Maxwell Street Entertainment
Maxwell Street > Entertainment
Kids’ Edition
Sunday, September 14, 2025
Celebrate National Coloring Day with kid vendors and child-focused entertainment for a family-friendly experience.
Happy Birthday, Maxwell Street!
Sunday, October 5, 2025
Wrap up the season with a tribute to the legacy of Maxwell Street, featuring a special appearance and reading by Avery Cunningham, author of “The Mayor of Maxwell Street”.
SummerDance at Maxwell Street
Sunday, July 13, 2025
Join us for dance lessons and music in the open air as part of Chicago SummerDance.
Music and lessons by May I Have this Dance
Schedule
- 11 a.m. - Country Line Dancing
- Noon - Cumbia & Street-Style Salsa
- 1 p.m. - Jitterbug/East Coast Swing
- 1:30-3 p.m. - Open Dance
Maxwell Street Blues Series
Sunday, June 8, 2025
The Maxwell Street Blues Series on Sunday, June 8 brings the blues back to its South Side roots with performances by Omar Coleman Westside Soul, Marty “Big Dog” Mercer, Harmonica Hinds, and more.
- 10–11 a.m. – DJ James Porter
- 11 a.m. – 12 p.m. – Marty “Big Dog” Mercer Duo
- 12–12:30 p.m. – DJ James Porter
- 12:30–1:30 p.m. – Omar Coleman Westside Soul
- 2–3 p.m. – Harmonica Hinds Duo
Opening Day
Sunday, May 18, 2025
- 10-11 a.m. - DJ James Porter
- 11 a.m. - 12 p.m. - Ivy Ford Trio
- 12-12:30 p.m. - DJ James Porter
- 12:30-1:30 p.m. - Vino Louden Duo
- 1:30-2 p.m. - DJ James Porter
- 2-3 p.m. - Mike Wheeler and Larry Williams