“It's the place built out of Man's ceaseless failure to overcome himself. Out of Man's endless war against himself we build our successes as well as our failures. Making it the city of all cities most like Man himself— loneliest creation of all this very old poor earth.”

“The great trains howling from track to track all night. The taut and telegraphic murmur of ten thousand city wires, drawn most cruelly against a city sky. The rush of city waters, beneath the city streets. The passionate passing of the night's last El.”

“...a city that was to live by night after the wilderness had passed. A city that was to forge out of steel and blood-red neon its own peculiar wilderness.”

“So he bought tickets to the Greyhound and they climbed, painfully, inch by inch and with the knowledge that, once they reached the top, there would be one breath-taking moment when the car would tip precariously into space, over an incline six stories steep and then plunge, like a plunging plane. She buried her head against him, fearing to look at the park spread below. He forced himself to look: thousands of little people and hundreds of bright little stands, and over it all the coal-smoke pall of the river factories and railroad yards. He saw in that moment the whole dim-lit city on the last night of summer; the troubled streets that led to the abandoned beaches, the for-rent signs above overnight hotels and furnished basement rooms, moving trolleys and rising bridges: the cagework city, beneath a coalsmoke sky.”

“Big-shot town, small-shot town, jet-propelled old-fashioned town, by old-world hands with new-world tools built into a place whose heartbeat carries farther than its shout, whose whispering in the night sounds less hollow than its roistering noontime laugh: they have builded a heavy-shouldered laughter here who went to work too young.”

“The hard necessity of bringing the judge on the bench down into the dock has been the peculiar responsibility of the writer in all ages of man.”

“Chicago is an October sort of city even in spring.”