Browse 942 singer songwriters available for hire in Chicago, Illinois, United States, backed by 1,728 client reviews averaging 5 out of 5 stars. Find acoustic performers and original music artists from $110, well suited to creating intimate atmosphere at weddings and events.
Of the 942 suppliers listed here, 6 are based within 30 miles of Chicago. The other 936 are willing to travel there.
Also covers suppliers based in Berwyn, Villa Park and Woodridge.
Based more than 30 miles from Chicago, nearest first
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Rates for professional singer songwriters in Chicago range from about $110 to $1,150+, with most performances priced around $370. A performer based closer to your venue may quote less for travel, while established artists with extensive repertoires may charge premium prices. Package deals frequently include multiple performance slots or custom songwriting services for added value. Contact the supplier you like for an accurate quote.
Based on 1,139 enquiries for Singer / Songwriters at events in the United States, made through this site in the last two years. Updated 23 October 2026.
Jazz and Beyond
"great jazz vocalist,easy to work with and very personable...Bobby Schiff,Chicago area pianust,arranger"
Cuevo Perez
"This band is so unique and entertaining! I loved watching them"
R Scott Kenyon
"Scott played a one hour show for our residents. Last minute.
We called a week before we needed him and he was very professional. He is our piano tuner and he did a great job entertaining our residents."
David's Bazaar
"Dave has a great gravely voice accompanied by his intense strums. Always prepared (Shows up early,) professional in all ways… with his friendly rapport engaging his audiences young and old with his knowledge and broad range of tunes. He cuts right thru to the songs that resonate to us!"
Crook & Company
"Robert and I are so over the moon grateful for the way Crook & Company graciously serenaded us and our guests for our wedding. You all did a phenomenal job with every detail. You were all professional, had amazing energy and extremely talented! You guys made the night perfect! I will definitely recommend your band in the future."
John Drake
"John performs to the crowd—if they’re mellow he’s mellow. If they’re having fun he kicks it up a notch with them. Great blues and blues rock. His original songs are crowd pleasers."