How are you going to have $150K after 2 more years. Shouldn't it be closer to 110 or 120K? Anyway, UChicago is definitely going to open more doors both now and over the long run for just about any type of employment. If you want public interest or govt, I've heard U of C's LRAP isn't very good compared to some other schools, so you may want to read the fine print on that.
Hyde park isn't that bad. You don't have to live there. I imagine plenty of students commute to school.