Snow isn’t a problem, it’s the ice that does you in.
I’m sure it would feel like a lot to you, but Chicago doesn’t really get a lot of snow or ice. Prevailing winds in the winter are out of the northwest. The majority of the moisture picked up from Lake Superior gets dumped on the Upper Peninsula and Wisconsin before reaching that far south (Lake Michigan moisture is dumped in western Michigan and northern Indiana).
Biking infrastructure in Chicago is good in wealthier areas and pretty bad in poorer parts. There is definitely an element of unequal funding, but you have to understand that Chicago’s municipal system of government puts a lot of power at the hands of the alderman - they are like little mayors of their wards. If the people in a ward want bike infrastructure, the alderman will find the money for it. If the people in a ward don’t want to give up car lanes for bike lanes, it’s not going to happen. And that’s how they feel in the poorer areas. There have even been instances of bike lanes being removed in some neighborhoods!
Biking in the winter in chicago really isn't so bad. Stay off for a day or two after a snowfall to avoid ice, but the actual snow is plowed very quickly.
I’m sure it would feel like a lot to you, but Chicago doesn’t really get a lot of snow or ice. Prevailing winds in the winter are out of the northwest. The majority of the moisture picked up from Lake Superior gets dumped on the Upper Peninsula and Wisconsin before reaching that far south (Lake Michigan moisture is dumped in western Michigan and northern Indiana).
Biking infrastructure in Chicago is good in wealthier areas and pretty bad in poorer parts. There is definitely an element of unequal funding, but you have to understand that Chicago’s municipal system of government puts a lot of power at the hands of the alderman - they are like little mayors of their wards. If the people in a ward want bike infrastructure, the alderman will find the money for it. If the people in a ward don’t want to give up car lanes for bike lanes, it’s not going to happen. And that’s how they feel in the poorer areas. There have even been instances of bike lanes being removed in some neighborhoods!