Things to do in Chicago on Saturday, December 5, 2026

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

Morning

2026 Toy Drive
Volunteering · 8 AM – 1 PM · West Town
Breakfast with Santa Neiman Marcus Chicago Saturday, December 5, 8:30am
Family Show · Santa · 8:30 AM · Streeterville
Advent Retreat Day - Emmanuel: Hope in an Anxious Age
Faith & Spiritual · Advent · 9 AM – 3 PM · Old Town
Master Your Camera Controls - Photography Workshop
Class · Photography · 10 AM · Garfield Park
Seen, Heard, and Healing: Black Women, Faith, and Mental Health
Talk · Mental Health · 10 AM · Washington Heights
LUCHA: FREE First-Time Homebuyer Workshop (English)
Class · Homebuying · 10 AM – 4 PM · Homan Square
Black Women's Health Summit: The Right To Thrive in Every Season
Talk · Women S Health · 10 AM – 3 PM · Englewood
Master Your Camera Controls and Composition in the Field - Photo Workshops
Class · Photography · 10 AM – 1:30 PM · Garfield Park
A Taste Of Holiday Friendship
Meetup · Friendship · 10 AM – 2 PM · Downtown
Gingerbread Houses & Helping Hands: Gingerbread House Decorating Event
Kids · Gingerbread Houses · 10 AM – 6 PM · Lakeview
Japanese Bookbinding: Goshuinchō & Yotsume Toji
Craft Workshop · Bookbinding · 10:30 AM · Gold Coast
Transformation Through Haitian Kreyol
Talk · Haitian Kreyol · 11 AM – 3 PM · Uptown
FITZKINDLE MARKET: A Christmas Tree Lot & Holiiday Extravaganza!
Market · Christmas · 11 AM · FITZGERALDS NIGHTCLUB
A Charlie Brown Christmas Brunch LIVE w/ CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2 at 10am**
Live Music · Singer-Songwriter · 11 AM · FITZGERALDS NIGHTCLUB
What More Can I Say? Live Podcast !!!
Live Podcast · 11 AM – 5 PM · Calumet
Model Call April 2027 #3 - FashionBar The Shows & Beyond!
Meetup · Fashion · 11 AM · Streeterville
queer quilting studio (Saturday Morning Cohort)
Class · Quilting · 11 AM · 7067 N Glenwood Ave
Christmas Around the World Bottomless Drag Brunch
Brunch · Christmas · 11 AM · Lakeview
Composition in the Field - Photography Workshop
Class · Photography · 11:30 AM · Garfield Park
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Immersive · 11:30 AM · Belmont Gardens

Afternoon

Fashion Photography Workshop - Learn Fashion Design (FOR ADULTS)
Class · Fashion Photography · 12 PM – 4 PM · Streeterville
Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop
Tasting · Cocktails · 12 PM – 4 PM · River North
It's A Wonderful West Town Sip & Shop
Market · Holiday Shopping · 12 PM – 5 PM · Ukrainian Village
Holidays in the Market Tour: Eat, Shop, Learn
Tour · 12 PM · River North
FashionBar - Starting in the Model Industry [December Edition]
Class · Modeling · 12 PM · Streeterville
Weed Passport Tours: North Michigan Ave Experience
Hike & Walk · 12 PM · Fulton River District
Indie Row Bucktown Holiday Market
Market · Holiday Shopping · 12 PM – 6 PM · Bucktown
Lost Boyz Inc. FY2027 Annual General Organizational Meeting
Brunch · 12 PM – 3 PM · West Loop
Singles, can we talk? Married couples and singles edition
Talk · 12 PM – 5 PM · West Pullman
Night Garden Miniatures with Frank Pollard
Craft Workshop · Miniatures · 1 PM – 4 PM · Andersonville
A Charlie Brown Christmas Brunch LIVE w/ CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2**
Live Music · Singer-Songwriter · 1 PM · FITZGERALDS NIGHTCLUB
Blue Man Group - A New Holiday Surprise
Arts · 1 PM · The Loop
Latte art for beginners!
Cooking Class · Latte Art · 1:30 PM · Sip Society Coffee Education Center
Fashion Designer Call #3 2027 - FashionBar The Shows: April 2027!
Networking · Fashion · 1:30 PM · Streeterville
3245 MIXOLOGY 102: SOPHISTICATED AND COMPLEX COCKTAILS
Cooking Class · Cocktails · 2 PM – 6 PM · Discovery Center
The Ultimate Sagittarius Bi-Level Day Party
Day Party · Hip-Hop / Rap · 2 PM – 8 PM · South Loop
Vape! The Grease Parody
Musical · 2:30 PM · Wrightwood Neighbors
Sip & Savor: Wine & Cheese for the Holidays
Tasting · Wine And Cheese · 3 PM · River North
Drink School: Craft Cocktails + Mocktails with Clean Pour Club
Cooking Class · Cocktails · 3 PM · Hyde Park
Kintsugi for Beginners: Repair and Reconnect
Craft Workshop · Kintsugi · 3:30 PM · Japanese Culture Center
WHIMSICAL TOY BOX- Kids Aerial Arts Student Showcase Fundraiser
Dance Show · Aerial Arts · 3:30 PM · Old Irving Park
Fulton Market & River West Holiday Crawl!
Bar Crawl · 4 PM – 9 PM · West Loop
Hands-On: Ravioli and Filled Pastas
Cooking Class · Ravioli · 4 PM · River North
12/5/26 VIP Upgrade
Concert · Rock · 4:40 PM · Lincoln Park

