It sounded to me like in your first post that weather is your only concern (besides the fact you pre-judged me on where I have lived and were kind of a dick about it... I lived in Orinda for a while for your info). I mean you were basically saying Davis > Chicago just because of what it's like in the wintertime--read your post. If you are into big cities, liberalism and lots of culture, like you claim, and you don't mind some cold weather for a few months, I'm sorry but Chicago is a hell of a lot better than Davis/Sacramento. It's not even close. As for "doing what you want" in "liberal" speak there is nothing I can't do here that I could do in California, and I seem to remember last call in the Bay Area was 2 AM, and here in Chicago it's 4 AM so that's something I can't do in California, continue to get sloshed at 4 in the morning...
Anyways I think if you talk to any of the students from California living in other states, their experiences will vary based on where they live. This is a big freaking country. But a fear of "change" and the fear of putting a jacket on in the winter is not enough reason for the education and experience of living somewhere else in the country for 4 years, especially in a big city. A lot of Californians move back, but a lot stay, especially seeing how much cheaper most places are relatively speaking. You could live like a king in the middle of a big freaking city for the price of a shack in Riverside.