Chicago, IL

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Free Things to Do in Chicago, IL

Free events, festivals, and activities happening in Chicago, IL.

The World Without Institutions: Democratic Disillusionment | Buffett Conversation with Lilith Verstrynge

Fri, Oct 23 · 12:30 PM

The World Without Institutions: Democratic Disillusionment | Buffett Conversation with Lilith Verstrynge

In Person: Buffett Reading Room | Online: Zoom

Family Fall Fest 2026

Fri, Oct 23 · 5:00 PM

Family Fall Fest 2026

The Quinn Center of St. Eulalia

Fri, Oct 23 · 5:30 PM

Hard Country Honky Tonk with The Hoyle Brothers

The Luxury of Becoming: Grace, Growth, and Ambition

Fri, Oct 23 · 6:00 PM

The Luxury of Becoming: Grace, Growth, and Ambition

747 S Western Ave Chicago IL 60612

Babymetal

Fri, Oct 23 · 7:00 PM

Babymetal

Huntington Bank Pavilion at Northerly Island

Chicago Speed Dating (24-32 age group)

Fri, Oct 23 · 8:00 PM

Chicago Speed Dating (24-32 age group)

The Fun Singles

Chicago Speed Dating (33-42 age group)

Fri, Oct 23 · 8:00 PM

Chicago Speed Dating (33-42 age group)

The Fun Singles

Fri, Oct 23 · 10:00 PM

In the Mix

Three Top Lounge

Trick or Tunes: A FREE Sensory- and Family-Friendly Concert

Sat, Oct 24 · 10:30 AM

Trick or Tunes: A FREE Sensory- and Family-Friendly Concert

Merit School of Music - West Loop

REGISTRATION

Sat, Oct 24 · 11:00 AM

REGISTRATION

Sat, Oct 24 · 11:00 AM

Master Class: Randall Scarlata, baritone

Holtschneider Performance Center

Bridge Builders The Panel

Sat, Oct 24 · 12:00 PM

Bridge Builders The Panel

Sat, Oct 24 · 1:00 PM

Student Recital: Ume Hashimoto-Jorgensen, flute

Holtschneider Performance Center

Come Sketch abd Vibe

Sat, Oct 24 · 1:30 PM

Come Sketch abd Vibe

Chicago riverwalk

SYNTHESIS

Sat, Oct 24 · 5:00 PM

SYNTHESIS

PINOY RNB PARTY - MANO MODERN CAFE 3 YEAR ANNIVERSARY

Sat, Oct 24 · 5:00 PM

PINOY RNB PARTY - MANO MODERN CAFE 3 YEAR ANNIVERSARY

Mano Modern Cafe

Aligned: Launch Party

Sat, Oct 24 · 5:00 PM

Aligned: Launch Party

Steelworkers Park

Arts in the Dark Parade

Sat, Oct 24 · 5:30 PM

Arts in the Dark Parade

East Jackson Boulevard & South Michigan Avenue

Michael Rapaport

Sat, Oct 24 · 6:30 PM

Michael Rapaport

Zanies Comedy Club - Rosemont

Sidewalk Cinematics Presents: End Path, Sora Kai, Surdeep, Don Uzy, Lil Luner

Sat, Oct 24 · 7:00 PM

Sidewalk Cinematics Presents: End Path, Sora Kai, Surdeep, Don Uzy, Lil Luner

The Angry Cactus Lounge

Jailene's 29th

Sat, Oct 24 · 7:00 PM

Jailene's 29th

4021 N Elston Ave

Lil Yachty

Sat, Oct 24 · 7:00 PM

Lil Yachty

Babymetal

Sat, Oct 24 · 7:10 PM

Babymetal

Huntington Bank Pavilion at Northerly Island

Community Wide Song Circle Featuring Rabbi Micah Shapiro

Sat, Oct 24 · 7:30 PM

Community Wide Song Circle Featuring Rabbi Micah Shapiro