Chicago’s standard map (http://www.transitchicago.com/assets/1/maps/ctatrainmap_2013oct.pdf) fails the rules in an attempt to be more accurate to the real map: angled routes follow the streets (e.g. Milwaukee for the blue line), and there is no exaggeration of the size of the downtown Loop (instead, an inset is used). The in-car maps are more schematic – typically a straight line, or line with a loop (for those which go around the Loop), but that’s mainly to fit the above-the-door space.
However, I don’t think it suffers much for these, mainly because of the small number of lines, and that they’re all basically radial from the center. With a few ring or crosstown routes, this would be a lot harder to display… but there’s too much NIMBY to get those built.
