Some music deserves more than a crowded dance floor and a struggling sound system.
HeadRoom is a three-day listening room experience—a space carved out to slow down, tune in, and hear music the way it was meant to be heard.
Set inside a vintage showroom with a best-in-class audio system, HeadRoom brings together some of Chicago’s finest selectors for an intimate weekend built around the art of listening. Each evening centers on a single headlining DJ, their story, and the sounds that define them. This is a space for audiophiles and club kids alike—for anyone who’s ever stood in front of a speaker and felt something shift.
The Lineup
Friday, May 29 — BLESSTONIO
Saturday, May 30 — Jesse De La Peña
Sunday, May 31 — DJ Mochi
How the Evening Unfolds
Doors open at 7:00 PM. At 8:00 PM sharp, the headline set begins.
From 8:00–9:30 PM, the headliner takes you through an uninterrupted journey through the sounds and stories that shaped them. At 9:30 PM, the after party begins with a guest DJ, carrying the energy through to midnight.
What HeadRoom Is
It’s not a concert. It’s not a club night. It’s something in between—a place where music is the main character and the room is built to honour it. Three evenings. Three perspectives. One sound system that makes all the difference.
Beverages
HeadRoom is BYOB. Every dollar from your ticket goes directly toward the space and the sound system we’ve built for this weekend—we’re not here to mark up your drinks.
🔵 VENUE
329 W. 18th St. #840
Chicago, IL 60616
18+
🔵 DATE & TIME
May 29 2026
May 30 2026
May 31 2026
doors: 7pm
show: 8pm
🔵 TICKETS / INFO
https://dice.fm/event/q2vloa-headroom-by-synchronized-swimming-29th-may-spot-chicago-tickets
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