The rap titan shut down night one with a sweaty performance
The festival will also mark Deftones' long-awaited return to Mexico.
The Harry Potter author has spent the last few years sharing transphobic talking points on social media.
The rapper made a surprise appearance from the balcony of the venue History on May 24 and announced the return of his star-studded hometown festival.
The Colombian star closed out day one of the festival in Grant Park.
The Mexican hitmaker brought out El Alfa, Oscar Maydon, Tito Double P and Jasiel Nuñez during his set on May 24.
"It is nearly impossible to express how disappointed I am not to be able to play with my brothers," the singer wrote.
Twin Cities musical landmarks, concert venues, record stores, festivals and more.
The Labor Day show will also feature sets from Sylvan Esso and Digable Planets celebrating the 30th anniversary of "Blowout Comb."
John Summit, Doechii, T-Pain, Cage the Elephant, Maren Morris and many more will take the stage this October.