29. Crucial Conflict "Hay" (1996)
Album: The Final Tic
Label: Universal Records
While Common had come out of Chicago in the early '90s making East Coast-flavored hip-hop records, Crucial Conflict was one of the first groups to break out nationally with an identifiably Midwestern sound. "Hay," complete with its barnyard-themed video, peaked at No. 2 on Billboard's Hot Rap Singles chart and even made it to No. 18 on the Hot 100. It also showed the rest of the country a side of Windy City hip-hop that had yet to be exposed.