A new Tuesday night series at Wicker 64 aims to give Chicago artists a place to perform, share new music and connect with DJs, media and fellow creatives. Boss Natt will headline the September 29 launch.
THE WORD
- Pretty K Presents will launch the Tuesday Experience on Tuesday, September 29, 2026, at Wicker 64 in Chicago.
- Chicago artist Boss Natt will headline the first event.
- Kid Breeze will provide the music.
- The night will include Pass The Aux, where artists can introduce their records and projects to a live audience.
- The organizers plan to continue the experience as a recurring Tuesday night series.
Chicago has no shortage of artists making music. Getting that music heard in the right room can be a different challenge. Pretty K is building a new Tuesday night experience around that opportunity.
Pretty K Presents: Tuesday Experience launches September 29 at Wicker 64, 1745 W. North Ave. Boss Natt will lead the inaugural night with a featured performance and artist spotlight, while Kid Breeze handles the sounds.
The event is designed to bring artists, DJs, media, photographers, content creators and other Chicago creatives together. Alongside the performance, Pass The Aux will give artists a chance to play their music for the room, whether they’re sharing a current release, an unreleased record or the project they’re building next.
Pretty K, a Chicago creative coordinator and media personality, said she wanted to create a space where artists could be heard and people could discover new music while making connections.
“This is bigger than putting artists on a flyer,” Pretty K said in the launch media kit.
The idea extends beyond one night. According to the media kit, future Tuesday Experiences will feature different artists and introduce new creative elements at Wicker 64. For artists looking to meet collaborators and for music fans looking to discover who’s next in Chicago, the launch is a chance to see what that room can become.
Event details: Tuesday, September 29, 2026, at Wicker 64, 1745 W. North Ave., Chicago. Follow @prettyk_official for updates. The media kit does not list a start time or ticket information.
What would make a recurring artist night like this valuable to Chicago’s music scene?
Sources
- Pretty K Presents: Tuesday Experience — Launch Media Kit, provided by the organizer.
