen

MKE - ASE

MKEASE

Milwaukee-Mitchell

Thu 11/13

8:15 am-12:29 pm

1 stop5h 14m

Aspen Pitkin County

Mon 11/17

8:30 am-5:17 pm

2 stops7h 47m

$324

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Fri 1/23

11:40 am-7:04 pm

1 stop8h 24m

Aspen Pitkin County

Sat 1/31

7:30 am-2:56 pm

1 stop6h 26m

$344

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 1/6

10:00 am-12:38 pm

Nonstop3h 38m

Aspen Pitkin County

Mon 1/12

2:48 pm-6:55 pm

Nonstop3h 07m

$369

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Mon 3/23

5:30 am-8:56 am

1 stop4h 26m

Aspen Pitkin County

Mon 3/30

6:00 pm-11:48 pm

1 stop4h 48m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 40 results
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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 $241). Flying from Wisconsin to Aspen in April is currently the most expensive (average of $388). 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.

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.

  • How long is the flight from Wisconsin to Aspen?

    For as low as $269, Delta can have you in Aspen from Wisconsin in 5h 42m. The distance between Wisconsin and Aspen is about 948 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $198. American Airlines flights start at $211 while deals on United Airlines start at $370 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, Minneapolis St Paul - Aspen Pitkin County and Madison Truax Field - 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 $241). Flying from Wisconsin to Aspen in April is currently the most expensive (average of $388). 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

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Top airline flying from Wisconsin to Aspen

Discover the top airline 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$308Average$603FlexibilityNo cancel feeOn-time69%

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