See:
Neighborhoods of Chicago (PDF)
Citywide maps of Chicago (PDF)
Several maps showing the train and bus lines including information about how to use the public transportation system.
See:
Chicago Transit Authority: bus & train system map (PDF)
See:
Home Prices Heat Map (by Trulia.com)
See:
Chicago's most walkable neighborhoods (by Walkscore.com)
See:
PDF Neighborhood Map (by Dreamtown.com)