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.

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UFC Fight Night

Allen VS. Costa

Saturday, May 16th, 2026 | Main Card • 7pm CST | Sportsbook

Make the Sportsbook at Wind Creek Chicago Southland your UFC viewing destination. Spanning over 4,200 square feet, the Sportsbook features a dedicated lounge where Guests can escape into the excitement of every match in a dynamic and engaging atmosphere.

MC Lyte with Surprise Special Guests

Memorial Weekend Just Got Legendary!

MC Lyte with Special Surprise Guests

Saturday, May 23rd, 2026 | 10:30PM | Brilliant Showplace

MC Lyte is an iconic trailblazer in Hip Hop, celebrated as both a legendary rapper and DJ. With a groundbreaking career spanning over 30 years, she made history as the first female rapper ever nominated for a Grammy Award. Her contributions have earned her numerous accolades, including BET's I Am Hip Hop Award, honors from ADCOLOR, BET Her, the National Urban League, and the Black Music Collective. MC Lyte was the first rap artist to perform at Carnegie Hall and the first female rapper to achieve a gold certified single. In addition to her artistry, MC Lyte serves on the Kennedy Center's Hip Hop Culture Council. In partnership with the Center, she produces the annual "I AM WOMAN" event, which celebrates the contributions of women in Hip Hop. In 2026 she was inducted into the Rock and Roll Hall of Fame. Every barrier she broke in music expanded hip-hop's voice and vision. 

Masters of Spin

DJ Q. Mac

Friday, May 29th, 2026 | 8PM | Brilliant Showplace

DJ Q. Mac considers herself an “open format Dj” that plays all genres and for all crowds.  Blending Nostalgic Hip hop, Pop and R & B tunes from the 80s, 90s and 00s with current hits…she plays it all! From the 2025 Illinois Black Caucus to the City Clerk of Chicago, DJ Q. Mac has spun for some of the most exciting events throughout the Midwest! Her goals include expanding her brand nationwide and mentor adolescent girls to embrace the potential of becoming a DJ. 

MFX Band's

Michael Flowers Experience

Saturday, May 30th, 2026 | 10:30PM | Brilliant Showplace

Michael Flowers is a Grammy-nominated producer, multi-instrumentalist, and vocalist known for his dynamic sound and versatility across genres. Throughout his career, he has worked with and performed alongside renowned artists such as KEM, Syleena Johnson, Carl Thomas, Kindred the Family Soul, Chanté Moore, and Kirk Whalum, among others.

In addition to his work as a producer and musician, Michael is the founder and leader of MFX Nation, a Neo-Soul, R&B, and Jazz band that has captivated audiences with performances across the globe. Known for his musical excellence, creativity, and passion, he continues to make a lasting impact in the music industry through both collaboration and innovation.