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 Louie V
Fridays in June (Excluding June 12th) • 8pm - 12am | Brilliant Showplace
DJ Louie V (Louis Jennett) is a seasoned DJ with over 12 years of experience in the music and entertainment industry. He was first introduced to music in 2011 by his older brother, Miguel, and quickly began building a name for himself within the industry. Over the years, he has released music projects with both emerging and major artists before transitioning into live performances and club events.
Known for delivering high-energy sets, DJ Louie V has become a household name in Chicago, Illinois, spinning the best in Hip-Hop, R&B, House, and Pop music. As a native of Belize, he also brings a strong influence of Caribbean music to his performances, creating a unique and versatile sound that keeps audiences engaged.
A Theatrical Concert Experience
The Beat Goes On
The Beat Goes On. A Theatrical Concert Experience Starring Lisa McClowry as Cher
Saturday, June 27th • 8PM | Brilliant Showplace
Celebrate the music and story of Cher in The Beat Goes On, a one-of-a-kind theatrical concert tribute experience coming to Wind Creek Casino and Hotel Saturday, June twenty-seventh. Hear vocalist Lisa McClowry bring six decades of Cher’s timeless hits to life. Dress in your best Cher wear to win the look-alike contest.
Don’t miss your chance to see The Beat Goes On only at Wind Creek Casino & Hotel.
Light It Up 250
July 4th • 4pm – 11pm
LIGHT IT UP 250 4TH OF JULY CELEBRATION
LASER LIGHT SHOW, LIVE MUSIC, FREE LIGHTED GIFTS AND MORE!
Join us for a spectacular 4th of July Celebration as we LIGHT IT UP 250! Experience an electrifying night packed with excitement, entertainment, and unforgettable moments — 250 winners in one day!
Plus enjoy:
Dazzling Laser Light Show • 4PM
Patriotic Lighted Gifts & Glasses • 4PM
Live Entertainment & Music • 8PM
Catch the fun, festive celebration at Wind Creek!
Featuring Carl Anthony Payne II (Cole) and Reginald Ballard (Bruh-Man)
All In Comedy
Saturday, July 18, 2026 | 8PM | Doors Opens at 7pm
Get ready for a night of nonstop laughs at All In Comedy, an unforgettable comedy event bringing legendary television talent and live stand-up together on one stage. Straight from the hit TV show Martin, fan favorites Carl Anthony Payne II (Cole) and Reginald Ballard (Bruh‑Man) take the stage live, delivering the humor you grew up loving—raw, energetic, and guaranteed to have you laughing all night long. This is more than a comedy show; it’s a full entertainment experience. Classic TV nostalgia. Live stand-up. One incredible night.