Events in Chicago — December 2026 (1,152 Things to Do)

December 2026 in Chicago, Illinois brings 1,152 live events across the city, led by theater (308), art (257), music (221). 60 events are explicitly listed as free. Here's what's on.

Frequently Asked Questions

What's happening in Chicago in December 2026?

There are 1,152 events in Chicago, Illinois in December 2026, including Peter Miletic at Redhead Piano Bar, Cutting and Pasting a World: The Paper Craft of Henry Darger at Intuit Art Museum, Garden Club Meeting at Wicker Park, CL Grappling Tu at Rizal Center. Browse the full December 2026 calendar on VenuNite.

Are there free things to do in Chicago in December 2026?

Yes — 60 December 2026 events are explicitly listed as free in Chicago. Confirm current entry details on the event page or organizer source.

How do I find events in Chicago for a specific date in December 2026?

VenuNite lists every upcoming event in Chicago, Illinois with date filters. Use the date picker on this page to narrow December 2026 down to a single day or weekend.

Events in Chicago — December 2026

All December 2026 Events

Frequently Asked Questions

Browse Live Events by State

Events in Chicago — December 2026

All December 2026 Events

Frequently Asked Questions

Peter Miletic

Cutting and Pasting a World: The Paper Craft of Henry Darger

Garden Club Meeting

CL Grappling Tu

Pandemonium, Please Hold

Jim James (Solo Acoustic) – Wowed Out Tour

Castle

Rooftop Oasis Hours

Suicide Silence – Chicago – Reminders of Hell Tour

Suicide Silence: REMINDERS OF HELL TOUR

Chicago Bulls vs. New York Knicks

Genevieve Artadi ft. Louis Cole & Chiquita Magic

Flyway City: Architecture for a Flourishing Ecosystem

Light Of Christmas Drive Thru

Blue Man Group - A New Holiday Surprise

Created Equal: The Premises and Promises of the Declaration of Independence

Free HIV/STI Testing at Roosevelt University (Students Only)

Cally Spooner, Warm Up

Michael Meyers Stand Up Comedy Special Recording (Early Show)

A Midsummer Night's Dream

A Midsummer Night's Dream at Chicago Shakespeare Theater

Jim James (Solo Acoustic) - Wowed Out Tour - Ages 18+

Michael Meyers Stand Up Comedy Special Recording (Late Show)

Balloon Museum | EmotionAir - Art You Can Feel - Chicago

Adirondack Chair Circle

The Fizz Show

Cutting and Pasting a World: The Paper Craft of Henry Darger

Pandemonium, Please Hold

Castle

The Orbit

Lucy Bedroque

Tropical Wednesdays

The Winter's Tale

Blue Man Group - A New Holiday Surprise

A Christmas Carol (Children under 5 are not permitted in the theater)

Play Time

Shintaro Sakamoto with Rudy De Anda

Flyway City: Architecture for a Flourishing Ecosystem

Rooftop Oasis Hours

It's A Wonderful Life - A Live Radio Play

Light Of Christmas Drive Thru

Hooch & Holler Comedy Show

Created Equal: The Premises and Promises of the Declaration of Independence

Wednesday Bingo & Coffee Talk

Serial Killer: The Exhibition

The Winter's Tale

Blue Man Group – A New Holiday Surprise

The Winter's Tale

The Winter's Tale at Chicago Shakespeare Theater

Free HIV/STI Testing at The Brown Elephant – Andersonville

The Winter's Tale

Vape! The Grease Parody

Bttrfly

Balloon Museum | EmotionAir - Art You Can Feel - Chicago

Cutting and Pasting a World: The Paper Craft of Henry Darger

Redtwist Theatre's “'Night Mother” By Marsha Norman

American Prophets: The Platinum Age of Gospel

HG Wrestling & Grappling

Adirondack Chair Circle

Muti, Welter & Dvořák 8

Peter Miletic

Peter Miletic

Cutting and Pasting a World: The Paper Craft of Henry Darger

Cutting and Pasting a World: The Paper Craft of Henry Darger

Garden Club Meeting

Garden Club Meeting

CL Grappling Tu

CL Grappling Tu

Pandemonium, Please Hold

Pandemonium, Please Hold

Jim James (Solo Acoustic) – Wowed Out Tour

Jim James (Solo Acoustic) – Wowed Out Tour

Castle