I grew up in a nice smaller suburb of Chicago and we live out in the "sprawl" now.
When I was a teenager my brother and I always spent the summers working up in WI and recently we've considered moving there. I hate cold winters but I LOVE the cooler summers... Plus it's so much more affordable we could actually take a vacation somewhere warm!
Oh and if I could afford I think I'd live in CA. But I'd have to visit there first to be sure!!