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.
DJ G-Sharp & DJ Phaze
Saturday, October 17th | 9PM – 12AM
DJ G-Sharp & DJ Phaze bring high-energy, open-format entertainment to every event, seamlessly blending R&B, hip-hop, reggae, dancehall, soca, house, and today’s biggest hits. Together, they create dynamic, inclusive musical experiences that connect with diverse audiences and keep the energy going from start to finish.
DJ A-Tone
Friday, October 16th & 23rd | 9PM–12AM
ATONE IS A CHICAGO-BORN DJ SPECIALIZING IN HOUSE, TECH HOUSE, AND TECHNO, CARRYING THE UNMISTAKABLE PULSE OF THE CITY’S SOUTHSIDE IN EVERY SET HE PLAYS. RAISED WHERE HOUSE MUSIC WAS BORN, HE DOESN’T JUST SPIN TRACKS — HE CHANNELS A SOUND THAT’S PART HISTORY, PART EVOLUTION, AND ENTIRELY HIS OWN.
Hillbilly Rockstarz
Saturday, October 24th | 8PM – 11PM
Get ready for an incredible night of country Rockin Music! The Hillbilly Rockstarz have shared the stage with some of country music’s biggest names, including Dierks Bentley, Keith Urban, and Josh Turner, just to name a few. Voted Chicago’s No. 1 country band by US99 listeners, they’ve earned a reputation for delivering high-energy performances that keep audiences singing and dancing all night long. They also write and record original music, available on Spotify, Apple Music, and Amazon Music. Now, put your hands together and make some noise for the Hillbilly Rockstarz!
Disco Circus Band
Friday, October 30th | 8PM–11PM
Chicago-based disco/funk tribute band The Disco Circus combines the spectacle of a three-ring circus with the grooviest hits of the 1970s for an explosive, high-energy trip back to the disco era. With powerhouse vocals, funky beats, theatrical flair, and nonstop fun, they’ll have audiences dancing, singing, and boogieing all the way to Funkytown!
DJ G-Sharp & DJ Phaze & DJ Fucharistic
Saturday, October 31st | 9PM–12AM
DJ G-Sharp & DJ Phaze & DJ Fucharistuc 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. Also, Joining them is DJ Fucharistic, a Chicago-owned, culture-driven DJ whose sets are rooted in Caribbean rhythm and global sound.
Legacy of Love Tour
Smokey Robinson
Saturday, November 7th | 8PM
Smokey Robinson Legacy of Love Tour – Live at Wind Creek Casino & Hotel!
Acclaimed singer-songwriter Smokey Robinson will take the stage for an unforgettable evening celebrating an extraordinary career spanning more than six decades.
Featuring his timeless hits and legendary sound, audiences can expect to hear classics like “The Tracks of My Tears” and “Ooo Baby Baby,” alongside inspiring songs from his latest album, What the World Needs Now.
Don’t miss this memorable live experience, one night only!
Pre-sale for Wind Creek Rewards Members September 23rd – 24th.
On-sale to the public beginning 11am on September 25th.