This is a simple answer...best sports teams (Bears, Bulls, Blackhawks, Cubs etc.), best beer served at a sporting event (Old Style), best skyline, best Pizza, best Hot Dogs, best neighborhoods, best people, best festivals, best places to work, best polititians, best colleges, best transportation, best nightlife, best parks, best art, best climate, and hottest women just to name a few reasons. It certainly puts Philadelphia to shame. I'm not saying Chicago is the best city in the world, but it's pretty darn close.
Chicago
Yes...they are the greatest NFL Team of all-time and are considered to hold that Title. In addition, the Chicago Cubs have the title of greatest MLB Team of all-time, the Chicago Blackhawks have the title of greatest NHL Team of all-time, and the Chicago Bulls have the title of greatest NBA Team of all-time. Chicago is also considered the greatest city of all time.
New York City.
No.
He lives in Chicago, IL. The greatest city on earth!
there is more greenery in Chicago
Singapore.
World's Greatest Newspaper. It's owned by the Chicago Tribune.
Chicago rebuilt after the fire into a world class city.
Chicago
Chicago
The 1893 World's Columbian Exposition showed the world what a modern city could be.