Yes this is what a lot of young men around here wear. Again, the same rules apply for men in terms of darker jeans for going out, etc. Unless the nice restaurant specifies business attire or pretty high end, dark jeans are acceptable.Also, what do guys tend to wear? I'm so used to seeing the striped button down shirt and jeans look, but is it different in Chicago? Would slacks at a nice restaurant or bar be more appropriate? Or are jeans ok for men, too (easier to pack).