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Aspen

$207+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ASE
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/28. 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 7/155:50 am
MSP
-
ASE
1 stop4h 01m
United Airlines
Wed 7/225:00 pm
ASE
-
MSP
1 stop5h 48m
United Airlines
Deal found 1/28$229
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:36 pm
MSP
-
ASE
1 stop4h 54m
United Airlines
Tue 4/2111:15 am
ASE
-
MSP
1 stop4h 26m
United Airlines
Deal found 1/27$299
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 2/2212:24 pm
ORD
-
ASE
Nonstop3h 28m
American Airlines
Fri 2/273:46 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Deal found 1/27$311
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 2/227:10 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Tue 3/31:24 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Deal found 1/28$314
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 11/33:00 pm
MKE
-
ASE
1 stop6h 06m
United Airlines
Sat 11/71:00 pm
ASE
-
MKE
1 stop7h 23m
United Airlines
Deal found 1/26$329
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Mon 3/163:35 pm
ORD
-
ASE
Nonstop3h 23m
United Airlines
Fri 3/204:20 pm
ASE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 1/29$331
This United Airlines deal was found by Cheapflights users on 1/28. 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 6/175:50 am
MSP
-
ASE
1 stop3h 53m
United Airlines
Mon 6/226:25 pm
ASE
-
MSP
1 stop4h 25m
United Airlines
Deal found 1/28$332
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:20 am
ORD
-
ASE
Nonstop3h 06m
United Airlines
Tue 6/169:05 am
ASE
-
ORD
Nonstop3h 08m
United Airlines
Deal found 1/27$334
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.
Mon 2/211:08 am
MSP
-
ASE
1 stop6h 44m
United Airlines
Sat 2/77:00 am
ASE
-
MSP
1 stop4h 39m
United Airlines
Deal found 1/26$339
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.
Mon 2/91:35 pm
MSP
-
ASE
1 stop4h 17m
United Airlines
Sun 2/157:55 am
ASE
-
MSP
1 stop8h 33m
United Airlines
Deal found 1/26$343
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 2/287:10 am
ORD
-
ASE
Nonstop3h 22m
American Airlines
Wed 3/43:46 pm
ASE
-
ORD
Nonstop3h 01m
American Airlines
Deal found 1/27$350
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/84:52 pm
MSP
-
ASE
1 stop4h 23m
United Airlines
Sun 2/157:55 am
ASE
-
MSP
1 stop8h 33m
United Airlines
Deal found 1/27$359

Find flight deals from Wisconsin to Aspen

Keep the following information in mind while searching for Wisconsin to Aspen flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$207
(American Airlines)

Popular in

March

Cheapest in

May

Average price

$471
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. 14% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Fri 6/26

5:50 am-8:51 am

1 stop4h 01m

Aspen Pitkin County

Mon 6/29

6:00 pm-11:48 pm

1 stop4h 48m

$299

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Sat 4/18

4:55 pm-8:23 pm

1 stop4h 28m

Aspen Pitkin County

Tue 4/21

2:27 pm-8:38 pm

1 stop5h 11m

$299

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 2/23

12:45 pm-3:20 pm

Nonstop3h 35m

Aspen Pitkin County

Thu 2/26

4:04 pm-8:04 pm

Nonstop3h 00m

$311

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/22

12:24 pm-2:52 pm

Nonstop3h 28m

Aspen Pitkin County

Tue 3/3

7:00 am-1:57 pm

1 stop5h 57m

$323

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 2/24

5:25 am-11:46 am

1 stop7h 21m

Aspen Pitkin County

Tue 3/3

3:00 pm-11:56 pm

1 stop7h 56m

$331

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 3/16

5:50 pm-9:42 pm

1 stop4h 52m

Aspen Pitkin County

Fri 3/20

5:16 pm-11:52 pm

1 stop5h 36m

$331

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Wed 6/17

5:50 am-8:43 am

1 stop3h 53m

Aspen Pitkin County

Mon 6/22

6:25 pm-11:50 pm

1 stop4h 25m

$332

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Mon 2/9

1:35 pm-4:52 pm

1 stop4h 17m

Aspen Pitkin County

Sun 2/15

7:55 am-5:28 pm

1 stop8h 33m

$343

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 2/21

3:35 pm-5:58 pm

Nonstop3h 23m

Aspen Pitkin County

Wed 2/25

4:04 pm-8:04 pm

Nonstop3h 00m

$350

MinneapolisAspen

MSP - ASE

MSPASE

Minneapolis St Paul

Wed 2/25

11:08 am-5:40 pm

1 stop7h 32m

Aspen Pitkin County

Sat 2/28

12:22 pm-9:59 pm

2 stops8h 37m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 43 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 $220). Flying from Wisconsin 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.

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 $323, United Airlines can have you in Aspen from Wisconsin in 3h 28m. The distance between Wisconsin and Aspen is about 1010 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Milwaukee-Mitchell - 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 $220). Flying from Wisconsin 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

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See prices for flight routes from nearby airports that may be better suited for you.
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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$423FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$409Average$503FlexibilityNo cancel feeOn-time71%

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