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Aspen

$190+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ASE
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$249
(United Airlines)

One-way from

$190
(United Airlines)

Popular in

March

Cheapest in

April

Average price

$687
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. 3% potential increase in price ($21 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 September 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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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 10/97:45 pmORD - ASE
Nonstop3h 10mUnited Airlines
Sun 10/1212:40 pmASE - ORD
Nonstop3h 03mUnited Airlines
Deal found 9/10$249
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/2511:24 amMSP - ASE
1 stop8h 35mAmerican Airlines
Wed 10/298:00 amASE - MSP
1 stop7h 59mAmerican Airlines
Deal found 9/10$249
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/249:20 amORD - ASE
Nonstop3h 06mUnited Airlines
Mon 11/33:34 pmASE - ORD
1 stop7h 25mUnited Airlines
Deal found 9/9$259
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/289:31 amORD - ASE
Nonstop3h 10mAmerican Airlines
Sat 10/412:14 pmASE - ORD
Nonstop2h 58mAmerican Airlines
Deal found 9/11$264
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/2112:23 pmMSN - ASE
1 stop7h 54mUnited Airlines
Sun 12/288:00 amASE - MSN
1 stop6h 05mUnited Airlines
Deal found 9/10$269
This United Airlines deal was found by Cheapflights users on 9/9. 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 12/53:35 pmORD - ASE
Nonstop3h 14mUnited Airlines
Mon 12/86:30 pmASE - ORD
1 stop4h 29mUnited Airlines
Deal found 9/9$274
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/1112:05 pmMKE - ASE
2 stops7h 21mUnited Airlines
Tue 10/1412:40 pmASE - MKE
1 stop5h 16mUnited Airlines
Deal found 9/11$274
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/95:45 amMSP - ASE
1 stop5h 54mUnited Airlines
Thu 10/1610:00 amASE - MSP
1 stop6h 10mUnited Airlines
Deal found 9/11$277
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/285:01 amORD - ASE
1 stop6h 38mUnited Airlines
Sat 10/411:32 amASE - ORD
1 stop5h 54mUnited Airlines
Deal found 9/11$284
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/811:29 amMSP - ASE
2 stops7h 57mUnited Airlines
Wed 10/152:00 pmASE - MSP
1 stop4h 05mUnited Airlines
Deal found 9/10$286
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/251:41 pmMSP - ASE
1 stop4h 13mUnited Airlines
Thu 10/305:12 pmASE - MSP
1 stop5h 32mUnited Airlines
Deal found 9/11$317
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2012:55 pmORD - ASE
1 stop4h 59mUnited Airlines
Fri 10/249:00 amASE - ORD
Nonstop3h 03mUnited Airlines
Deal found 9/9$319

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 September 11, 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

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Wed 10/8

3:17 pm-9:55 pm

1 stop7h 38m

Aspen Pitkin County

Wed 10/15

6:15 pm-11:58 pm

1 stop4h 43m

$249

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Sat 10/25

11:24 am-6:59 pm

1 stop8h 35m

Aspen Pitkin County

Tue 10/28

12:15 pm-7:59 pm

1 stop6h 44m

$249

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Sat 10/25

11:24 am-6:59 pm

1 stop8h 35m

Aspen Pitkin County

Wed 10/29

8:00 am-4:59 pm

1 stop7h 59m

$249

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Fri 10/24

9:20 am-11:26 am

Nonstop3h 06m

Aspen Pitkin County

Mon 11/3

3:34 pm-11:59 pm

1 stop7h 25m

$259

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 9/28

9:31 am-11:41 am

Nonstop3h 10m

Aspen Pitkin County

Sat 10/4

12:14 pm-4:12 pm

Nonstop2h 58m

$264

MadisonAspen

MSN - ASE

MSNASE

Madison Truax Field

Sun 12/21

12:23 pm-7:17 pm

1 stop7h 54m

Aspen Pitkin County

Sun 12/28

8:00 am-3:05 pm

1 stop6h 05m

$269

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Fri 12/5

3:35 pm-5:49 pm

Nonstop3h 14m

Aspen Pitkin County

Mon 12/8

5:12 pm-11:59 pm

1 stop5h 47m

$274

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 10/5

9:20 am-11:26 am

Nonstop3h 06m

Aspen Pitkin County

Tue 10/14

10:00 am-6:25 pm

1 stop7h 25m

$274

MilwaukeeAspen

MKE - ASE

MKEASE

Milwaukee-Mitchell

Sat 10/11

12:05 pm-6:26 pm

2 stops7h 21m

Aspen Pitkin County

Tue 10/14

12:40 pm-6:56 pm

1 stop5h 16m

$274

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Thu 10/9

5:45 am-10:39 am

1 stop5h 54m

Aspen Pitkin County

Thu 10/16

10:00 am-5:10 pm

1 stop6h 10m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 44 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 $448). Flying from Wisconsin to Aspen in December is currently the most expensive (average of $662). 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 $249, United Airlines can have you in Aspen from Wisconsin in 7h 38m. The distance between Wisconsin and Aspen is about 800 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 United Airlines, which is currently one of the cheapest options available, starting at $190. American Airlines flights start at $211 while deals on Delta start at $221 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 Green Bay Austin-Straubel - 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 $662). 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
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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$308Average$663FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$611FlexibilityNo cancel feeOn-time71%

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