Discover 133 street entertainers available for hire in Chicago, Illinois, United States. Street performers and buskers bring interactive entertainment that engages guests naturally, with acts averaging $330 and options from around $110.
Of the 133 suppliers listed here, 5 are based within 30 miles of Chicago. The other 128 are willing to travel there.
Also covers suppliers based in Hobart.
Based more than 30 miles from Chicago, nearest first
(3) Replies in ~3 hrs
Book from $300 (CAD)
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Caricaturists in Chicago
Emcees (MCs) / Comperes / Hosts in Chicago
Family Entertainment in Chicago
Fire Eaters / Fire Performers in Chicago
LED Performers in Chicago
Outdoor Entertainment in Chicago
Psychic Entertainment in Chicago
Tarot Readers in Chicago
Team Building Activities in Chicago
Variety Entertainers in ChicagoRates for professional street entertainers in Chicago range from about $110 to $1,050+, with an average cost of $330. Pricing reflects the performer's experience level, act complexity, and performance duration. Solo buskers with acoustic instruments typically represent the lower end of this range, while elaborate multi-performer troupes with specialized equipment and interactive props command higher fees. Many performers offer flexible packages tailored to different event sizes and budgets. Contact the supplier you like for an accurate quote.
Based on 236 enquiries for Street Entertainers at events in the United States, made through this site in the last two years. Updated 26 October 2026.
La Rosa Oscura Flamenco
"Jennifer was absolutely the LIFE of our party! She is super easy to communicate with, very accommodating, more than punctual and even flexible when our internal event scheduling fell behind. She had our event guests clapping, dancing, and of course cheering between every song. We hope we can feature La Rosa Oscura again in the future and look forward to visiting her at shows around the city. Thank you, Jennifer!!!!"
Paul Draws You
"Paul came to draw at my wedding reception and everyone loved him. My guests couldn't stop talking about him. Paul was very professional and had my guests entertained by his witty personality. We would recommend him to friends and family and would hire him in the future."
Ventriloquist DC Mickan
"Doug Mickan is AMAZING!
Doug had visited our Church in June, after performing at 2 local libraries earlier that day. He provided such quality Christian entertainment that evening that we booked him for our BIG outreach event of the year...FAMILY FUN DAY. Doug not only ministered that morning to our entire Church through worship and his gift of ventriloquism, but then stayed to be the main attraction at Family Fun Day that afternoon. We would highly recommend Doug Mickan to any organization or ministry. 100%"
The Circus Arts Society
"Jesse and his Circus-In-A-Suitcase workshop were an absolute highlight of our Downtown Cambridge BIA event! Jesse's communication was seamless, making planning a breeze. He captivated the children with his engaging and interactive performance, leaving them smiling and excited. Beyond that, he has an incredible ability to energize the entire crowd, creating a fun and lively atmosphere. Jesse's talent and professionalism made him a wonderful addition to our event, and we can't wait to work with him again!
- Jasmine Percival, Admin Coordinator, Downtown Cambridge BIA"
Juggler, Street & Fire Performer, Magician
"Noah is a fantastic performer and was so easy to get to our event! His performance is very engaging and great for large or smaller events."
Corporate Event Magician
"Jordan, thank you for providing top notch service for our annual corporate BBQ.
Our colleagues loved your magic tricks, and you had our colleagues engaged throughout the event.
We will reach out for future events, great job!"