I really need to find me some Chicago rain/winter footwear. I don't think skate shoes are gonna cut it.
i didn't have winter boots or a winter jacket. boycott that season. all you need is a scarf, gloves and a hoody. and stay inside.
i used to just walk in the street and avoid the snow wherever possible. your shoes will die in the winter tho. sad truth.
You should hit up those old-school black rubber overshoes! Slip those babies on over your skate shoes - fine style!