Live Music This Weekend in Chicago, IL (August 28–30, 2026): TownVue
60 mi
5 mi 500 mi

Live Music This Weekend in Chicago, IL

August 28–30, 2026 · Friday through Sunday

All Free Family-friendly Live Music

55 live music events are listed in Chicago, IL from Friday, August 28 to Sunday, August 30, 2026.

OHH LA LA LUAU

OHH LA LA LUAU

Chicago, IL
Aug 29, 2026
JC And The ReUp Band Pays Tribute to The Gap Band

JC And The ReUp Band Pays Tribute to The Gap Band

Chicago, IL
Aug 29, 2026
Velvet Hours w/ Desma, Shmoo, Wyser 9/28

Velvet Hours w/ Desma, Shmoo, Wyser 9/28

Chicago, IL
Aug 29, 2026
ALL THE FEELS: "HEARTBREAK HOTEL" (R&B • Trap Soul • Slow Jams)

ALL THE FEELS: "HEARTBREAK HOTEL" (R&B • Trap Soul • Slow Jams)

Chicago, IL
Aug 29, 2026
Alex Acosta Live at Hydrate

Alex Acosta Live at Hydrate

Chicago, IL
Aug 29, 2026
A House Music is Love Day Party. Free with RSVP.

A House Music is Love Day Party. Free with RSVP.

Chicago, IL
Aug 30, 2026
RNB Vs Reggae Sunset Yacht Cruise (3 Levels) Chicago

RNB Vs Reggae Sunset Yacht Cruise (3 Levels) Chicago

Chicago, IL
Aug 30, 2026
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