Chicago Southland
Chicago Entertainment
Fun for Everyone
Experience unforgettable entertainment featuring a dynamic mix of beloved local favorites as well as nationally recognized artists! From headline‑making concerts and laugh‑out‑loud comedy shows to one‑of‑a‑kind special events, there’s always something happening.
Masters of Spin
DJ G-Sharp & Dj Phaze
Friday, August 14th | 9PM
DJ G-Sharp & DJ Phaze brings a dynamic blend of energy, versatility, and cultural influence to every performance. Chicago-based open-format DJ G-Sharp is known for delivering crowd-pleasing entertainment through seamless mixes of R&B, hip-hop, reggae, dancehall, soca, house, and today’s biggest hits. Joining him is DJ Phaze, whose appreciation for diverse sounds, traditions, and audiences allows him to create experiences that feel authentic, inclusive, and engaging. Together, they curate unforgettable musical experiences that complement the energy of any event, connect with guests from all backgrounds, and leave a lasting impression through professionalism, creativity, and high-energy vibes.
Masters of Spin
DJ G-SHARP & DJ Fucharistic
Friday, August 21st | 9PM
DJ Fucharistic is a Chicago-owned, culture-driven DJ delivering high-energy sets rooted in Caribbean rhythm and global sound. Known for expertly blending every music genre, Fucharistic creates electrifying experiences that move crowds and elevate every room.
Theo Huff
Saturday, August 22nd | 9PM – 11:30pm
Theo "Mr. Excitement" Huff, a Chicago native, is an international soul singer, songwriter, actor and radio personality from Chicago. His musical journey seamlessly blends Southern Soul, Blues, gospel, and R&B with authentic storytelling and unforgettable live performances. A 2024 National Black Radio Hall of fame honoree and 2014 Blues Critic Award Winner. Theo has performed internationally and shared stages with some of soul and blues music's most respected legends. The Theo Huff Experience brings old school soul, modern energy, and the kind of showmanship that leaves every audience wanting more.
Masters of Spin
DJ Matrix
Friday, August 28th | 9PM
Born in Harvey, IL and representing Trinidad & Tobago, DJ Matrix began perfecting his craft at just 14 years old. His exposure to diverse cultures deepened his love for global sounds and shaped his versatile style. Known for his creative genre-blending and ability to move any crowd, DJ Matrix has taken his talents to stages around the world.
Presented by Deon Cole
Terry Hunter Live Music Experience
Saturday, August 29th | 7:30 PM
Coming to Wind Creek Casino and Hotel, for one night only, it’s the Terry Hunter Live Music Experience presented by Deon Cole on August 29th at 7:30pm.