Mayor Daley has chosen this year's One Book, One Chicago title: Raymond Chandler's THE LONG GOODBYE. A great choice! Here's a link to the city library's website, and here's a look at what The Outfit has to say. (Scroll down to Libby Hellmann's article).
I taught this book for several years in a crime fiction course, and it really is Chandler's best: moody, mature, funny, sad.
Give it a read and then come back and talk to me about Mendy Menendez, one of the greatest pieces of characterization in the 20th century.