Chicago rap is one branch of rap music that has effortlessly maintained its notoriety since the likes of Chief Keef, Lil’ Durk, Lil’ Reese, Fredo Santana, and more. Not only were new styles of rap birthed, many new artists have been able to ride the coattails of these legends out of the chaos of the city. One case study we could refer to is South-Chicago rapper Lil Zay Osama.