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Flight Deals
Cheap Flights from Colorado Springs to Wisconsin
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook 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
Mon, Nov 9 - Fri, Nov 13
6:08 pm - 9:15 amCOS Colorado Springs-MKE Milwaukee-Mitchell
14h 07m2 stops Salt Lake City Atlanta Hartsfield-Jackson
3:19 pm - 8:50 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 31m1 stop Atlanta Hartsfield-Jackson
$244Delta
Sat, Nov 14 - Tue, Nov 17
8:14 am - 8:15 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
11h 01m2 stops Salt Lake City Detroit Metropolitan Wayne County
12:42 pm - 8:50 pmMKE Milwaukee-Mitchell-COS Colorado Springs
9h 08m1 stop Atlanta Hartsfield-Jackson
$266Delta
Sat, Nov 14 - Tue, Nov 17
8:14 am - 8:15 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
11h 01m2 stops Salt Lake City Detroit Metropolitan Wayne County
10:53 am - 8:50 pmMKE Milwaukee-Mitchell-COS Colorado Springs
10h 57m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$271Delta
Sat, Nov 14 - Tue, Nov 17
12:54 pm - 10:00 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
8h 06m1 stop Dallas/Fort Worth
7:40 am - 1:04 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 24m1 stop Chicago O'Hare Intl
$284American Airlines
Mon, Nov 9 - Fri, Nov 13
12:15 pm - 12:45 amCOS Colorado Springs-MKE Milwaukee-Mitchell
11h 30m1 stop Phoenix Sky Harbor Intl
5:20 am - 12:05 pmMKE Milwaukee-Mitchell-COS Colorado Springs
7h 45m1 stop Las Vegas Harry Reid Intl
$289Southwest
Thu, Nov 12 - Mon, Nov 16
10:05 am - 7:00 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
7h 55m1 stop San Diego
8:00 am - 3:35 pmMKE Milwaukee-Mitchell-COS Colorado Springs
8h 35m2 stops Lambert-St Louis Denver Intl
$307Southwest
Fri, Jan 15 - Mon, Jan 18
1:38 pm - 7:32 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
4h 54m1 stop Chicago O'Hare Intl
1:38 pm - 6:40 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 02m1 stop Dallas/Fort Worth
$310American Airlines
Sat, Dec 12 - Wed, Dec 23
12:59 pm - 10:09 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
8h 10m1 stop Dallas/Fort Worth
4:54 pm - 11:55 amMKE Milwaukee-Mitchell-COS Colorado Springs
20h 01m1 stop Chicago O'Hare Intl
$315American Airlines
Tue, Apr 6 - Sat, Apr 10
3:25 pm - 11:05 pmCOS Colorado Springs-MSN Madison Truax Field
6h 40m2 stops Denver Intl Chicago O'Hare Intl
3:09 pm - 8:08 pmMSN Madison Truax Field-COS Colorado Springs
5h 59m1 stop Denver Intl
$344United Airlines
Sat, Nov 21 - Thu, Nov 26
1:20 pm - 8:43 pmCOS Colorado Springs-MSN Madison Truax Field
6h 23m1 stop Denver Intl
8:15 am - 2:20 pmMSN Madison Truax Field-COS Colorado Springs
7h 05m2 stops Chicago O'Hare Intl Denver Intl
$350United Airlines
Recent one-way flight deals from Colorado Springs to Wisconsin
Mon, Nov 16
6:08 pm - 9:15 amCOS Colorado Springs-MKE Milwaukee-Mitchell
14h 07m2 stops Salt Lake City Atlanta Hartsfield-Jackson
$114Delta
Mon, Nov 23
1:20 pm - 8:59 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
6h 39m1 stop Denver Intl
$130United Airlines
Mon, Nov 23
1:20 pm - 8:50 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
6h 30m2 stops Denver Intl Chicago O'Hare Intl
$156United Airlines
Wed, Nov 25
5:30 am - 1:24 pmCOS Colorado Springs-MSN Madison Truax Field
6h 54m1 stop Denver Intl
$218United Airlines
Mon, Nov 16
4:15 pm - 9:50 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
4h 35m1 stop Denver Intl
$230Southwest
Mon, Nov 2
10:15 am - 5:30 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
6h 15m1 stop Denver Intl
$297Southwest
Mon, Nov 9
12:54 pm - 9:30 pmCOS Colorado Springs-MSN Madison Truax Field
7h 36m1 stop Dallas/Fort Worth
$299American Airlines
Thu, Nov 5
8:17 am - 8:57 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
11h 40m2 stops Salt Lake City Atlanta Hartsfield-Jackson
$302Delta
Mon, Nov 23
5:37 pm - 5:26 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
46h 49m3 stops Santa Ana J. Wayne/Orange Cnty Denver Intl Orlando
$342Multiple Airlines
Fri, Mar 12
8:00 am - 9:35 pmCOS Colorado Springs-ATW Appleton Intl
12h 35m2 stops Salt Lake City Minneapolis St Paul
$364Delta
Recent last minute flight deals from Colorado Springs to Wisconsin
Thu, Oct 29 - Mon, Nov 2
6:00 am - 1:24 pmCOS Colorado Springs-MSN Madison Truax Field
6h 24m1 stop Denver Intl
6:25 am - 11:15 amMSN Madison Truax Field-COS Colorado Springs
5h 50m1 stop Chicago O'Hare Intl
$444United Airlines
Sat, Oct 31 - Wed, Nov 4
1:26 pm - 11:03 pmCOS Colorado Springs-MSN Madison Truax Field
8h 37m1 stop Atlanta Hartsfield-Jackson
1:37 pm - 8:16 pmMSN Madison Truax Field-COS Colorado Springs
7h 39m1 stop Atlanta Hartsfield-Jackson
$449Delta
Sat, Oct 31 - Sun, Nov 1
1:26 pm - 11:03 pmCOS Colorado Springs-MSN Madison Truax Field
8h 37m1 stop Atlanta Hartsfield-Jackson
5:51 am - 12:30 pmMSN Madison Truax Field-COS Colorado Springs
7h 39m1 stop Atlanta Hartsfield-Jackson
$449Delta
Sat, Oct 31 - Wed, Nov 4
8:17 am - 11:03 pmCOS Colorado Springs-MSN Madison Truax Field
13h 46m2 stops Salt Lake City Atlanta Hartsfield-Jackson
1:37 pm - 8:16 pmMSN Madison Truax Field-COS Colorado Springs
7h 39m1 stop Atlanta Hartsfield-Jackson
$454Delta
Thu, Oct 29 - Mon, Nov 2
7:00 am - 1:24 pmCOS Colorado Springs-MSN Madison Truax Field
5h 24m1 stop Denver Intl
5:00 am - 10:33 amMSN Madison Truax Field-COS Colorado Springs
6h 33m2 stops Chicago O'Hare Intl Denver Intl
