$113 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 2/14. 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$315
Madison
Madison1 stop$339
Appleton
Appleton1 stop$275
Green Bay
Green Bay1 stop$325
Duluth
Duluth2 stops$648
Chicago
Chicago1 stop$218
Milwaukee
Milwaukee1 stop$315
Madison
Madison1 stop$339
Appleton
Appleton1 stop$275
Green Bay
Green Bay1 stop$325
Duluth
Duluth2 stops$648
Chicago
Chicago1 stop$218

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

Sun, Jan 11 - Sun, Jan 18
Multiple Airlines Logo
3:07 pm - 6:58 pm
COS
-
ORD
26h 51m1 stop
Multiple Airlines Logo
7:58 pm - 9:40 am
ORD
-
COS
14h 42m1 stop
$218Multiple Airlines
Sun, Jan 11 - Sun, Jan 18
Multiple Airlines Logo
3:07 pm - 6:58 pm
COS
-
ORD
26h 51m1 stop
Multiple Airlines Logo
6:30 am - 9:40 am
ORD
-
COS
28h 10m2 stops
$251Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
American Airlines Logo
1:06 pm - 4:55 pm
COS
-
ORD
2h 49mnonstop
American Airlines Logo
11:50 am - 1:54 pm
ORD
-
COS
3h 04mnonstop
$255American Airlines
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
8:30 am - 7:38 am
COS
-
ORD
22h 08m2 stops
Multiple Airlines Logo
2:13 pm - 9:58 am
ORD
-
COS
20h 45m1 stop
$257Multiple Airlines
Tue, Jan 27 - Sat, Jan 31
United Airlines Logo
11:43 am - 3:35 pm
COS
-
ORD
2h 52mnonstop
United Airlines Logo
8:50 am - 11:02 am
ORD
-
COS
3h 12mnonstop
$261United Airlines
Thu, Jan 15 - Sun, Jan 18
United Airlines Logo
11:33 am - 7:51 pm
COS
-
ORD
7h 18m1 stop
United Airlines Logo
8:50 am - 11:02 am
ORD
-
COS
3h 12mnonstop
$265United Airlines
Tue, Jan 27 - Sat, Jan 31
United Airlines Logo
11:43 am - 3:35 pm
COS
-
ORD
2h 52mnonstop
United Airlines Logo
8:45 am - 12:22 pm
ORD
-
COS
4h 37m1 stop
$271United Airlines
Wed, Feb 4 - Sun, Feb 8
American Airlines Logo
3:17 pm - 9:57 pm
COS
-
ATW
5h 40m1 stop
American Airlines Logo
7:15 am - 12:09 pm
ATW
-
COS
5h 54m1 stop
$275American Airlines
Thu, Jan 15 - Sun, Jan 18
Delta Logo
12:00 pm - 9:52 pm
COS
-
ORD
8h 52m1 stop
Delta Logo
5:30 am - 12:22 pm
ORD
-
COS
7h 52m1 stop
$275Delta
Thu, Jan 15 - Sun, Jan 18
Delta Logo
7:59 am - 9:05 pm
COS
-
ORD
12h 06m2 stops
Delta Logo
5:30 am - 12:22 pm
ORD
-
COS
7h 52m1 stop
$280Delta
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 $273 (return) on average. On the other hand, the most expensive months are January and March, when the average cost of round-trip tickets is $487 and $482 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$113
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 21% 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: Chicago $182 one-way - $331 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.
7.9
SouthwestOverall score based on 4250 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

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

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

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

Information on your arrival and departure airports