Free things to do in Chicago

Events the organizers list as free, Mon Oct 26 – Sun Nov 1.

Mon Oct 26

Decoder | Free Film Screening
Film · Cyberpunk Thriller · 6 PM · The Loop
Trivia Night at Eataly
Trivia · 6 PM · River North
From The Southside Wit' Love Opening Reception
Museum & Gallery · Photography · 6 PM · FOURTUNEHOUSE Art Center
Trash People of Uptown: Community Clean-Up!
Volunteering · Community Cleanup · 6 PM · Uptown
The Silence of the Lambs | Movie Nights at Sapta's - VI
Film · 6:30 PM · West Loop
Launching Your Lifestyle Creator Career | FREE PANEL
Talk · Lifestyle Creators · 6:30 PM · West Loop

Tue Oct 27

Designing the Audience Experience & Opening Night of the Design Graveyard
Talk · Scene Design · 5:30 PM – 8:30 PM · Field Building
Wine Tasting Every Tuesday - Spirits & Spice Chicago
Tasting · Wine · 6 PM · Streeterville
Effective Altruism Chicago Discussion -AI Developments and Risk
Talk · AI Risk · 6 PM – 9 PM · Old Town
Show & Tell for Grown-Ups @ Heritage Bikes & Coffee
Meetup · Show And Tell · 6:30 PM · Lakeview
Book Event: Blackness Thirteen Ways by J. Vanessa Lyon
Books & Readings · 7 PM · Andersonville
Tea and Tarot Night **FREE CHICAGO EVENT
Psychic & Tarot · 7 PM – 11 PM · West Town

Wed Oct 28

Sustainable Futures: Where Sustainability Leaders Connect
Networking · Sustainability · 11:15 AM · McCormick Place - East Building / Lake Side Center
Run Club - Chicago Sports Tech
Run Club · 5 PM · Gold Coast
Golden Hour Featuring An Evening of Jazz with Brian Citro
Live Music · Jazz · 5 PM – 8 PM · Epiphany Center for the Arts
Rogers Park Neighbors United
Meetup · Rogers Park · 6 PM · Edgewater
Global & Translated Lit Book Club
Book Club · Manga · 6:30 PM · Gold Coast
Thrills & Chills Book Club - OCT
Book Club · Beneath The Stairs · 7 PM · Ravenswood

Thu Oct 29

Third Annual Twilight Nature Walk
Tour · Nature · 5 PM – 8 PM · Andersonville
Realtor Happy Hour
Happy Hour · 5 PM · Lakeview
A Conversation with former Ukrainian President Viktor Yushchenko
Talk · History · 5:30 PM · Hyde Park
Death by Disco: An After-Dark Studio 54 Halloween Night at Margraf USA
Dance Party · Halloween · 6 PM – 10 PM · West Loop
Kahoot Trivia Night
Trivia · 6:30 PM · Edgewater
Caught Read-Handed Book Club - Oct
Book Club · 7 PM · Ravenswood

Fri Oct 30

Tricks, Treats & Plant Based Eats
Food & Drink · 4 PM – 9 PM · Wicker Park
OneOne Club Happy Hour
Happy Hour · 5 PM · Streeterville
Orchestra of The Unseen: Halloween x Reformation
Concert · Classical · 5:30 PM · Lincoln Square
Frequency Friday: Cosmic Sound Healing Jazz Fusion and Reggae
Concert · Jazz · 6 PM · Hyde Park
CURBSIDE COCKTAILS SPECIAL EDITION Edgar Miller Gallery Tour
Tour · 6 PM · Old Town
AQ, Uncle El & Filthe Analects "Dont Panic" Listening Party
Concert · Hip-Hop / Rap · 6 PM – 9 PM · Logan Square

Sat Oct 31

Chicago Ultimate Food & Flavors Festival 2026
Food Festival · 10 AM – 6 AM · Butler Field
Halloween Cleanup at Ping Tom Park + Lunch!
Volunteering · Cleanup · 11 AM · South Loop
City In An Orchard - Tree Planting at La Huerta Roots and Rays
Volunteering · Tree Planting · 11 AM – 2 PM · Pilsen
Haunted Halsted Parade
Festival · 6:30 PM · Lakeview
The Prisoner's Ball at the Silver Wolf Lounge
Immersive · Halloween · 7 PM – 10 PM · Maplewood
Improv Murder Mystery with Sounds
Improv · 7 PM · Lincoln Park

Sun Nov 1

Axon Yoga | Adult Fit Yoga | First 2 Classes FREE!
Yoga & Pilates · 8 AM · Pilsen
4TH ANNUAL FREEDOM CONCERT & Early Voter Accompaniment !
Concert · 1 PM – 4 PM · Rogers Park
SUNDAY FUNDAY
Day Party · 2 PM – 7 PM · The Loop
Hades Redux: A Time-Based Collective Experience - Day of the Dead
Immersive · 3 PM · Edgewater
Chicago Artopia Presents: Ervino Rieger
Concert · Classical · 3 PM · West Lawn
Madam Director’s Final Dress: The Wizard of Oz
Improv · 7 PM · Ravenswood
All things to do in Chicago