I live north of chicago and it sucks, the elevation is shit. But I mean if you can I would hit up tyrol basin like feb-march. They have a super dope park and half pipe. This year they just got professional snow blowers like out west and new snow cats. Over half is park, devils head is pretty good same with cascade and chestnut has a big ass park, its right over the missispi and then granite peak, its one of the best in the midwest.
I would guess this would only help if your planning a road trip.