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Catch me spinning this Friday 05.29.26 @ the Charleston 2076 N Hoyne Ave. (9pm-2am) No cover 21+ #JDLP #DeLaPenaLive!

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

🚨 Early bird pricing ends Thursday — don’t sleep on this one.

This Saturday, May 30th — HeadRoom presents an intimate evening with Jesse De La Peña and Sunshine Rewind, hosted on a custom hi-fi sound system built by @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint. This isn’t a typical night out. It’s a listening experience.

Jesse De La Peña headlines, sharing the sounds and stories that shaped his musical journey. Sunshine Rewind follows with a DJ set to close out the night.

Doors 7PM · Jesse De La Peña 8PM · Sunshine Rewind til midnight

🔗 Link in bio — early bird pricing ends Thursday.

EXECUTIVE DAY ORDER
Day Party in Session at City Hall
Join Chicago’s stylish professionals, tastemakers, creatives, and socialites for an upscale daytime experience inside one of the city’s most unique venues — City Hall.

EXECUTIVE DAY ORDER blends elevated vibes, beautiful people, cocktails, and music into the perfect Sunday day party experience. Expect a sexy crowd, premium sounds, and an atmosphere designed for those who appreciate good energy and even better company.
Whether you’re celebrating a birthday, networking, linking with friends, or just stepping outside in style — this is where you need to be.

Chicago’s Top DJs spinning:
JAY ILLA
JESSE DE LA PENA
MARK FLAVA
((House, R&B, Hip Hop, Feel Good Classics))
⸻
Sunday, May 24th
3PM – 8PM

📍 City Hall
838 W. Kinzie St.
Chicago, IL
⸻
DRESS CODE
Executive Chic.
This is a fashionable upscale experience.
No athletic wear. No effort, no entry.

Rsvp: Weloveday.eventbrite.com

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

What do albums mean to you? They have meaning, but not only the meaning captured within the songs themselves. They gain the meaning you give them by the journeys taken to discover the artist, buy the record, play it for the first time and so much more. This act of sharing these stories with each other is so much rarer these days. We are honored to give artists like Jesse De La Peña the chance to revive some of the storytelling that was core to the music experience for many years. This communal act allows us to learn from others in a beautiful way.

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his storied career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint and take new journeys of your own.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio (supported by Chula)
5.30.26 - Jesse De La Peña (supported by Sunshine Rewind)
5.31.26 - DJ Mochi (supported by Twelve Gage)

This Sunday 05.24.26 DJs @jayilla @djmarkflava @jdlp (4pm) hosted by @iamajjohnson @cityhallchicagoevents 838 W. Kinzie 3-8pm #HouseMusic #RnB #HipHop #JDLP

Tonight! Friday 05.22.26 Another “Kosmic” session this time at Easy Does It in Logan Square

DJs Jesse eDe La Peña & Rick Cruz. Disco and House gems all night long!

(10pm - 1:30am) 2354 N Milwaukee Ave. No cover 21+
#JDLP #Disco #House #Kosmic

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.

What does a ticket include:

A headline listening session with Blesstonio, Jesse De La Peña or DJ Mochi
Audio from a custom-built hi-fi sound system by Midnight Audio
Free parking
BYOB (no overpriced bar tab)
A support DJ set after in the lounge
Intimate vintage furniture showroom venue

The Lineup

Friday, May 29 — BLESSTONIO (support by Chula)
Saturday, May 30 — Jesse De La Peña (support by Sunshine Rewind)
Sunday, May 31 — DJ Mochi (support by Twelve Gage)

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.

Tickets https://tinyurl.com/bdhcame7

Have you ever wondered why 80s music sounds so … crunchy? Why all the highs, no lows?

Jesse De La Peña takes over HeadRoom for one night, where he’ll share the stories behind the sounds he’s collected, created, and been influenced by over the course of his illustrious career.

Hear it on a custom hi-fi sound system from @midnightaudiochicago, set in a beautiful vintage furniture showroom at @spotexclamationpoint.

Limited early bird tickets remain. 🔗 in bio.

LINEUP
5.29.26 - Blesstonio
5.30.26 - Jesse De La Peña
5.31.26 - DJ Mochi

EXECUTIVE DAY ORDER
Day Party in Session at City Hall
Join Chicago’s stylish professionals, tastemakers, creatives, and socialites for an upscale daytime experience inside one of the city’s most unique venues — City Hall.

EXECUTIVE DAY ORDER blends elevated vibes, beautiful people, cocktails, and music into the perfect Sunday day party experience. Expect a sexy crowd, premium sounds, and an atmosphere designed for those who appreciate good energy and even better company.
Whether you’re celebrating a birthday, networking, linking with friends, or just stepping outside in style — this is where you need to be.

Chicago’s Top DJs spinning:
JAY ILLA
JESSE DE LA PENA
MARK FLAVA
((House, R&B, Hip Hop, Feel Good Classics))
⸻
Sunday, May 24th
3PM – 8PM

📍 City Hall
838 W. Kinzie St.
Chicago, IL
⸻
DRESS CODE
Executive Chic.
This is a fashionable upscale experience.
No athletic wear. No effort, no entry.

Rsvp: Weloveday.eventbrite.com

HOUSE PARTY 2 tonight! Saturday 05.15.26

DJ’s
MARTINO “SPINNIN” RAMOS
JESSE DE LA PENA
TRAXMAN
DJ JES
Spinnin’ On Vinyl Only!

L.AM.A. 3519 W. Fullerton Ave.
Doors (7pm- 3am) 21 & Over With I.D.

EVENTBRITE
martinoshouseparty2.eventbrite.com/
L.A.M.A. Members $5 @ Door W/ Out POWER CARD
Ladies $10 w/ Power Card
Guys $10 W/ Power Card
$20 W/Out Power Card
Get Your FREE POWER CARD While Supplies Last

LILY’S RECORD SHOP 2733 W. Division St.
(773)252-7008
MARCELAS 3503 W. Fullerton Ave.

https://www.facebook.com/share/18ptGPc8aa/?mibextid=wwXIfr

😎
Excited to announce Kosmic returns to Easy Does It with Jesse De La Peña & Rick Cruz. Friday May 22, 10pm–1:30am. Our last session was legendary—be there!

😎
Excited to announce Kosmic returns to Easy Does It with Jesse De La Peña & Rick Cruz. Friday May 22, 10pm–1:30am. Our last session was legendary—be there!

😎
Excited to announce Kosmic returns to Easy Does It with Jesse De La Peña & Rick Cruz. Friday May 22, 10pm–1:30am. Our last session was legendary—be there!

Chicago Radio personality and party host Harv Roman talks about legendary Chicago DJ Tony “Boom Boom” Bedea. Know Chicago - Harv Roman S1 E1 watch & subscribe for more Chicago stories https://youtube.com/@jessedelapena