$351 Find Cheap Flights from Vail to Wisconsin - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Vail to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Milwaukee
Milwaukee1 stop$569
Chicago
Chicagononstop$485
Milwaukee
Milwaukee1 stop$569
Chicago
Chicagononstop$485

Book Cheap Vail to Wisconsin Plane Tickets

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Vail to Wisconsin

Wed, Dec 2 - Sun, Dec 13
United Airlines Logo
7:10 am - 1:24 pmEGE  Vail Eagle County-MSN Madison Truax Field
5h 14m1 stop Denver Intl
United Airlines Logo
5:00 am - 12:27 pmMSN  Madison Truax Field-EGE Vail Eagle County
8h 27m2 stops Chicago O'Hare Intl Denver Intl
$528United Airlines
Wed, Dec 2 - Sun, Dec 13
United Airlines Logo
1:35 pm - 9:15 pmEGE  Vail Eagle County-MSN Madison Truax Field
6h 40m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:27 pmMSN  Madison Truax Field-EGE Vail Eagle County
8h 27m2 stops Chicago O'Hare Intl Denver Intl
$533United Airlines
Fri, Jan 29 - Tue, Feb 2
United Airlines Logo
8:00 am - 2:00 pmEGE  Vail Eagle County-MKE Milwaukee-Mitchell
5h 00m1 stop Chicago O'Hare Intl
United Airlines Logo
8:21 am - 2:31 pmMKE  Milwaukee-Mitchell-EGE Vail Eagle County
7h 10m1 stop Denver Intl
$569United Airlines
Tue, Nov 17 - Fri, Nov 20
United Airlines Logo
3:10 pm - 8:59 pmEGE  Vail Eagle County-MKE Milwaukee-Mitchell
4h 49m1 stop Denver Intl
United Airlines Logo
2:35 pm - 8:31 pmMKE  Milwaukee-Mitchell-EGE Vail Eagle County
6h 56m1 stop Denver Intl
$570United Airlines
Fri, Jan 29 - Tue, Feb 2
United Airlines Logo
1:05 pm - 6:56 pmEGE  Vail Eagle County-MKE Milwaukee-Mitchell
4h 51m1 stop Chicago O'Hare Intl
United Airlines Logo
12:45 pm - 8:33 pmMKE  Milwaukee-Mitchell-EGE Vail Eagle County
8h 48m2 stops Chicago O'Hare Intl Denver Intl
$574United Airlines
Tue, Nov 17 - Fri, Nov 20
United Airlines Logo
7:10 am - 5:43 pmEGE  Vail Eagle County-MKE Milwaukee-Mitchell
9h 33m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
2:35 pm - 8:31 pmMKE  Milwaukee-Mitchell-EGE Vail Eagle County
6h 56m1 stop Denver Intl
$575United Airlines
Wed, Dec 2 - Sun, Dec 13
American Airlines Logo
8:00 am - 5:00 pmEGE  Vail Eagle County-MSN Madison Truax Field
8h 00m1 stop Dallas/Fort Worth
American Airlines Logo
11:36 am - 7:15 pmMSN  Madison Truax Field-EGE Vail Eagle County
8h 39m1 stop Dallas/Fort Worth
$590American Airlines
Wed, Dec 2 - Sun, Dec 13
United Airlines Logo
3:28 pm - 8:37 amEGE  Vail Eagle County-MSN Madison Truax Field
16h 09m3 stops Denver Intl Los Angeles Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:27 pmMSN  Madison Truax Field-EGE Vail Eagle County
8h 27m2 stops Chicago O'Hare Intl Denver Intl
$650United Airlines
Booking Insights

KAYAK's insights & trends for Vail to Wisconsin flights

Get data-powered insights and trends into flights from Vail to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Vail to Wisconsin?

In the past 5 days, the cheapest round-trip tickets from Vail to Wisconsin were found on United Airlines ($533) and American Airlines ($590).

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FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Vail to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Vail to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vail to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Vail to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vail to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Vail to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vail to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Vail to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from Vail to the following destinations at these prices or less: Chicago $328 one-way - $480 round-trip

Reviews of the top airline flying from Vail to Wisconsin

 
Need help choosing which airline to fly with from Vail to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
United AirlinesOverall score based on 10458 reviews
6.7Food
7.3Comfort
8.1Crew
7.1Entertainment
7.7Boarding
Airline reviews

I am United’s newest fan. The planes are clean, the staff is so friendly and snacks are more than just old pretzel crumbles. The captain came and said hello! Truly amazing experience

10.0 ExcellentLeeza, Nov 2026
Read more United Airlines reviews

I am United’s newest fan. The planes are clean, the staff is so friendly and snacks are more than just old pretzel crumbles. The captain came and said hello! Truly amazing experience

Pretty much the exact same comments for this flight, there was crazy weather!

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

Plane arrived an hour before departure. Plane was completely boarded and ready for push back when they decided they needed to change a tire. 1 hour delay on the plane when this could have been done before we got on the plane.

Really delayed, no effort to support customers other than “sometimes we run late.”

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

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