Things to do in Chicago on Saturday, December 19, 2026

48 events listed in and around Chicago, each with its time and venue.

Morning

A Caregiver's Heart Symposium
Talk · Caregivers · 10 AM – 2 PM · Mandrake Park Fieldhouse
Dr. Seuss' How the Grinch Stole Christmas the Musical (Chicago)
Musical · 10:30 AM · The Loop
Mr. Dave Plays Happy's Holiday Bar
Family Show · Holiday · 11 AM · The Loop
A Charlie Brown Christmas Brunch LIVE w/ CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2 at 10am**
Live Music · 11 AM · FITZGERALDS NIGHTCLUB
Sleigh Belles Bottomless Drag Brunch
Drag & Burlesque · 11 AM · Lakeview
Bluey's Big Play (Chicago)
Theater · 11 AM · The Loop
The Shops - Holiday Edition #2 - Final 2025 Pop-up!
Market · 11 AM · Streeterville
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Immersive · 11:30 AM · Belmont Gardens

Afternoon

Holidays in the Market Tour: Eat, Shop, Learn
Tour · 12 PM · River North
NEXT LEVEL COLLEGE SUMMIT: Preparing for Career, Money & Life After College
Talk · Career · 12 PM · Marycrest
Weed Passport Tours: North Michigan Ave Experience
Hike & Walk · 12 PM · Fulton River District
Potted Potter (Chicago)
Arts · 1 PM · Magnificent Mile
Family Fun: Hands-On: Pizza alla Pala
Cooking Class · Pizza Alla Pala · 1 PM · River North
FITZKINDLE MARKET: A Christmas Tree Lot & Holiiday Extravaganza!
Market · Christmas Trees · 1 PM · FITZGERALDS NIGHTCLUB
A Charlie Brown Christmas Brunch LIVE w/ CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2**
Live Music · 1 PM · FITZGERALDS NIGHTCLUB
Latte art for beginners!
Class · Latte Art · 1:30 PM · Sip Society Coffee Education Center
Poetry Session / Open Mic - In Person / Chicago
Books & Readings · Poetry · 2 PM · City News Cafe
Vape! The Grease Parody
Musical · 2:30 PM · Wrightwood Neighbors
Chicago Steel vs. Sioux City Musketeers
Game · Hockey · 3 PM · USG Arena at Blackhawks Ice Center
Sip & Savor: Holiday Cocktails & Bites
Cooking Class · Cocktails · 3 PM · River North
Bonsai Terrarium Workshop
Craft Workshop · Bonsai Terrarium · 3 PM · Japanese Culture Center
Family fun: Hands-On Pasta Shaping Express Workshop
Cooking Class · Pasta · 4 PM · River North
Chicago SantaCon Bar Crawl 2026
Bar Crawl · 4 PM – 11 PM · West Loop
The Christmas Bar Crawl - Chicago
Bar Crawl · 4 PM · River North
Scripture & Sweat: Bible Study And Mat Workout
Fitness Class · 4 PM · Solarium Oak Park

Evening

South Shore Drill Team 2026 Holiday Stage Show
Dance Show · Holiday · 5 PM · Gary Comer Youth Center
Medicine Is Not Enough: A Celebration of Health, Hope & Community
Networking · 5 PM – 9 PM · South Loop
House of Lo'ren Experience
Dance Show · 6 PM – 10 PM · South Loop
Elf Movie and Cookie Decorating Family Night at Cooking with Cass
Family Show · 6 PM – 9 PM · Lakeview
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Live Music · 6:30 PM – 10 PM · Old Town
PBR: Unleash the Beast
Game · Boxing & MMA · 6:45 PM · United Center
Lil Ed & The Blues Imperials/Sheryl Youngblood Blues Band
Concert · Blues · 7 PM – 4 AM · Kingston Mines - Chicago Blues Center
The Ashe Brothers
Live Music · 7 PM · South Loop
Relix Presents: An Intimate Evening with Moe.
Live Music · 7 PM · Near West Side
Bells & Whispers - Night 4
Theater · Eerie Tales · 7 PM · Gold Coast
Holiday Swing Social: Class + Social Dancing
Dance Social · Swing & Big Band · 7 PM · Ravenswood
Bruce in the USA
Live Music · 7 PM · The Loop
SATURDAY DECEMBER 19: CHRISTIAN JOHNSON
Stand-up · 7 PM · Streeterville
TIO LIVE (UNCUT) COMEDY SPECIAL
Comedy · 7:30 PM · Greenhouse Theater Center
93XRT Winter Jam Presents - Ratboys w/ special guests Friko and Florry
Live Music · Indie / Alternative · 7:30 PM · Goose Island
The Handsome Devilz Holiday Tribute Show: a Tribute To the Cure, the S
Live Music · 7:45 PM · South Loop
Pivot Gang x Saba - John Walt Day + 10 years of Bucket List Celebration
Live Music · Hip-Hop / Rap · 8 PM · Pilsen
THE HALF-BRITS 5th Annual Holiday Extravaganza with aftershow jams from DJ Beamish!
Live Music · 8:30 PM · FITZGERALDS NIGHTCLUB
After Forever, These Lizards
Live Music · 9 PM · South Loop
Thought Process
Live Music · 9 PM · Bucktown
Yoi Toki: A Future Funk Party ft. SAINT PEPSI [Chicago]
Dance Party · Electronic · 9 PM – 2 AM · Wicker Park

Late

AFROBEATS SATURDAYZ @ MASADA: Detty December Edition
Dance Party · Afrobeats · 10 PM – 3 AM · Logan Square
IN SYNC | EDM Night at Theme House
Dance Party · EDM · 10 PM – 2 AM · Bridgeport
All things to do in Chicago