13. Kanye West
Many people are aware that Kanye West is a native Chicagoan, and many more are unaware of this. In recognition of his academic achievements during his time at Polaris High School, he was awarded honours when he completed his education there. Because Donda was a college professor, she insisted on his pursuing a profession in education on an almost constant basis. Kanye received a full scholarship to attend the American Academy of Art in Chicago, which he used to further his artistic career.
However, as anyone who has heard his music is well aware, he dropped out of college somewhat quickly after starting. Kanye was determined to pursue his music career on his own terms, regardless of the consequences. Normally, that wouldn’t be possible, but he was able to pull it off this time around.