$221 Find Cheap Flights from Vail to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Vail to Wisconsin departing on 3/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vail to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vail to Wisconsin, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Vail to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$441
Chicago
Chicago1 stop$309
Milwaukee
Milwaukee1 stop$441
Chicago
Chicago1 stop$309

Book Cheap Vail to Wisconsin Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vail to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Vail to Wisconsin

Thu, Nov 13 - Sun, Nov 16
American Airlines Logo
8:00 am - 3:28 pmEGE-ORD
6h 28m1 stop
American Airlines Logo
11:46 am - 7:11 pmORD-EGE
8h 25m1 stop
$309American Airlines
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Tue, Oct 14 - Sat, Oct 18
United Airlines Logo
1:40 pm - 8:25 pmEGE-ORD
5h 45m1 stop
United Airlines Logo
2:53 pm - 8:08 pmORD-EGE
6h 15m1 stop
$317United Airlines
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Wed, Oct 15 - Wed, Oct 22
United Airlines Logo
3:20 pm - 11:59 pmEGE-ORD
7h 39m1 stop
United Airlines Logo
7:10 am - 12:38 pmORD-EGE
6h 28m1 stop
$328United Airlines
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Fri, Nov 14 - Sun, Nov 16
United Airlines Logo
1:30 pm - 7:40 pmEGE-ORD
5h 10m1 stop
United Airlines Logo
7:10 am - 12:24 pmORD-EGE
6h 14m1 stop
$349United Airlines
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Mon, Oct 13 - Sat, Oct 18
United Airlines Logo
3:20 pm - 11:59 pmEGE-ORD
7h 39m1 stop
United Airlines Logo
2:53 pm - 8:08 pmORD-EGE
6h 15m1 stop
$374United Airlines
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Fri, Nov 14 - Sun, Nov 16
United Airlines Logo
1:30 pm - 7:41 amEGE-ORD
17h 11m2 stops
United Airlines Logo
7:10 am - 12:24 pmORD-EGE
6h 14m1 stop
$402United Airlines
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Sat, Oct 18 - Mon, Oct 20
United Airlines Logo
1:30 pm - 9:30 pmEGE-ORD
7h 00m1 stop
United Airlines Logo
2:53 pm - 8:08 pmORD-EGE
6h 15m1 stop
$409United Airlines
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Thu, Nov 13 - Sun, Nov 16
American Airlines Logo
8:00 am - 8:31 pmEGE-ORD
11h 31m2 stops
American Airlines Logo
8:53 am - 7:11 pmORD-EGE
11h 18m2 stops
$599American Airlines
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Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:56 pm - 10:45 pmEGE-ESC
29h 49m2 stops
Delta Logo
6:13 am - 10:54 amESC-EGE
30h 41m2 stops
$859Delta
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Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:56 pm - 10:45 pmEGE-ESC
29h 49m2 stops
Delta Logo
6:13 am - 10:54 amESC-EGE
30h 41m2 stops
$902Delta
Find Deal
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.

What’s the cheapest day of the week to fly from Vail to Wisconsin?

The average price of all round-trip flights from Vail to Wisconsin clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Vail to Wisconsin, look for departures on Saturdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Wisconsin, Wednesday is the cheapest day to fly and Friday is the most expensive.

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Good to know

Low seasonMarch
Cheapest flight$221
Best time to beat the crowds but there is an average 78% increase in price.
Most popular time to fly and prices are also 41% lower on average.
Flight from Vail to Chicago O'Hare Airport

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.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the morning, when round-trip flights cost $451 on average. Morning departures are around 5% cheaper than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $536.

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 $210 one-way - $343 round-trip

Reviews of the top airline flying from Vail to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Vail to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.4
United AirlinesOverall score based on 8924 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

2.0 MediocreNatalie, Jul 2025ASE - DEN
Read more United Airlines reviews

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

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

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

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.

Everything you need to know for your flight from Vail to Wisconsin

Information on your arrival and departure airports

Vail (EGE)

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