Best Singers in Chicago, IL

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...

My name is Jack Miuccio, and I am truly a vocalist for ALL occasions! I have various singing styles: Music for Mass, Our National Anthem, Jazz, American Standards, Ballads, Italian (Andrea Bocelli), Opera, Sinatra, Dea...

Darryl Armistead provides a Solo Piano and Vocal show that features a mix of instrumentals and vocals with a repertoire of over three hundred songs and covering many genres, such as standards, oldies, jazz, pop, rock, rh...

Hire celebrated Chicago jazz singer and jazz band leader, Elaine Dame, and you'll be treated to a swinging, festive ambiance of urban sophistication and elegance. Since 1997, Elaine and her team of professional musicians...

Professional singer and actor Miss Jamie From The Farm brings her guitar and animal puppets to your party to dance and sing with the little ones! Kids shake shakers, dance, and engage in imaginative play. Children an...

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 &...

Joe Monahan has been pleasing audiences in the Chicago area for over twenty years. As a solo performer he can create a musical atmosphere to please any crowd. His versatility and impressive variety of song selection will...

Akilia McCain is an exceptional talent, a name that deserves recognition in the realm of music. As a classically trained lyric soprano, she possesses a voice that captivates audiences, leaving them in awe of her incredib...

Get ready to experience a blast from the past with Jerry "Country Classics" Armstrong! Based out of Chicago, IL and ORLANDO, FL. Jerry offers a one-man show that takes you back to the iconic country hits of the 1950s...

TOP TALENT! Energetic, outgoing, and endlessly versatile, Jane Allyson delivers top-quality performances across every genre. Whether performing solo or with her bands, Jane has wowed audiences at hundreds of clubs, loung...

I am a singer, songwriter, and keyboardist. I am influenced by various styles. My Spotify link is here: I have more music along the way: https://open.spotify.com/artist/0wHw1Vfs6und8GRdhBY2d4?si=ChNSwoEeRw23eoJqWwMkgg

I'm a professional jazz and blues vocalist with over 25 years of entertainment experience, specializing in performances that bring people together through music. Whether I'm performing at a wedding, private party, corpor...

The Chicago Five is a group of 4 singers and 1 pianist trained in both the classical and popular genres that seeks to entertain audiences while educating them through performing some of the greatest music of all time! Th...

Mark has 10 years of Entertainment diversified experience as President of Jaguar Entertainment, Executive Vice President of Gorilla Records and MoneyBag Boyz. Industry experience includes hosting events, managing, marke...

We are a neo retro vaudeville act we perform music and a radio show from the 1930s 40s and 50s.

Singer Baby J - Da Bird Voice is based in Chicago, Illinois and has been a member with GigMasters since 2014. Baby J - Da Bird Voice services Cook County and will travel up to 10 miles from Chicago, IL. Hire Baby J - Da...

Born and raised on the streets of Chicago, Merances was brought up on the iconic sounds of hip hop and R&B legends such as Snoop Dogg, Mary J. Blige, Notorious BIG and Dr. Dre. His parents owned a record store in the cit...

Old Town School of Music, Chicago Cultural Center Renaissance Choir, Wedding/Party Singer

Join the musical journey with Claudia Hommel and her world-class cabaret, jazz, and classical colleagues. Whether intimate theatre, nightclub, private soirées or large-ensemble musical evenings, Claudia partners with som...

Willing to travel all over the United States, Canada, South America, and the Middle East. Samo Taher is a popular Arabic singer in the Chicago Area and surroundings. He specializes in various Arabic styles including,...

Discover the best musicians in for any occasion. From weddings to corporate events, our talented members deliver unforgettable performances. Book now and experience the magic of live music! Every one of us is a great mu...

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...

Adam Austin, the dynamic Singer, brings the Sinatra charm to Chicago! Book this One Man Band for a memorable musical experience.

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...

Polished, versatile, and vocally stunning—this seasoned solo act brings the perfect vibe to fine dining establishments, high-end hotels, and sophisticated cocktail hours.