If you guys remember the financial aid process - I know there's a form you fill out that takes into account parental income (Access or something?) - If you are an older applicant/student (I'm 30 now), will they STILL take into account my parental income? I think I read that at some schools they would stop taking it into account at 30, so wondering what Chicago's policy is.
Just to reiterate JGG's point, I believe the Need Access form will still ask for parental income no matter your age but UChi's aid is typically entirely merit-based.
Also to add to the discussion about housing:
As someone who does not live in Regents, I am not one of the students who would pound the drum against living there. As noted, there is a big community of law students which can be very convenient for a lot of reasons: meeting people, a lot of parties are at someone's place in Regents, sharing cabs downtown or to the airport, and all the other things JGG mentioned. If you don't mind roommates, Regents isn't very expensive and definitely has a lot of good things about it. It's also very easy to get a place in Regents if you are going to have trouble traveling to Chicago to look at housing options.
That being said, there are a lot of housing options in Hyde Park that range from very cheap to just as expensive as Regents. Don't think that your only good options are Regents or Grad Housing, because that's not true. If you have time to spend a few days looking (or even just a day) you can probably find something that meets your criteria. One thing to definitely look for, though, is housing that falls on the UChicago/CTA bus route (the 170, 171, and 172 buses are free to all Chicago students). Walking to school in Hyde Park is great - it's a beautiful place during the fall. But when it is rainy/cold you will really enjoy being able to hop on a free bus that stops right in front of the law school.
I love not living in Regents but most of the people I know that do live there love it, so it's really something you should feel out and think about for yourself.