$111 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 5/16. 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, 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 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$235
Madison
Madison1 stop$309
Appleton
Appleton1 stop$345
Green Bay
Green Bay2 stops$335
Wausau
Wausau1 stop$578
Minneapolis
Minneapolis1 stop$299
Duluth
Duluth2 stops$540
Chicago
Chicagononstop$221
Milwaukee
Milwaukee1 stop$235
Madison
Madison1 stop$309
Appleton
Appleton1 stop$345
Green Bay
Green Bay2 stops$335
Wausau
Wausau1 stop$578
Minneapolis
Minneapolis1 stop$299
Duluth
Duluth2 stops$540
Chicago
Chicagononstop$221

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

Sat, May 2 - Sat, May 9
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$221American Airlines
Thu, Apr 30 - Sun, May 3
Multiple Airlines Logo
6:46 pm - 5:00 pm
COS
-
ORD
21h 14m
1 stop
Multiple Airlines Logo
7:45 am - 5:56 pm
ORD
-
COS
11h 11m
1 stop
$230Multiple Airlines
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
1:33 pm - 9:21 pm
COS
-
MKE
6h 48m
1 stop
United Airlines Logo
5:37 pm - 9:54 pm
MKE
-
COS
5h 17m
1 stop
$235United Airlines
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
3:26 pm - 9:21 pm
COS
-
MKE
4h 55m
1 stop
United Airlines Logo
5:10 am - 11:05 am
MKE
-
COS
6h 55m
2 stops
$240United Airlines
Wed, Apr 29 - Wed, May 6
Southwest Logo
9:10 am - 6:50 pm
COS
-
ORD
8h 40m
1 stop
Southwest Logo
7:45 am - 4:10 pm
ORD
-
COS
9h 25m
1 stop
$241Southwest
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$242American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$243American Airlines
Tue, Apr 14 - Wed, Apr 15
Southwest Logo
12:40 pm - 10:15 pm
COS
-
MKE
8h 35m
2 stops
Southwest Logo
2:50 pm - 9:20 pm
MKE
-
COS
7h 30m
2 stops
$245Southwest
Tue, Jun 30 - Sat, Jul 4
Delta Logo
6:00 am - 1:44 pm
COS
-
MKE
6h 44m
1 stop
Delta Logo
5:55 am - 12:59 pm
MKE
-
COS
8h 04m
1 stop
$259Delta
Fri, Jun 26 - Mon, Jun 29
Delta Logo
6:00 am - 1:44 pm
COS
-
MKE
6h 44m
1 stop
Delta Logo
2:45 pm - 9:22 pm
MKE
-
COS
7h 37m
1 stop
$264Delta
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 February, when tickets cost $270 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $454 and $425 respectively.

Good to know

Low seasonMarch
Cheapest flight$111
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 22% 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.

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 $260 one-way - $299 round-trip; Chicago $189 one-way - $360 round-trip

Reviews of the 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 4318 reviews
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Both of my flights arrived early and check in process was smooth

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Flight was late - I was downgraded from first class to coach

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Terrible. They wouldn't allow me on my flight on the 14th..

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 😁

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

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

Information on your arrival and departure airports