T.I.P. (Teens in the Park) Fest is the largest platform for Chicago’s young artists to showcase their talent, connect to resources and celebrate one another's talents. This stage gives young artists, including singers, rappers, dancers, spoken word artists, musicians, and poets between the ages of 14 and 24, the chance to showcase their art and interact with other creators.
2025 Theme: Performing in Peace, T.I.P. Fest 10-Year Anniversary
12 finalists (see below) chosen by judges at three summer auditions advanced to T.I.P. Fest, on Saturday, August 30, 2025, at Oakwood Beach.
And the winners are.....
1st place: Young(in) - $1,000 prize
2nd place: Sean Dukes - $650 prize
3rd place tie: Juby DaGod and William Wims - $350 prize
CONGRATS!
In photo below, from left to right, Juby DaGod, Young(in), William Wims, and Sean Dukes.
Event Featured:
Hotrod & DJ Bman Peprallytakeover * Featuring DJ TAI * Special Guests: Zion Ali & Walt the King
Performances by Final Alert & Golden Knights Drill Team
TIP Fest Finalists * Food & More
Activities included:
Graffiti Wall * Inflateables * Interactive Attraction * Axe Throwing * Henna Tattoo Artist * Food Trucks * Photo Opportunities
Live Podcast Onsite * Giveaways * Some Teen Entrepreneurs Selling their Products
Finalists
More than 100 teens auditioned at three events hosted in the parks this summer. The auditions were judged by a panel made up of music industry professionals, along with reps from the Chicago Park District and the John Walt Foundation. The following 12 finalists were chosen to compete at TIP Fest!
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Aero Austaire
Singer
David Hanson
Musician
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Juby Da God
Rapper
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Khari Ennui
Rapper
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Littyy Gang Twinnsss
Rappers
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Ricaiah Ratcliff
Singer
Sean Dukes
Singer
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Sierra Sikora
Singer
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T Star Verse
Rapper
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Tuttie
Rapper
Williams Wims
Tap Dancer
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Young(in)
Rapper
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Arts programming in neighborhoods across the city advances the goals of the Chicago Park District and the John Walt Foundation. TIP Fest is presented as part of the Chicago Park District’s Night Out in the Parks series and made possible by the Chicago Park District and facilitated by the John Walt Foundation.
Past Winners 2024-2021
2024 TIP Fest Winners
2023 TIP Fest Winners
1st place – Zia | 2nd place (Tie) – Jonathan & Nae | 3rd place – Queen
2022 TIP Fest Winners
1st place – Enama | 2nd place – Sam the Sentient | 3rd place – Out Past Midnight
2021 TIP Fest Winners
1st place – Joryin | 2nd place – Walt the King | 3rd place – D’zaire
Additional Teen Events
Keep up with the latest TIP Fest News! Check back here or follow us on social:
Instagram: @ChiTeensInThePark
Twitter: @TeensInThePark