Summer Sessions
Summer Sessions: Live music by We Just Friends with co-headliner YT, Chicago R&B sensation. May 27, 7–10 PM. Tickets $15.
View details →Live Music This Weekend in Chicago, IL
August 28–30, 2026 · Friday through Sunday
55 live music events are listed in Chicago, IL from Friday, August 28 to Sunday, August 30, 2026.
R&B Vs Hip Hop White Attire Daytime Yacht Party (Chicago) Anita Dee II
Get ready for R&B Vs Hip Hop White Attire Daytime Yacht Party ,surrounded by beautiful views, great music & vibes.
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✨ R&B Saturdays: A Night of Soul & Vibes ✨
Experience smooth R&B, great vibes, and unforgettable energy this Saturday night music, mingling, and memories await. Drink & Food Specials!
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A Dope SouthSide Open Mic hosted by Boukehpra
After 7 years our open mic continues to welcome artists of all kinds <3 Pull up for a night of creative exchange and community!
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Karaoke on the Chicago River with Pop Up Karaoke!
We're back for another beautiful night of singing tunes out on the Chicago River! Join us for a two hour sunset karaoke cruise!
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LUNADA - THE FERNANDEZ DYNASTY
Join us for an unforgettable evening celebrating the timeless music of Vicente Fernández and Alejandro Fernández
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Michael Jackson Karaoke & Canvas
We'll be singing Michael Jackson hits all night with a paintbrush in hand. Paint a pre-sketched canvas of Michael Jackson and pARTy!
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ALBUM RUN #37 - SQUIRREL FLOWER - SAY GOODBYE TO THE GODS OF GETTING GOING
run, walk or jog to the new Squirrel Flower album. Ella will be joining us in person!
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The Buffalo Ryders and Nick Wilkinson
This is an intimate, seated dinner show featuring The Buffalo Ryders and Nick Wilkinson!
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