$474United Airlines
Wed, Oct 28 - Sat, Oct 31
11:15 am - 9:30 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
9h 15m1 stop Phoenix Sky Harbor Intl
7:40 am - 1:30 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 50m1 stop Dallas Love Field
$477Southwest
Wed, Oct 28 - Sat, Oct 31
11:15 am - 9:30 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
9h 15m1 stop Phoenix Sky Harbor Intl
7:40 am - 1:30 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 50m1 stop Dallas Love Field
$477Southwest
Wed, Oct 28 - Sat, Oct 31
11:34 am - 5:04 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
4h 30m1 stop Denver Intl
2:35 pm - 6:56 pmMKE Milwaukee-Mitchell-COS Colorado Springs
5h 21m1 stop Denver Intl
$477United Airlines
Wed, Oct 28 - Tue, Nov 3
12:46 pm - 6:36 pmCOS Colorado Springs-MKE Milwaukee-Mitchell
4h 50m1 stop Chicago O'Hare Intl
7:40 am - 1:04 pmMKE Milwaukee-Mitchell-COS Colorado Springs
6h 24m1 stop Chicago O'Hare Intl
$577American Airlines
Sat, Oct 31 - Mon, Nov 2
7:57 am - 6:17 pmCOS Colorado Springs-GRB Green Bay Austin-Straubel
9h 20m2 stops Dallas/Fort Worth Chicago O'Hare Intl
5:50 am - 1:04 pmGRB Green Bay Austin-Straubel-COS Colorado Springs
8h 14m1 stop Chicago O'Hare Intl
$584American Airlines
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.
Prices
Airlines
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How much is a round-trip flight from Colorado Springs to Wisconsin?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Colorado Springs to Wisconsin departing in January.
Flight prices are below average for this route right now.
Flights to Wisconsin from Colorado Springs usually cost between $366 and $594 in January.The lowest price found in the past 5 days was $240 on United Airlines (Jan 14-Jan 18).
Good to know
Low season | January |
|---|---|
High season | May |
Cheapest flight | $114 |
FAQs - booking Wisconsin flights
Top tips for finding cheap flights to Wisconsin
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.
7.9
SouthwestOverall score based on 4220 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.0Food
7.4Entertainment
Airline reviews
I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.
8.0 ExcellentDelores, Oct 2026
I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.
WiFi was inoperable - second in four recent Southwest flights where that was true. I need WiFi for work and if Southwest cannot provide, I’ll stop using it
A List preferred boarding was nice Asked for a mask and cheerfully received Denver bag check-in is tricky. Not near other checking desk. Have to navigate to east security and up to level six for bag checkin. TSA busy and 20 minutes process thru pre lines Denver train to gates quick but one more thing to plan time for and long concourse walk to gate
Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.
Slow boarding, limited food and drink portions. Bad delays and turbulence
Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?
The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!
Great no problem boarding suitcase on time for pick up
Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.
I've never flown Southwest before and I can say its my new favorite airline.
Gate agents call groups one and two and give about 3-5 minutes for each group to board, then the call groups three and four together and it causes a bottleneck in the line. Give each group 3-5 minutes to board before calling the next group.
All was fine. Small plane so no food or entertainment.
Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.
Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow
My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.
The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!
The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?
Wifi did not work and they only served water, coffee, or tea.
Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!
Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.
The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.
Really delayed, no effort to support customers other than “sometimes we run late.”
Both of my flights arrived early and check in process was smooth
Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.
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
Flight home lot's of room shame I never noticed that they ripped my suitcase and didn't notice it to I got toy destination and had to buy new set
No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.
It was delayed several hours which delayed our connection in Denver. Not happy.
The wi-fi was awful. I paid $8 each way and got little , except frustration. .
Ridiculous delays with weak excuses. United needs to do their job and troubleshoot. The rate they charge demands no less. Planes are way too full and seats are cramped. Charging for seats and luggage adds insult to injury.
More options for your flight from Colorado Springs to Wisconsin
Complete your trip to Wisconsin with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Wisconsin
Cabin classes available on flights to Wisconsin. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from other airports in Colorado Springs to Wisconsin
Flights from all airports in Colorado Springs to Wisconsin. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from Colorado Springs to popular cities in Wisconsin
Flights from Colorado Springs to Wausaufrom $1,245