$195 Find Cheap Flights from Vail to Wisconsin - Compare and Save

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 9/30. 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, 0 bags

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$449
Chicago
Chicago1 stop$410
Milwaukee
Milwaukee1 stop$449
Chicago
Chicago1 stop$410

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

Fri, Oct 2 - Mon, Oct 5
American Airlines Logo
12:58 pm - 8:30 pm
EGE
-
ORD
6h 32m
1 stop
American Airlines Logo
10:05 pm - 12:03 pm
ORD
-
EGE
14h 58m
2 stops
$410American Airlines
Tue, Jul 28 - Sun, Aug 2
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$415American Airlines
Wed, Jul 29 - Tue, Aug 4
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
11:00 am - 6:50 pm
ORD
-
EGE
8h 50m
1 stop
$435American Airlines
Tue, Oct 27 - Sat, Oct 31
United Airlines Logo
7:15 am - 1:23 pm
EGE
-
MKE
5h 08m
1 stop
United Airlines Logo
3:00 pm - 8:05 pm
MKE
-
EGE
6h 05m
1 stop
$449United Airlines
Thu, Jul 9 - Mon, Jul 20
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$452American Airlines
Tue, Oct 27 - Sat, Oct 31
United Airlines Logo
1:30 pm - 9:23 pm
EGE
-
MKE
6h 53m
1 stop
United Airlines Logo
5:00 am - 12:21 pm
MKE
-
EGE
8h 21m
2 stops
$454United Airlines
Tue, Oct 27 - Sat, Oct 31
United Airlines Logo
1:30 pm - 12:09 am
EGE
-
MKE
9h 39m
2 stops
United Airlines Logo
12:14 pm - 8:05 pm
MKE
-
EGE
8h 51m
2 stops
$459United Airlines
Wed, Jul 1 - Mon, Jul 13
American Airlines Logo
10:33 am - 8:11 pm
EGE
-
ORD
8h 38m
1 stop
American Airlines Logo
12:05 pm - 6:50 pm
ORD
-
EGE
7h 45m
1 stop
$462American Airlines
Fri, Jul 17 - Mon, Jul 20
American Airlines Logo
2:12 pm - 11:39 pm
EGE
-
ORD
8h 27m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
EGE
5h 53m
1 stop
$463American Airlines
Wed, Jul 22 - Wed, Jul 29
American Airlines Logo
2:12 pm - 11:34 pm
EGE
-
MKE
8h 22m
1 stop
American Airlines Logo
12:09 pm - 6:50 pm
MKE
-
EGE
7h 41m
1 stop
$476American 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?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Vail to Wisconsin were found on American Airlines ($415) and United Airlines ($449).

Find deals

Good to know

Cheapest flight$195
Flight from Vail to Milwaukee

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.

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 9859 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

Very easy ! Use the kiosk and bag drop and right to security within 10 min

10.0 ExcellentJoanne, Jun 2026
DEN - ORD
Read more United Airlines reviews

Very easy ! Use the kiosk and bag drop and right to security within 10 min

This planes staff was top tier. Everything went great and had a great flight home.

Destroyed my suitcase. Tired of talking about it. Cancelling my unite mileage plus account.

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

It was a short flight so I was expecting too much

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

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

Information on your arrival and departure airports

Vail (EGE)