Free Things to Do in Chicago, IL

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

Free

Sat, Oct 24 · 7:00 PM

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

The Angry Cactus Lounge

Free

Free

Sat, Oct 24 · 7:00 PM

Jailene's 29th

4021 N Elston Ave

Free

Free

Sat, Oct 24 · 7:00 PM

Lil Yachty

Radius - IL

Free

Free

Sat, Oct 24 · 7:10 PM

Babymetal

Huntington Bank Pavilion at Northerly Island

Free

Free

Sat, Oct 24 · 7:30 PM

Community Wide Song Circle Featuring Rabbi Micah Shapiro

Mah Tovu

Free

Free

Sat, Oct 24 · 7:30 PM

DePaul Concert and Chamber Choirs

Holtschneider Performance Center

Free

Free

Sat, Oct 24 · 7:30 PM

Steve Hackman

Harris Theater

Free

Free

Sat, Oct 24 · 8:00 PM

The Best Of The Second City

UP Comedy Club at Second City - Chicago

Free

Free

Sat, Oct 24 · 8:00 PM

Sin Central: Greystone's Album Anniversary & Costume Party

The Bridgeport Art Center Riverwalk

Free

Free

Sat, Oct 24 · 10:00 PM

Saturday At Hubbard Inn: MASQ Saturdays x The Link Up Collective

Hubbard Inn

Free

Free

Sat, Oct 24 · 10:00 PM

Masq Saturdays @ Hubbard Inn

Hubbard Inn

Free

Free

Sat, Oct 24 · 10:30 PM

DUBS n WUBS - The Basement

Matilda, Baby-Atlas

Free

Free

Sun, Oct 25 · 5:00 AM

Mogul Runs

Burnham Park Promontory Point

Free

Free

Sun, Oct 25 · 12:00 PM

Soul Brunch

City Winery Chicago

Free

Free

Sun, Oct 25 · 12:00 PM

Roseland People’s Market

FOOD WEB - People’s Market Space

Free

Free

Sun, Oct 25 · 12:00 PM

Trick-or-Treat at 900 2026

900 North Michigan Shops

Free

Free

Sun, Oct 25 · 12:00 PM

Magic The Gathering

Empty Bottle

Free

Free

Sun, Oct 25 · 1:00 PM

TLLM’s 2nd Annual Fall Fest & Food Drive

Hubbard Street Lofts

Free

Free

Sun, Oct 25 · 1:00 PM

FreeDay

Armstrong (Lillian Hardin) Park

Free

Free

Sun, Oct 25 · 3:00 PM

BRING IT TO LIFE: A HALLOWEEN BUILDATHON, GAME LAB & PARTY 🎃

Free

Free

Sun, Oct 25 · 4:00 PM

StreetPass Bonfire Halloween Potluck

Burnham Park Promontory Point

Free

Free

Sun, Oct 25 · 6:00 PM

PHASES

Palmisano (Henry) Park

Free

Free

Sun, Oct 25 · 7:00 PM

saoirse dream & anita velveeta ‧₊˚♪ ⊹ chicago

60651

Free

Free

Sun, Oct 25 · 8:00 PM

DAY FUNCTION: AfterParty

Chalet

Free