I went to UIC for undergrad, and have a similar feelings about living in Chicago. My biggest issue was the weather, and then how spread out everything is. I hated the rude people on the el (subway), too. However, there are aspects of Chicago I love that are just as easily enjoyed as a tourist during the few weeks in which the weather is pleasant :wink: - the food, the architecture, and the art museum. I only fleetingly considered applying to UIC for grad school - I have no desire to move back, even with my family living a couple hours away.
I moved to Seattle over 8 years ago and I love it here. Yes, there can be long streaks of dreary from November to May, but I'll take gray and rainy in the 40-50's over sunny and single digit wind chills any day. And I'm convinced we have the best summers in the US! I'm really thrilled to have been accepted to UW so, barring a too-good-to-pass-up funding offer from another program, I don't have to leave. I know if I do go to school out of state, I'm going to want to move back here, so I may as well stay here and network, right?
That said, I also think San Diego is great, based on a trip I took there a few years ago. I would have definitely considered moving there if they had a school with a highly ranked program in my field.