$109 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 9/13. 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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Cheap Flights from Colorado Springs to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$218
Madison
Madison1 stop$249
Appleton
Appleton1 stop$274
Green Bay
Green Bay1 stop$329
Chicago
Chicagononstop$217
Minneapolis
Minneapolisnonstop$199
Duluth
Duluth1 stop$418
Milwaukee
Milwaukee1 stop$218
Madison
Madison1 stop$249
Appleton
Appleton1 stop$274
Green Bay
Green Bay1 stop$329
Chicago
Chicagononstop$217
Minneapolis
Minneapolisnonstop$199
Duluth
Duluth1 stop$418

Book Cheap Colorado Springs 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 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, Sep 4 - Sun, Sep 7
Delta Logo
11:11 am - 2:24 pmCOS-MSP
2h 13mnonstop
Delta Logo
9:05 am - 10:16 amMSP-COS
2h 11mnonstop
$199Delta
Find Deal
Thu, Sep 4 - Sun, Sep 7
Delta Logo
8:00 am - 2:30 pmCOS-MSP
5h 30m1 stop
Delta Logo
9:05 am - 10:16 amMSP-COS
2h 11mnonstop
$209Delta
Find Deal
Sat, Sep 6 - Tue, Sep 9
American Airlines Logo
12:25 pm - 4:10 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
9:56 am - 11:51 amORD-COS
2h 55mnonstop
$217American Airlines
Find Deal
Fri, Aug 29 - Sun, Aug 31
Southwest Logo
3:30 pm - 11:00 pmCOS-MKE
6h 30m1 stop
Southwest Logo
7:15 pm - 10:25 pmMKE-COS
4h 10m1 stop
$218Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 10
American Airlines Logo
2:16 pm - 9:51 pmCOS-MSP
6h 35m1 stop
American Airlines Logo
7:00 am - 11:51 amMSP-COS
5h 51m1 stop
$219American Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 16
American Airlines Logo
12:03 pm - 3:47 pmCOS-ORD
2h 44mnonstop
American Airlines Logo
9:56 am - 11:51 amORD-COS
2h 55mnonstop
$223American Airlines
Find Deal
Fri, Oct 10 - Sun, Oct 12
Southwest Logo
6:15 pm - 12:20 amCOS-MKE
5h 05m1 stop
Southwest Logo
5:40 pm - 12:10 amMKE-COS
7h 30m1 stop
$225Southwest
Find Deal
Mon, Aug 25 - Tue, Aug 26
United Airlines Logo
12:02 pm - 3:43 pmCOS-ORD
2h 41mnonstop
United Airlines Logo
5:00 am - 9:04 amORD-COS
5h 04m1 stop
$227United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
3:45 pm - 9:11 pmCOS-MKE
4h 26m1 stop
United Airlines Logo
6:04 pm - 9:54 pmMKE-COS
4h 50m1 stop
$231United Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
 Logo
5:59 pm - 9:32 pmCOS-ORD
26h 33m2 stops
 Logo
11:57 am - 9:41 amORD-COS
22h 44m2 stops
Booking Insights

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
Cheapest flight$109
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Colorado Springs to Chicago O'Hare Airport

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 $204 one-way - $199 round-trip; Chicago $209 one-way - $371 round-trip

Reviews of the top 4 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 4246 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

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.

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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