Chicago, Chi-Town, the city of big shoulder, the city by the lake . . .
It was my home for three years. The third greatest city in the country is a mix of big metropolis excitement and laid back Midwestern attitude. Maybe I'm biased, but Chicago's probably more beautiful than New York . . . and I've been there. If you like skyscrapers and architecture, theatre and music, comedy and arts . . . you will love this town.
Chicago has a mystique due to its tumultuous past, especially during the prohibition era: bootleggers, mobsters, corrupt politicians. I don't know a Chicagoan who hasn't been asked: "What about Al Capone?" by their relatives and friends living somewhere else.
Now, it's more a city dedicated to the arts, with a lot of parks and beautiful spaces but who didn't forget its blue-collar roots (Chicago is a big industrial town,). Sure, the city has a lot of problems too, like any big city, but it's livable and enjoyable (except during the harsh Midwestern winter.
Quick Tips:
Don't forget to buy your city pass for discount prices for city highlights such as the Sears Tower, The Institute of Arts, the Adler Aquarium, etc.
Best Way To Get Around:
Chicago has one of the best public transportation (CTA) in the country even making it a landmark with the "L", elevated train. For more information: http://www.yourcta.com