Top 25 Best Chicago Rappers Of All Time

By David Presley

In this blog post, we mention some of the best Chicago rappers of all time. Chicago’s influence in the rap scene should not be understated. Unfortunately, it almost always is when compared to cities like New York, Atlanta and Compton.

Nonetheless, Chicago has paved the way for some of the best rappers, more than you can count on two hands. Grammy winning artist like Kanye West has always been a legend in the game. But if you’ve never listened to his music, you’d only know him as one of pop culture’s most controversial and polarizing icon.

Younger artists are also not left behind. Chief Keef made his name in the streets of Chicago’s south side, penning gritty hood anthems like “Bang” and “I Don’t Like”. He’s also been considered as one of the pioneers of Drill music, a popular sub-genre of rap music. Recently, artists like Lil Durk, Polo G and G Herbo have kept the Windy City on the map.