Best Singer Guitarists in Chicago, IL

Denny B. is a seasoned performer and singer-songwriter whose music has energized audiences across Chicagoland and beyond. In 2025, he was recognized by BookLive as one of the Top 10 Solo Performers in Chicago for private...

Planning a party, or need unique live music at your venue? Let's take a trip back in time, when life was fun and the music was great. Experience popular songs from 5 decades, like...the boombox hits of the 80's, melodic...

I’m Andrew, a full-time touring singer/songwriter. Recently, I was out for a run in downtown Des Moines when I got a last-minute call to open for AJR. Two hours later, I was on stage at Wells Fargo Arena playing for 5,00...

Looking for a talented musician to bring the perfect vibe to your next event? Look no further than JD Kostyk from Willow Springs! With over 500 songs in his repertoire spanning genres like rock, pop, R&B, and more, JD ca...

Hello! I'm a singer, songwriter, multi-instrumentalist, and theatre actor in the Chicagoland area. SERVICES available: - Solo: Vocals & Guitar (and/or Ukulele) - Duo: Vocals/Guitar/Ukulele with Domenico Polo (Vocals &...

Frontman of an emerging Chicago Rock Group–Flowtone, Nissim is a force on stage. He performs with infectious style, crafting a unique show with soulful vocals and guitar. In addition to covering a variety of beloved Pop,...

My name is Ross Childs, and I am a writer, musician, comedian, actor, and entertainer. Also, I like to play. More specifically, I enjoy playing classic songs live with a lot of energy for people who enjoy hearing classic...

Bring the warmth, talent, and charisma of Michael Aponte to your next event. Michael is a seasoned multicultural vocalist and acoustic guitarist known for his smooth voice, engaging stage presence, and diverse repertoir...

DAVID'S BAZAAR is an established solo vocal-and-acoustic-guitar act based in the western suburbs of Chicago. As the name implies, DAVID'S BAZAAR offers up a hodgepodge of musical wares - from rock to pop to folk to coun...

Experience an elevated pop, rock, or country experience with professional, touring performer David L. singing high energy classics or modern popular tunes with acoustic or electric guitar. David is a polished musician t...

Rachel is acoustic guitarist with vocals that will blow your mind. Classically trained and full of personality, Rachel especially loves dressing/singing like TSwift, Cher, Elsa, Streisand, Adele... a box of Cheez-Its. T...

Chicago's premier acoustic duo, Blend Acoustic has been singing the songs your guests know and love for the last 20 years. Their vocals are stunning, and the guitar work is top shelf! Genres include pop, rock, jazz, L...

Hello! I am Paul Cullen and I've been a Chicagoland musician for over 2 decades performing a variety of events in the Midwest. I've played from the darkest dive bars to weddings and town festivals and I'm ready to enter...

There is no female artist in the Chicago area who is as uniquely high-credentialed as Liz Berg. She has performed more than 3500 shows, most of which have been high-end corporate events and weddings. She has been feature...

Nick brings years of experience playing a wide range of music in an equally wide range of venues and event types. Playing sing along party favorites or creating a more mellow background music track, Nick knows how to adj...

Get ready to be serenaded by the sweet sounds of classic country and folk with Ellen and Jim, an acoustic duo hailing from the heart of Chicago. With their warm harmonies, tasteful guitar skills, and authentic arrangemen...

Martin Metzger is one of the most experienced and versatile guitarists in the Chicagoland area. He performs regularly at a wide variety of events, bringing professionalism, artistry, and passion to every performance. Mar...

The Bash's new 2023 Rising Star Award for Top Pop Singer** Wedding professional DJ services with live performance upon request. Yes I am Vaccinated. (I always get my guests up and dancing) Fun 50's, 60's, 70's, 80's, 9...

!!BOOKING FOR CHICAGO, MILWAUKEE, AND SURROUNDING AREAS JUNE 2025 AND BEYOND!!! Las Vegas Live Looping All Request One Man Rock Band Dan Fester.Former Full time performer at MGM Resorts and Caesars Resorts properties wit...

One man, full band experience Whatever the mood, energy or ambiance of your club, party, wedding or corporate event, Nick could perfectly match it and then take it to a whole other level. A dynamic force in live music,...

Looking for some musical entertainment for your next event in the Chicago area? Look no further than Carl on Keys! As a solo musician, Carl brings a unique blend of piano and guitar playing, while also showcasing his imp...

Specializing in timeless favorites and future classics, Ian Leith is a human jukebox eager to share his love of music with the world. Having spent years on various cruise ships as a guitar/vocalist, Ian has sharpened his...

Hire Jim One Man Band in Chicago for unforgettable live music! This talented Singer Guitarist will bring your event to life with a diverse selection of songs.

Quickly becoming one of Chicago's most sought after solo performers, Robert Cunningham's eclectic mix of vocal styles ranging from pop, 70's folk rock, broadway standards and opera make him one of the most versatile acts...

Jack is a talented and highly versatile musician and vocalist! With over 350 songs in his catalog, he renders outstanding 80's and 90's Country covers by your favorite artists like George Strait, Alan Jackson, Brooks &...