Wind Creek Casino & Hotel in East Hazel Crest, Illinois, is set to host a high-stakes singing competition this summer, inviting local talent to compete for a grand prize of $100,000. The event, titled “Sing Your Way to $100K,” promises over $165,000 in total cash rewards. Pre-registration is now open, and aspiring vocalists are encouraged to sign up at singyourwaychicago.com to secure their spot.
The competition will begin this month with both in-person and video auditions, culminating in a live finale on August 23, 2025. Open to solo vocalists aged 21 and older, the contest provides a significant platform for emerging talent in the Chicagoland area. Contestants will perform before audiences and a panel of prominent Chicago radio and media personalities, including WGCI’s Leon Rogers and KISS FM’s Paulina Roe.
Competition Structure and Prizes
Participants can pre-register for auditions online, with priority given to those who sign up in advance. Walk-up auditions may be available if space permits. The competition will progress through several rounds: Qualifying, Preliminary, Quarterfinals, Semifinals, and the Grand Finale.
The top six finalists will perform live at Wind Creek Chicago Southland, with the winner receiving a $100,000 cash prize. Additional prizes include $25,000 for second place, $15,000 for third, $10,000 for fourth, and $7,500 each for fifth and sixth places. A separate fan-favorite contest will also allow contestants to win additional prizes through social media engagement.
“Chicago’s artistic legacy runs deep—from its music and theater to the everyday voices that shape its neighborhoods,” said Roger Kuehn, Executive Vice President and General Manager of Wind Creek Chicago Southland. “Sing Your Way to $100K is our way of honoring that spirit—by giving local talent a stage and a moment to shine.”
Expanding a Successful Format
This competition follows a successful premiere at Magic City Casino in Miami, where Albert Pedroso won the $100,000 grand prize. The event’s expansion to the Midwest is part of Wind Creek Hospitality’s broader initiative to bring high-energy entertainment to its properties nationwide.
John Enriquez, Executive Vice President and General Manager of Magic City Casino, expressed excitement about the event’s growth. “The talent, the energy, and the community response in Miami far exceeded our expectations—and it’s incredibly exciting to see that momentum carry into the Chicago market,” he said.
About Wind Creek Hospitality
Wind Creek Hospitality operates under the Poarch Band of Creek Indians, the only federally recognized Indian Tribe in Alabama. The organization manages several gaming facilities across the United States, including Wind Creek Chicago Southland, and is known for its commitment to providing top-tier entertainment and gaming experiences.
For more information on the competition, including registration details and rules, visit singyourwaychicago.com. To learn more about Wind Creek Hospitality, visit windcreek.com.
Media Contact: The Zimmerman Agency Public Relations, [email protected]