Wind Creek Casino & Hotel is calling all vocalists to the stage for its “Sing Your Way to $100K” competition. The winner will receive a $100,000 cash grand prize and another $65,000 will be awarded to other top talent.
The contest is open to solo vocalists 21 and older. There is no entry fee. Interested contestants are encouraged to sign up at singyourwaychicago.com to secure a spot. Pre-registration is open. The competition kicks off with in-person and video auditions and culminates in a high-energy finale on Saturday, Aug. 23.
Contestants will perform live before audiences and a panel of Chicago radio and media personalities, including WGCI’s Leon Rogers, Tone Kapone, Zach Boog and Keke Hampton; KISS FM’s Paulina Roe; B96 and 104.3 Jams’ Moug; 104.3 Jams hosts Jen BT and Sean “Sonic” Leckie; Qué Buena’s Johnny “Perro” Orta; and Amor 106.7’s Vicky Aguilera.
“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. As the newest resort in the region, we’re proud to build a home for entertainment that feels both elevated and rooted in the community we serve.”
Pre-registration: Contestants can now pre-register for live or video auditions at singyourwaychicago.com. Priority will be given to those who register in advance. Walk-up participants may be allowed to audition if space permits.
Contest Rounds: To qualify, contestants must audition either in person or by submitting a video online. Live auditions will be held on-site at Wind Creek Chicago Southland and judged by a panel of Chicago media personalities and influencers. Contestants who advance from the qualifying round will move through the preliminary round, quarterfinals, semifinals and finale.
Grand Finale: The top six finalists will perform live at Wind Creek Chicago Southland on Saturday, Aug. 23. Winners will be announced that evening.
Grand Prize: A $100,000 cash prize will be awarded to the first-place winner, with additional cash prizes of $25,000 for second place, $15,000 for third, $10,000 for fourth, and $7,500 each for fifth and sixth place.
Fan Favorite Competition: Contestants may also enter separate fan-favorite contests by uploading performances and encouraging engagement via social media and on-site at the resort. The top-voted performers of these competitions have the ability to be awarded additional prizes.
