Best Chicago Quotes to Inspire, Uplift & Motivate You Every Day

“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.”

“I’ve officially turned into a loser,” she whispered cynically. “I’m looking forward to going home and having cereal for dinner and walking Mitchell and studying a little and then going to sleep. I’ve had my ‘going out and having fun’ quota for the year, I guess, and it’s June.”

“I don’t think I’ve ever referred to any girl I dated as my girlfriend. I think that would freak me out. Even the girl that I dated for two years in college I don’t think I ever referred to her as my girlfriend.”

“One of the professors told me last week that he feels bad teaching with the way the economy is now. ‘What’s the point?’ he said. ‘Kids aren’t getting jobs.’ You never hear faculty talk that way. He did.”

“Look, girls know when they’re cute,” he said. “You don’t have to tell them. All they need to do is look in the mirror. I have one friend out in New York, an attorney. She moved out there after the school year to take the bar. She doesn’t have a job. I was like, ‘How are you going to get a job there in this market?’ And she’s like, ‘I’ll wink and I’ll smile.’ She’s a pretty girl. Whether that works despite her poor grades is yet to be seen.”