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$163+ Cheap flights from Colorado Springs to Milwaukee (COS - MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MKE
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Colorado Springs to Milwaukee

Cheapest flights from Colorado Springs to Milwaukee
Explore the most affordable flight options available from Colorado Springs to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:25 pmCOS - MKE
1 stop4h 24mAmerican Airlines
Mon 1/56:14 amMKE - COS
1 stop6h 33mAmerican Airlines
Deal found 12/10$382
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:20 amCOS - MKE
2 stops7h 47mUnited Airlines
Mon 1/55:00 amMKE - COS
2 stops6h 52mUnited Airlines
Deal found 12/10$548
This Southwest deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:05 pmCOS - MKE
1 stop4h 25mSouthwest
Fri 12/266:20 amMKE - COS
2 stops11h 30mSouthwest
Deal found 12/9$591
This American Airlines deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:25 pmCOS - MKE
1 stop6h 03mAmerican Airlines
Tue 12/308:08 pmMKE - COS
1 stop16h 44mAmerican Airlines
Deal found 12/9$634
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:25 pmCOS - MKE
1 stop6h 13mAmerican Airlines
Tue 12/308:08 pmMKE - COS
1 stop16h 44mAmerican Airlines
Deal found 12/11$643
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/189:23 amCOS - MKE
1 stop4h 36mUnited Airlines
Tue 12/306:36 amMKE - COS
2 stops12h 09mUnited Airlines
Deal found 12/10$661

Find flight deals from Colorado Springs to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$272
(American Airlines)

One-way from

$163
(United Airlines)

Popular in

January

Cheapest in

October

Average price

$336
Provider with most accurate pricing for Colorado Springs-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Colorado Springs-Milwaukee-Mitchell flights.
Search Deals
From Colorado Springs to Milwaukee-Mitchell
Search Deals
One-way flight from Colorado Springs to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Colorado Springs to Milwaukee that are best for you.

Fly from

Colorado Springs

Fly to

Milwaukee

Route

Depart

Return

Price

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Wed 1/14

3:30 pm-9:21 pm

1 stop4h 51m

Milwaukee-Mitchell

Sat 1/17

4:05 pm-10:06 pm

1 stop7h 01m

$315

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Tue 2/17

12:00 pm-9:55 pm

2 stops8h 55m

Milwaukee-Mitchell

Sun 2/22

5:10 am-10:20 am

1 stop6h 10m

$346

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Wed 12/31

12:25 pm-5:49 pm

1 stop4h 24m

Milwaukee-Mitchell

Mon 1/5

8:08 pm-9:51 am

2 stops14h 43m

$439

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Tue 2/17

5:59 am-2:05 pm

2 stops7h 06m

Milwaukee-Mitchell

Sun 2/22

6:00 am-2:30 pm

2 stops9h 30m

$548

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Wed 12/31

8:20 am-5:07 pm

2 stops7h 47m

Milwaukee-Mitchell

Mon 1/5

5:00 am-10:52 am

2 stops6h 52m

$548

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Fri 12/26

12:25 pm-7:38 pm

1 stop6h 13m

Milwaukee-Mitchell

Tue 12/30

8:08 pm-11:52 am

1 stop16h 44m

$643

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Fri 12/26

7:00 am-3:00 pm

1 stop7h 00m

Milwaukee-Mitchell

Tue 12/30

6:36 am-2:57 pm

2 stops9h 21m

$649

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Wed 4/1

11:36 am-10:45 pm

2 stops10h 09m

$163

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Sat 12/27

1:48 pm-10:15 pm

1 stop7h 27m

$204

Colorado SpringsMilwaukee

COS - MKE

COSMKE

Colorado Springs

Sat 12/27

6:35 am-5:50 pm

2 stops10h 15m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 11 results
1
2

Compare providers for flights from Colorado Springs to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Colorado Springs to Milwaukee in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Colorado Springs-Milwaukee flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Colorado Springs-Milwaukee flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Colorado Springs-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Colorado Springs-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Colorado Springs-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Colorado Springs to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Colorado Springs with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Colorado Springs to Milwaukee

What is the cheapest month to book a flight from Colorado Springs to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Colorado Springs to Milwaukee (average of $37). Flying from Colorado Springs to Milwaukee in June is currently the most expensive (average of $118). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated December 12, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Colorado Springs to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Colorado Springs to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Colorado Springs to Milwaukee?

    For as low as $315, United Airlines can have you in Milwaukee from Colorado Springs in 4h 51m. The distance from Colorado Springs to Milwaukee is about 921 mi.

  • What are the cheapest airlines flying from Colorado Springs to Milwaukee round-trip?

    Currently priced at $224, Southwest will fly you from Colorado Springs to Milwaukee and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from $244 and $290, respectively. Users have found that Southwest is 42% cheaper than the other options available to this destination.

  • Can I find deals for flights from Colorado Springs to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Colorado Springs to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Colorado Springs to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Colorado Springs to Milwaukee.

  • Can I find deals for business class flights from Colorado Springs to Milwaukee?

    Yes. Cheapflights offers flight deals from Colorado Springs to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Colorado Springs to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Colorado Springs to Milwaukee (average of $37). Flying from Colorado Springs to Milwaukee in June is currently the most expensive (average of $118). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for Colorado Springs to Milwaukee

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Top 3 airlines flying from Colorado Springs to Milwaukee

Discover the top 3 airlines that operate flights from Colorado Springs to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$224Average$345FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$244Average$384FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$290Average$391FlexibilityNo cancel feeOn-time69%

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