Hog Butcher for the World, Tool Maker, Stacker of Wheat, Player with Railroads and the Nation's Freight Handler; Stormy, husky, brawling, City of the Big Shoulders Carl Sandburg immortalized Chicago in a poem, but it has been mentioned in hundreds of songs as well. I always think of this one when I think of Chicago: Robert Johnson: "Sweet Home Chicago"
And then there's this one: Jim Croce: "Bad Bad Leroy Brown" Well the South side of Chicago Is the baddest part of town And if you go down there You better just beware Of a man named Leroy Brown
Captain Beefheart!!! In "She's Too Much For My Mirror" he sings "Ole Chicago, she's a woman, make a young man a bum."
Steve Goodman: "A Dying Cub Fan's last Request" By the shores of old Lake Michigan, where the hawk wind blows so cold An old Cub fan lay dying in his midnight hour that tolled All around his bed, his friends had all gathered, they knew his time was short And on his head they put this bright blue cap from his all-time favorite sport And he said, "It's late, it's getting dark in here and I know it's time to go But before I leave the line-up, there's just one thing I'd like to know [Chorus] Do they still play the blues in Chicago when baseball season rolls around? When the snow melts away, do the Cubbies still play in their ivy-covered burial ground? When I was a boy they were my pride and joy, but now they only bring fatigue To the home of the brave, the land of the free and the doormat of the National League