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Music Watch Joey Purp Freestyle Over Tupac Shakur's "Ambitionz Az a Ridah" "RIP Tupac, you feel me?" By Devin Ch October 21, 2018
Music A$AP Rocky, Lil Baby, Lil Uzi Vert & More Help Bring Back The Summer Smash Festival Lyrical Lemonade is bringing back The Summer Smash Festival in Chicago, with acts like A$AP Rocky, Lil Baby, Lil Uzi Vert, Baby Keem, Mulatto, Benny The Butcher, City Girls and more set to hit the stage. By Keenan Higgins May 06, 2021
Music Lorde Covers Two Kanye West Classics At Chicago Show Lorde paid her respects to Kanye in his hometown of Chicago. By Matthew Parizot March 28, 2018
Random Driver Plows Into Chicago Mall, Crashes Into Stores & Runs Over Kiosks People were running for cover. By Erika Marie September 20, 2019
Music Drake Inspects Woman's Bra On Stage: Watch It beats having a phone thrown at you. By Alexander Cole July 07, 2023
Music Saba Performs Intimate "Care For Me" Concert For NPR's "Tiny Desk" Series Saba's own father joined him during the performance. By Alex Zidel October 02, 2018
Music Apple Music Introduces Playlist Series That Highlights Artists Of Different Regions Apple Music is showing love to major cities. By Chantilly Post May 09, 2018
Entertainment Jussie Smollett's Family Issues Statement On "Racial And Homophobic" Attack "Radical love is the only solution, but passivity will be our downfall." By Chantilly Post January 31, 2019
Music Iggy Azalea Delivers Powerful Speech On Transgender Equality At Chicago Pride "This shows you exist and you are valid." By Chantilly Post July 01, 2019
Music Videos Valee & Jeremih Shoot A Movie For "Womp Womp" Collaboration One of the biggest summer bangers has some new visuals. By Alex Zidel June 26, 2018
Music DJ Akademiks & DJ Vlad Address G Herbo's Criticism & Donation Challenge G Herbo previously challenged DJ Akademiks and DJ Vlad to donate $100k during an appearance on "The Adam Friedland Show." By Cole Blake August 07, 2025
Music Famous Dex Shown Love From Chicago Fans In New Video Famous Dex fans turn up. By Matt F June 27, 2017