Mixed Prints & Pours: NA Wine Experience
An evening celebrating the art of mixing—bold prints, premium NA wines, live music, and meaningful connections.
View details →Events This Weekend in Chicago, IL
October 16–18, 2026 · Friday through Sunday
75 events are listed in Chicago, IL from Friday, October 16 to Sunday, October 18, 2026.
Tales Without Words: Passionate Piano Concert
An evening of intimate storytelling through music by Bach, Chopin and Medtner
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Queer Couture Runway
A showcase of handmade, avant-garde fashion lines from queer, Chicago-based designers.
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Skye Peterson and Thomas Austin
This is a seated, intimate dinner show featuring Skye Peterson and Thomas Austin!
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The Chicago Fund's 10th Anniversary Celebration
Join us in celebrating 10 years of The Chicago Fund’s impact with an inspiring evening honoring our grantees, partners, and supporters.
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unMuddled Mixology Class @ Lone Owl Pub
Learn to craft delicious, approachable and personalized cocktail variations with unMuddled Bartending @ Lone Owl Pub!
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Beyond's 12th Anniversary Fundraiser
Join us in person at the iconic Haymarket House to celebrate 12 amazing years of revolutionizing legal aid beside communities!
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NIGHTS LIKE THIS W/ FLY SKINZ
New Regime Agency presents Nights Like This w/ Fly Skinz performing live!
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Xcelerator Business Summit 2026
XBS 2026: Supercharge your business with clarity, action, and strategies that turn motivation into momentum.
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The Living Canvas
The Living Canvas: Chicago's premier healed tattoo gallery. Oct 16, 5-10PM @ Skyline Loft. Live jazz, art & raffles. Early bird tix $50!
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