Whether you’re planning a wedding, corporate event, or private party, the right vocalist can set the perfect tone with soulful, energetic, or elegant performances. Chicago’s vibrant music scene is home to some of the most versatile and talented vocalists ready to make your special occasion unforgettable.
From jazz and pop to classical and dance music, these Chicago vocalists bring professionalism, charisma, and exceptional skill to every stage.
Here are the ten of the most talentedVocalists in Chicago for Private Events (2025 Edition)—each one ready to bring their unique sound to your celebration.
Denny B.
Denny B. recently received The Rising Star Award 2021 from The Bash for being the top national singing guitarist. His dynamic vocal and guitar skills make him a sought-after performer across Chicago’s private event scene.
🔗 Website
📱 Instagram | Facebook
Jack Miuccio
A versatile vocalist with a broad repertoire that spans jazz, standards, ballads, and even opera, Jack Miuccio fits perfectly into a variety of events, offering soulful and memorable performances.
🔗 Website
Andrew Blendermann (Blenderful Music)
With a classical background from Baldwin-Wallace Conservatory of Music, Andrew has over 20 years of experience performing throughout Chicagoland. His diverse career spans piano bars, musical theatre, a cappella groups, and private events.
Chicago Catz
For over 30 years, the Chicago Catz have been a staple of Chicago’s private event scene, delivering energetic, dance-worthy music far beyond typical “cocktail music.” They are the perfect band to get your guests on their feet.
David Rothstein Music
A Chicago native, David grew up honing his music skills and performing in a variety of venues. With a double major in Music Performance and Communications, he brings professionalism and passion to every event.
🔗 Website
📱 Instagram | Facebook
Matt Griffo
Matt combines his passion for music and comedy in a show that is both “toe-tapping and rib-tickling,” according to the Chicago Sun Times. He plays ukulele, guitar, piano, and sings with a unique comedic flair.
🔗 Website
📱 Facebook | Instagram
Denise Armour
Denise offers a diverse pop repertoire with custom background music and professional sound equipment. Her engaging, energetic performances make her a favorite for private parties and corporate events alike.
David Chiriboga
With over 20 years dedicated to the Spanish Guitar and vocal performance, David has performed at more than 2,000 events worldwide. Based in Chicago, he brings international flair and heartfelt musicianship to every occasion.
🔗 Website
📱 Instagram | Facebook
Ryan Shephard Music
Toronto-based dance music producer and vocalist Ryan Shepherd offers upbeat, high-energy house music that keeps crowds moving. His rising profile and chart-topping hits make him a fresh choice for lively events.
Chris Eh Young (Paul Marinaro)
Dubbed as having “one of the most beautiful vocal instruments in the business today” by the Chicago Tribune, Paul Marinaro is a modern jazz classic. He is one of Chicago’s most respected male vocalists, known for soulful and polished performances.
🔗 Website
📱 Facebook | Instagram
Final Thoughts
From intimate acoustic sets to full-energy dance performances, Chicago’s vocalists cover every style and mood you could want for your event. Whether you want smooth jazz, pop, classical, or something totally unique, these ten vocalists bring professionalism, passion, and undeniable talent to make your special day unforgettable.
At BookLive, we specialize in connecting you with the best live music talent for your private events.
📩 Need help booking the perfect vocalist? Email us at dreamteam@booklive.com and let’s create an unforgettable experience together.