$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 11/27. 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$314
Madison
Madison1 stop$249
Appleton
Appleton1 stop$259
Green Bay
Green Bay2 stops$256
Wausau
Wausau2 stops$428
Duluth
Duluth2 stops$318
Chicago
Chicagononstop$253
Milwaukee
Milwaukee1 stop$314
Madison
Madison1 stop$249
Appleton
Appleton1 stop$259
Green Bay
Green Bay2 stops$256
Wausau
Wausau2 stops$428
Duluth
Duluth2 stops$318
Chicago
Chicagononstop$253

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, Dec 4 - Sun, Dec 7
American Airlines Logo
12:45 pm - 9:54 pmCOS-MSN
8h 09m1 stop
American Airlines Logo
5:45 am - 12:02 pmMSN-COS
7h 17m1 stop
$249American Airlines
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Mon, Nov 24 - Thu, Dec 4
American Airlines Logo
12:36 pm - 4:22 pmCOS-ORD
2h 46mnonstop
American Airlines Logo
9:55 am - 12:02 pmORD-COS
3h 07mnonstop
$253American Airlines
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Wed, Dec 3 - Mon, Dec 8
Delta Logo
1:42 pm - 10:26 pmCOS-MSN
7h 44m1 stop
Delta Logo
10:55 am - 10:25 pmMSN-COS
12h 30m2 stops
$254Delta
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Wed, Dec 10 - Sat, Dec 13
Delta Logo
8:10 am - 10:37 pmCOS-GRB
13h 27m2 stops
Delta Logo
5:15 am - 12:36 pmGRB-COS
8h 21m1 stop
$256Delta
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Sat, Dec 13 - Tue, Dec 16
United Airlines Logo
12:50 pm - 4:36 pmCOS-ORD
2h 46mnonstop
United Airlines Logo
7:55 pm - 9:57 pmORD-COS
3h 02mnonstop
$261United Airlines
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Thu, Feb 12 - Sat, Feb 14
Multiple Airlines Logo
8:30 am - 7:59 pmCOS-MSP
10h 29m1 stop
Multiple Airlines Logo
6:45 am - 7:40 amMSP-COS
25h 55m2 stops
$263Multiple Airlines
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Thu, Nov 13 - Wed, Nov 19
United Airlines Logo
7:00 am - 2:06 pmCOS-MSN
6h 06m1 stop
United Airlines Logo
5:48 pm - 11:59 pmMSN-COS
7h 11m1 stop
$264United Airlines
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Sat, Dec 13 - Tue, Dec 16
Southwest Logo
5:00 am - 1:00 pmCOS-ORD
7h 00m1 stop
Southwest Logo
2:15 pm - 7:40 pmORD-COS
6h 25m1 stop
$281Southwest
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Wed, Dec 17 - Fri, Jan 16
Southwest Logo
5:10 pm - 10:00 pmCOS-MSP
3h 50m1 stop
Southwest Logo
5:00 am - 10:30 amMSP-COS
6h 30m1 stop
$289Southwest
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Thu, Dec 18 - Sat, Jan 17
Multiple Airlines Logo
3:22 pm - 10:29 pmCOS-MSP
6h 07m1 stop
Multiple Airlines Logo
8:45 am - 1:06 pmMSP-COS
53h 21m2 stops
$412Multiple Airlines
Find Deal
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 October, when tickets cost $298 (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$111
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 11% increase in price.
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: Chicago $180 one-way - $348 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 4241 reviews
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

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 😁

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

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

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

Information on your arrival and departure airports

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