TIP FEST

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.

Four young men stand together on stage, smiling after winning 1st, 2nd & 3rd place for 2025 T.I.P (Teens in the Parks) Fest.

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 �첥��Ƶ and the John Walt Foundation. The following 12 finalists were chosen to compete at TIP Fest!

Woman with dreadlocks singing into a studio microphone.

Aero Austaire
Singer

Smiling young Black man in school photo wearing white shirt and tie.

David Hanson
Musician

Young man wearing a light blue baseball cap and matching football jersey, hand on chin.

Juby Da God
Rapper

Khari Ennui
Rapper

Smiling twins pose back-to-back, one wearing a letter jacket.

Littyy Gang Twinnsss
Rappers

Close-up of a young woman with a thoughtful expression, hand on chin.

Ricaiah Ratcliff
Singer

Young Black man in graduation attire poses outdoors.

Sean Dukes
Singer

Thoughtful young woman holds a notebook against a blue background with sticky notes.

Sierra Sikora
Singer

Woman with sunflowers in her hair and vines around her shoulders.

T Star Verse
Rapper

Tuttie
Rapper

Williams Wims
Tap Dancer

Smiling young man wearing glasses and bandana.

Young(in)
Rapper

In Partnership With

Arts programming in neighborhoods across the city advances the goals of the �첥��Ƶ and the John Walt Foundation. TIP Fest is presented as part of the �첥��Ƶ’s Night Out in the Parks series and made possible by the �첥��Ƶ and facilitated by the John Walt Foundation.