$99+ Cheap flights from Colorado Springs to Milwaukee (COS - MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MKE
Nov 6 — Nov 131
Round-trip
1 adult, Economy
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Find cheap flights from Colorado Springs to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Colorado Springs to Milwaukee
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Cheapest flights from Colorado Springs to MilwaukeeExplore 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 October 7, 2026.
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 October 7, 2026.
This Southwest deal was found by Cheapflights users on 10/5. 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.
Wed 11/43:05 pm -
1 stop7h 10m
Fri 11/65:50 am -
1 stop4h 35m
Deal found 10/5![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:00 am -
1 stop7h 14m
Thu 11/265:20 am -
1 stop8h 06m
Deal found 10/6![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 10/6. 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.
Thu 11/196:30 am -
1 stop6h 05m
Thu 11/2612:55 pm -
1 stop4h 25m
Deal found 10/6![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 10/6. 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.
Thu 12/243:05 pm -
1 stop7h 05m
Mon 1/45:20 am -
1 stop7h 45m
Deal found 10/6![Southwest logo]()
$305
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 11/101:20 pm -
1 stop6h 39m
Wed 11/115:45 pm -
1 stop7h 14m
Deal found 10/5![United Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Sat 11/712:02 pm -
1 stop4h 41m
Sat 11/142:23 pm -
2 stops7h 26m
Deal found 10/2![United Airlines logo]()
$320
Best flights from Colorado Springs to MilwaukeeDiscover carefully curated flight deals from Colorado Springs to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 7, 2026.
Discover carefully curated flight deals from Colorado Springs to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 7, 2026.
This Southwest deal was found by Cheapflights users on 10/6. 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.
Thu 12/243:05 pm -
1 stop7h 05m
Mon 1/45:20 am -
1 stop7h 45m
Deal found 10/6![Southwest logo]()
$305
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 11/1012:02 pm -
1 stop4h 41m
Wed 11/115:45 pm -
1 stop7h 14m
Deal found 10/6![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:17 am -
2 stops10h 49m
Sat 11/143:59 pm -
2 stops7h 23m
Deal found 10/2![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
1 stop6h 54m
Mon 10/263:20 pm -
2 stops8h 02m
Deal found 10/6![Delta logo]()
$380
Last-minute flights from Colorado Springs to MilwaukeeDiscover last-minute flight deals from Colorado Springs to Milwaukee. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Milwaukee. Data last updated October 7, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/5. 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.
Wed 11/43:05 pm -
1 stop7h 10m
Fri 11/65:50 am -
1 stop4h 35m
Deal found 10/5![Southwest logo]()
$230
This American Airlines deal was found by Cheapflights users on 10/2. 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.
Sat 11/712:54 pm -
1 stop8h 06m
Sat 11/147:05 am -
1 stop5h 59m
Deal found 10/2![American Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Sat 11/712:02 pm -
1 stop4h 41m
Sat 11/142:23 pm -
2 stops7h 26m
Deal found 10/2![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:17 am -
2 stops10h 49m
Sat 11/143:59 pm -
2 stops7h 23m
Deal found 10/2![Delta logo]()
$325
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 11/101:20 pm -
1 stop6h 39m
Wed 11/115:45 pm -
1 stop7h 14m
Deal found 10/5![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:00 am -
1 stop7h 14m
Thu 11/265:20 am -
1 stop8h 06m
Deal found 10/6![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 10/6. 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.
Thu 11/196:30 am -
1 stop6h 05m
Thu 11/2612:55 pm -
1 stop4h 25m
Deal found 10/6![Southwest logo]()
$286
One-way flights from Colorado Springs to MilwaukeeSearch for one-way flight options from Colorado Springs to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
Search for one-way flight options from Colorado Springs to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 10/2710:27 am -
1 stop5h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$99
This Southwest deal was found by Cheapflights users on 10/5. 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.
Tue 10/2711:45 am -
2 stops8h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Southwest logo]()
$104
This Southwest deal was found by Cheapflights users on 10/5. 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 2/205:45 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Southwest logo]()
$105
This Delta deal was found by Cheapflights users on 10/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/181:40 pm -
1 stop6h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 10/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/61:35 pm -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$131
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:31 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:31 pm -
1 stop6h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Delta logo]()
$158
This Southwest deal was found by Cheapflights users on 10/6. 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.
Fri 12/185:25 am -
1 stop8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 10/3. 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.
Wed 11/254:35 pm -
2 stops6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Southwest logo]()
$203
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:31 pm -
1 stop6h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Delta logo]()
$229
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 October 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $230 (Southwest) |
One-way from | $99 (Southwest) |
Popular in | March |
Cheapest in | July |
Average price | $443 |
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 7,457,451 searches. Data last updated October 7, 2026.
Use the filters below to find and compare flights from Colorado Springs to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Sun 2/21
1:40 pm-9:08 pm
1 stop6h 28m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Fri 12/18
4:35 pm-12:20 am
2 stops6h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$163
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Fri 11/13
6:08 pm-9:10 am
2 stops14h 02m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$163
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Wed 11/25
4:35 pm-12:25 am
2 stops6h 50m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$203
Quickest round-trip
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Mon 10/19
1:31 pm-8:21 pm
1 stop5h 50m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$229
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Tue 10/13
1:31 pm-8:57 pm
1 stop6h 26m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$229
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Wed 10/14
1:31 pm-8:57 pm
1 stop6h 26m
Milwaukee-Mitchell
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$229
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Thu 12/24
3:05 pm-11:10 pm
1 stop7h 05m
Milwaukee-Mitchell
Mon 1/4
5:20 am-12:05 pm
1 stop7h 45m
$305
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Tue 11/10
12:02 pm-5:43 pm
1 stop4h 41m
Milwaukee-Mitchell
Wed 11/11
5:45 pm-11:59 pm
1 stop7h 14m
$317
Colorado SpringsMilwaukee
COS Colorado Springs - MKE Milwaukee-Mitchell
COSMKE
Colorado Springs
Sat 11/7
8:17 am-8:06 pm
2 stops10h 49m
Milwaukee-Mitchell
Sat 11/14
3:59 pm-10:22 pm
2 stops7h 23m
$325
Showing 1-10 of 11 resultsSorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Colorado Springs-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Colorado Springs-Milwaukee flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
COS-MKE
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, July is the cheapest month in which you can book a flight from Colorado Springs to Milwaukee (average of $265). Flying from Colorado Springs to Milwaukee in March is currently the most expensive (average of $568). 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.
How much does it cost to fly round-trip from Colorado Springs to Milwaukee?
Airfare is below average for this route at the moment.
Colorado Springs to Milwaukee flights typically cost between $417 and $494 in November.The cheapest round-trip price found within the last 5 days was $230 on Southwest (Nov 4-Nov 6).
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 October 7, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
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.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 7, 2026.
Colorado Springs and Milwaukee flights
Browse other Colorado Springs and Milwaukee flight options. Last updated on October 7, 2026.
Other flights from Colorado Springs
Browse through other flights departing from Colorado Springs. Flights are based on user searches made on Cheapflights and were last updated on October 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$265 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$244 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$265 | Average$426 | FlexibilityNo cancel fee | On-time63% |