Chicago has a conservative rep, but the University of Virginia is the most conservative top law school by far.  UVA is about 50/50 conservative/liberal, which is incredible for a law school.  I'm not aware of the exact numbers on Chicago, but from what I've heard it's more in line with the rest of law schools.

My personal experience so far has shown this as well at UVA - of the four major classes I took in my first semester (finally done!), two had Federalist Society members for professors, and the other two were widely known conservatives in other ways.

Not that I'm complaining, having brilliant people who challenge your views is what law school is all about.  Additionally, of the four professors, only one or two I'd be able to pick out as a conservative based solely on their classroom performance.  Partly because it's hard to put an ideological slant on Civil Procedure, and partly because a good conservative professor is the same as a good liberal one - coming out of their class you shouldn't know where they stand.