Steve Stylez in his signature denim jacket and Stylez cap
Latest Drop · Gentlemen's Night · Available Now

Broadcasting Culture.
Moving the City.

Proud SAG-AFTRA memberProud SAG-AFTRA Member

Chicago DJ, radio host, producer, and event specialist — The Master Podcaster. Host of Gentlemen's Night on Rock 95.5 / WCHI-FM. Over a decade in the booth, seven years inside iHeartRadio, now headlining Saturday nights in the third largest market in America.

On Air Now
Gentlemen's Night
Rock 95.5 / WCHI-FM · Saturdays · 9:00 PM – 12:00 AM CT
Now Playing
Gentlemen's Night — Latest Episode
Latest episode available on Spotify
The Catalog

Shows that move the city.

Gentlemen's Night
Flagship · Live

Gentlemen's Night

Saturdays 9P–12A · Rock 95.5 / WCHI-FM

Three hours built for the after-hours crowd. The rock that runs Chicago, the new noise breaking right now, and the stories that only happen after the streetlights come on.

On The Wire with Steve Stylez
iHeart Radio Exclusive

On The Wire with Steve Stylez

Only on iHeartRadio

An iHeartRadio exclusive — only available on iHeart. Extended interviews, behind-the-board breakdowns, and the conversations that don't fit a radio clock.

Listen on iHeart →
Live Mixes & Club Sets
Studio + Nightlife

Live Mixes & Club Sets

Drops Monthly

Ten-plus years of nightlife in one feed. Recorded live from Chicago's best rooms — full DJ sets, no edits, no skips. The floor energy mixed for headphones.

Programming

The Weekly Grid

MON
Off Air
· Studio prep & production
TUE
Morning Mosh Pit
5A–10A · Producer · Rock 95.5 / WCHI-FM
WED
Morning Mosh Pit
5A–10A · Producer · Rock 95.5 / WCHI-FM
THU
Morning Mosh Pit
5A–10A · Producer · Rock 95.5 / WCHI-FM
FRI
Morning Mosh Pit
5A–10A · Producer · Rock 95.5 / WCHI-FM
SAT
Gentlemen's Night
9P–12A · LIVE · Rock 95.5 / WCHI-FM
SUN
Replays & Podcast Drop
On Demand · Spotify · Apple · iHeart
Direct Line

The Hotline is open.

You got a shoutout, a wild story, a song request, a confession, or something Chicago needs to hear? Tap the mic and talk to Steve Stylez.

0:00 / 0:30
Tap to Record

Drop your first name, your city, and your message. Keep it clear. Keep it real. Keep it radio-ready. If it hits, your voice might end up on the show, in a clip, or on social.

About

The bridge between radio and right now.

Steve Stylez is one of Chicago's voices for radio, podcasting, DJ culture, and real entertainment. Born in California and raised between Jefferson Park on the northwest side of Chicago, Des Plaines, and Rockford, Illinois, Steve's story is pure Midwest Hustle with a little California in the DNA.

Before the radio mic, before the big stages, before the interviews and podcasts, Steve was just a kid who loved music. By high school he was the type to be in the kitchen late at night, headphones on, practicing DJ sets and making beats while everybody else was asleep. No fancy setup. No big co-sign. Just passion, patience, and a whole lot of trial and error.

Self-taught from the ground up, Steve started DJing small house parties, weddings, and wherever somebody needed music. From there, he worked his way into the nightclub scene and eventually became known as one of the Midwest's Premier Gentlemen's Club DJs, working 10 clubs in 10 years. That era taught him how to control a room, read energy fast, keep people entertained, and move a crowd without forcing it.

But Steve's background goes deeper than just DJing. He is also a songwriter, producer, recording engineer, and musician by trade. He can play 13 instruments, reads sheet music, understands sound from the inside out, and brings that same ear into everything he does — whether he is producing audio, hosting a show, building a new show, sales, or creating content.

Before fully stepping into radio and entertainment, Steve also worked as a high school Special Education teacher and music educator. That chapter gave him patience, leadership, communication skills, and the ability to connect with people from all different walks of life — something that still shows up in his work today.

Steve's musical taste is all over the map in the best way possible. As a teenager, he was blasting Linkin Park's Hybrid Theory on a CD player, while also being shaped by Breaking Benjamin, Hinder, The Offspring, Nipsey Hussle, Dave East, J. Cole, Eminem, Central Cee, and everything in between. Rock, rap, pain music, hype music, storytelling — if it has feeling, Steve is locked in.

Now, Steve Stylez brings all of that life experience into radio, podcasting, DJing, live events, and digital media. His style is Chicago, his energy is real, and his voice comes from actually living the stories he tells.

Steve is also a proud member of SAG-AFTRA, the union representing professional broadcasters, recording artists, and media talent.

Outside the booth, Steve is a lifelong swimmer, Funko Pop collector, diehard White Sox fan, Dragon Ball Z nerd, mafia movie fan, chef, tattoo lover, anime watcher, baseball guy, basketball fan, and most importantly, a proud father making memories with his son.

"Being persistent got me here. Staying consistent will keep me here."
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Instagram · @stevestylezradio
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Facebook · @Steve Micheas
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On Air Interaction

Text Me A Tip

Got something funny, wild, random, or real to say? Text me.

I read text messages on the radio Saturday nights. Got a topic? Text me. Want to request a song for me to play? Text me. Want a shout-out on the air? Text me.

Text Steve Stylez844-955-9550
Merch

Wear the Wave.

Rep the movement. Limited drops, exclusive designs — built for the city that raised the sound.

Work Together

Steve Stylez Booking & Contact

For bookings, brand partnerships, podcast inquiries, DJ requests, radio opportunities, or business questions, fill this out and Steve Stylez's team will follow up.

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Gentlemen's Night