Evening

CDSA /Socialist Slate Silent Art Auction Fundraiser
Volunteering · Art Auction · 5 PM – 9 PM · Hairpin Arts Center
Candlelight Rest + Sound
Yoga & Pilates · 5 PM – 8 PM · Hyde Park
Tommy the Clown LIVE: CHICAGO
Family Show · 5 PM – 8 PM · Little Village
Solemn Vespers
Concert · Classical · 5:15 PM · Bridgeport
Tantra Speed Date® - Chicago! (Meet Singles Speed Dating)
Singles · 5:30 PM – 8:30 PM · Moksha Yoga Center
Speed Dating Beyond Small Talk | Chicago Speed Dating | Tantra Speed Date®
Singles · 5:30 PM – 8:30 PM · Moksha Yoga Center
STARS OF HOPE
Volunteering · Ukraine · 6 PM – 9:30 PM · Ukrainian Village
Toys For Tots featuring New Heartaches, Los Gallos, Phil Angotti, The Nobodies, and Torpedo Los!
Live Music · Country · 6 PM · FITZGERALDS SIDEBAR
Chicago Wicker Park Naughty Santa Bar Crawl
Bar Crawl · 6 PM – 2 AM · Wicker Park
Chicago Cuatro Orchestra - Concierto Jíbaro Navideño 2026
Concert · Latin · 6 PM – 9 PM · West Rogers Park
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Dance Social · 6:30 PM – 10 PM · Old Town
The Silver Palms
Concert · Indie / Alternative · 7 PM · Near North Side
Saturday Night Stand Up Comedy at Laugh Factory Chicago
Stand-up · 7 PM · Lakeview
“P.O.P” LISTENING PARTY
Concert · Hip-Hop / Rap · 7 PM · Wicker Park
Sister Hazel
Live Music · 7 PM · The Loop
SATURDAY DECEMBER 5: MATTY CHYMBOR
Stand-up · 7 PM · Streeterville
Toronzo Cannon Blues Band/Joanna Connor Blues Band
Concert · Blues · 7 PM – 4 AM · Kingston Mines - Chicago Blues Center
Colvin Concerts: Kevin Wood's Be Dazzled
Concert · 7:30 PM · Edgewater
The Moth Mainstage: Tightrope
Books & Readings · 7:30 PM · South Loop
The Pancakes and Booze Art Show
Museum & Gallery · 8 PM · South Loop
Mondo Cozmo
Live Music · 8 PM · Restaurant Row
The Chicago Pancakes & Booze Art Show (Vendor/Artist Reservations)
Museum & Gallery · 8 PM · Chinatown
Wilco - Winterlude 2026
Live Music · 8 PM · The Loop
Rachael & Vilray
Live Music · 8 PM · Near West Side
Party Animal Benefit
Volunteering · Arts Benefit · 8 PM – 12 AM · Heaven Gallery
A Holiday Cabaret with The Uptones
Live Music · 8 PM · Lakeview
THE DECEMBERISTS Tribute By The Dozen Buzzin' Cousins
Cover Band · 8:30 PM · FITZGERALDS NIGHTCLUB
Zeds Dead
DJ Set · Electronic · 9 PM · Uptown
House Calls 'In the Round' with Enzo Siragusa
DJ Set · Electronic · 9 PM · Pilsen
Sonora Dinamita @ Jardin
Concert · Latin · 9 PM – 3 AM · Clyde
Dos Santos
Live Music · Latin · 9 PM · Ukrainian Village
Baby Jane
Live Music · 9 PM · Bucktown
Music for the Masses: Dark 80's New Wave Nite [Chicago]
Dance Party · 80s Indie / Alternative · 9 PM – 1 AM · Roscoe Village
Ginger Road
Live Music · Country · 9:30 PM · Sheridan Park

Late

SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B
Dance Party · Afrobeats & Amapiano · 10 PM – 3 AM · Logan Square
Caramel Luxe Couture in Shades of Brown
Dance Party · Couture · 10 PM – 2 AM · Bombay Banquet Hall
Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca
Dance Party · Afrobeats & Amapiano · 11 PM – 5 AM · Uptown
All things to do in Chicago