Southwest Airlines
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Colorado Springs Airport
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Scan through all non-stop flights from Chicago to Colorado Springs. The full flight schedule below gives an overview of all non-stop flights from MDW to COS, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
The Mediterranean regions near Colorado Springs are known for their warm, arid summers, where temperatures often go beyond 30°C (86°F). In some inland spots, the heat can climb even higher, sometimes reaching 40°C (104°F) or more. The winters are pleasantly mild, accompanied by some rainfall. This lovely climate, paired with breathtaking landscapes and bright, sunny days attract visitors from around the globe.
Colorado Springs is a wonderful place to visit all year long, but spring (March-May) and fall (September-November) are the best seasons to visit. The weather is pleasantly warm during these times, especially since the summers can be quite hot in those regions.

Currently, there is only one airline operating non-stop flights from Chicago MDW to Colorado Springs COS, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW COS flight schedule.
Flights from MDW to COS are operated 6 times a week, with an average of 1 flight per day. Departure times vary between 10:00 - 17:40. The earliest flight departs at 10:00, the last flight departs at 17:40. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Colorado Springs takes 2 hours and 35 minutes. The flight distance between Chicago and Colorado Springs is 914 miles (or 1,471 km).
There is 1 airport in Colorado Springs: Colorado Springs Airport (COS).
There are 6 flights per week flying from Chicago to Colorado Springs (as of April 2026).
2 hours and 35 minutes is the average flight time from Chicago to Colorado Springs.
The distance from Chicago to Colorado Springs is 914 miles (1,471 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Colorado Springs.
There are no alliances flying direct from Chicago to Colorado Springs at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Colorado Springs:
The earliest flight departs at 10:00 from Chicago and arrives at 11:35 at Colorado Springs.
The latest flight departs at 17:40 from Chicago and arrives at 19:15 at Colorado Springs.
914 miles (1,471 km) · 2h 35m
12:15
13:45
Southwest Airlines
WN 1230
Southwest Airlines
Boeing 757
Y
W
J
F
14:15
15:50
Southwest Airlines
WN 406
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:05
17:35
Southwest Airlines
WN 816
Southwest Airlines
Boeing 757
Y
W
J
F
17:40
19:15
Southwest Airlines
WN 934
Southwest Airlines
Boeing 757
Y
W
J
F
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