I lived in Chicago, my wife is from there.Colder, subjective. Amount of snow, no and ice is nearly unheard of on our streets. Last winter was the only winter in the past 7 years where it snowed more than a couple of inches. It's pretty rare to find an arterial or collector street that hasn't been plowed by the morning. The lack of snow has actually been rather surprising since we got dumped on in 2011 and again in 2014 but never more than a few inches of snow per season since then.
Snow, ice, generally depressing weather is something that we cannot compare to Chicago.
CO has more sunny days than Florida, and trust me, that snow that we get, goes away next day.
Mountains are same way, except snow stays and it is cleared fast from the roads.
CO problem is unpredictability. When it snows, it gets nasty. I can sit in a car with open sunroof and 50 degrees, just to get into blizzard and -10 45min later.