$100 Find Cheap Flights from Colorado Springs 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 Colorado Springs to Wisconsin departing on 6/30. 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

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 Colorado Springs 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 Colorado Springs to Wisconsin, as well as popular online travel agencies
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Flights Deals

Best Wisconsin Flight Deals from Colorado Springs

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$212
Madison
Madison1 stop$249
Appleton
Appleton1 stop$259
Green Bay
Green Bay1 stop$454
Wausau
Wausau1 stop$339
Chicago
Chicagononstop$251
Minneapolis
Minneapolisnonstop$199
Milwaukee
Milwaukee1 stop$212
Madison
Madison1 stop$249
Appleton
Appleton1 stop$259
Green Bay
Green Bay1 stop$454
Wausau
Wausau1 stop$339
Chicago
Chicagononstop$251
Minneapolis
Minneapolisnonstop$199

Cheap Flights from Colorado Springs to Wisconsin

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Colorado Springs 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 Colorado Springs to Wisconsin

Thu, Jul 17 - Mon, Jul 21
Delta Logo
10:54 am - 2:02 pmCOS-MSP
2h 08mnonstop
Delta Logo
8:50 am - 9:59 amMSP-COS
2h 09mnonstop
$199Delta
Find Deal
Thu, Jul 17 - Mon, Jul 21
Delta Logo
5:55 pm - 12:34 amCOS-MSP
5h 39m1 stop
Delta Logo
8:50 am - 9:59 amMSP-COS
2h 09mnonstop
$209Delta
Find Deal
Mon, Jun 30 - Sat, Jul 12
Southwest Logo
6:35 pm - 11:45 pmCOS-MKE
4h 10m1 stop
Southwest Logo
5:30 am - 10:35 amMKE-COS
6h 05m1 stop
$212Southwest
Find Deal
Tue, Jul 22 - Tue, Aug 5
American Airlines Logo
4:55 pm - 11:30 pmCOS-MSP
5h 35m1 stop
American Airlines Logo
5:00 am - 9:51 amMSP-COS
5h 51m1 stop
$219American Airlines
Find Deal
Sat, Aug 23 - Wed, Aug 27
Southwest Logo
11:05 am - 9:15 pmCOS-MSP
9h 10m2 stops
Southwest Logo
6:20 am - 10:40 amMSP-COS
5h 20m1 stop
$224Southwest
Find Deal
Wed, Jul 9 - Sat, Jul 12
American Airlines Logo
4:55 pm - 11:25 pmCOS-MSN
5h 30m1 stop
American Airlines Logo
5:30 pm - 11:52 pmMSN-COS
7h 22m1 stop
$249American Airlines
Find Deal
Tue, Jul 15 - Sat, Jul 26
United Airlines Logo
6:05 am - 9:55 amCOS-ORD
2h 50mnonstop
United Airlines Logo
7:40 pm - 9:44 pmORD-COS
3h 04mnonstop
$283United Airlines
Find Deal
Fri, Aug 1 - Wed, Aug 6
United Airlines Logo
10:30 am - 5:01 pmCOS-MKE
5h 31m1 stop
United Airlines Logo
5:57 pm - 11:52 pmMKE-COS
6h 55m1 stop
$286United Airlines
Find Deal
Fri, Jul 11 - Fri, Jul 18
 Logo
5:09 pm - 6:03 amCOS-ORD
11h 54m2 stops
 Logo
7:08 am - 4:19 pmORD-COS
10h 11m2 stops
Fri, Aug 1 - Sun, Aug 10
 Logo
5:09 pm - 6:03 amCOS-ORD
11h 54m2 stops
 Logo
8:50 am - 8:55 amORD-COS
25h 05m1 stop
Useful Info

KAYAK's insights & trends for Colorado Springs to Wisconsin flights

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

What is the cheapest month to fly from Colorado Springs to Wisconsin?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Colorado Springs to Wisconsin, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Colorado Springs to Wisconsin is August, when tickets cost $268 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $482 and $478 respectively.

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

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

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


Good to know

Low seasonFebruary
High seasonSeptember
Cheapest flight$100
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Colorado Springs to Milwaukee

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Colorado Springs 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 Colorado Springs to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Colorado Springs 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 Colorado Springs 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 Colorado Springs 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 Colorado Springs 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 Colorado Springs 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 $361 on average. Morning departures are around 9% cheaper than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the evening, which is peak travel time and where the average cost of a ticket is $396.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from Colorado Springs to the following destinations at these prices or less: Minneapolis $168 one-way - $239 round-trip; Chicago $158 one-way - $341 round-trip

Top 3 airlines serving from Colorado Springs to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Colorado Springs 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 Colorado Springs 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.
8.0
SouthwestOverall score based on 4287 reviews
7.1Food
8.2Boarding
8.0Comfort
7.6Entertainment
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

Everything you need to know for your flight from Colorado Springs to Wisconsin

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