Things to do in Chicago on Saturday, November 28, 2026

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

After midnight

The Legacy Game: Battle of Englewood Charity Game
Game · 4:30 AM – 8:30 AM · Englewood

Morning

Master Your Emotions, Elevate Your Career – Chicago | 1 Day
Class · Career · 9 AM – 5 PM · The Loop
Chicago’s Legendary Small Business Saturday® Celebration in Bronzeville
Market · Small Business · 10 AM – 5 PM · Bronzeville
Financial Capability & Leadership Summit
Talk · Finance · 10:30 AM – 4 PM · Bronzeville
Coffee and Chunes
Dance Party · Coffee · 11 AM – 6 PM · Shattaz Jerk Bar & Grill
FITZKINDLE MARKET: A Christmas Tree Lot & Holiiday Extravaganza!
Market · Christmas · 11 AM · FITZGERALDS NIGHTCLUB
Turkey & Tiaras Bottomless Drag Brunch
Drag & Burlesque · Thanksgiving · 11 AM · Lakeview
Taylor and the Pop Girls Bottomless Drag Brunch
Drag & Burlesque · Pop · 11 AM · Lakeview
A Charlie Brown Christmas Brunch LIVE w/ CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2 at 10am**
Live Music · 11 AM · FITZGERALDS NIGHTCLUB
Post Holiday Reset
Yoga & Pilates · 11 AM – 2 PM · Hyde Park
GIRLFRIENDS Brunch & Stage Event
Brunch · 11:30 AM – 3:30 PM · Morgan Park
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Immersive · 11:45 AM · Belmont Gardens

Afternoon

The BrideGroom Brunch
Brunch · 12 PM – 12 AM · Soldier Field
Weed Passport Tours: North Michigan Ave Experience
Tour · 12 PM · Fulton River District
Parranda Bar Crawl en Wrigleyville | Tix Include Brunch Buffet & 2 Shots!
Bar Crawl · 12 PM – 5 PM · Lakeview
Small Business Saturday with Lindy & Light
Market · Art · 12 PM – 6 PM · Bucktown
Store Tour: Eat, Shop, Learn
Tasting · 12 PM · River North
A Charlie Brown Christmas Brunch LIVE w CHRIS WHITE TRIO! **Tickets on sale Friday, 10/2**
Live Music · 1 PM · FITZGERALDS NIGHTCLUB
105th Anniversary Tartan Ball
Festival · Folk / Americana · 1 PM – 5 PM · 115 Bourbon Street
Family Fun: Hands-On: Pizza alla Pala
Cooking Class · Pizza · 1 PM · River North
Blue Man Group - A New Holiday Surprise
Arts · 1 PM · The Loop
Matcha + Meetup: Chicago | Film + Music Speed Networking Roulette
Networking · Film And Music · 1 PM – 4 PM · Bronzeville
Latte art for beginners!
Class · Latte Art · 1:30 PM · Sip Society Coffee Education Center
The Hip Hop Nutcracker (Chicago)
Musical · 2 PM · The Loop
The Naughty List Bar Crawl - Chicago
Bar Crawl · 2 PM – 11 PM · Ukrainian Village
Vape! The Grease Parody
Musical · 2:30 PM · Wrightwood Neighbors
Hands-On: Mozzarella
Cooking Class · Mozzarella · 3 PM · River North
Saturday Thanksgiving Weekend at ROOF on theWit| 11.28.26! 3pm-8pm
Dance Party · 3 PM – 8 PM · The Loop
Bikes & Bonfires: Friendsgiving Edition
Group Ride · Cycling · 4 PM · Burnham Park Promontory Point
A Chosen Few Djs House Music Day Party
Day Party · House · 4 PM – 10 PM · Uptown
SATURDAY FUNDAY DAY PARTY at VU ROOFTOP 11/28
Day Party · R&B / Soul · 4 PM – 10 PM · South Loop

Evening

Wine Gala 2026 – 4th Edition
Wine & Spirits · 6 PM – 2 AM · River North
LAUREN ANDERSON (acoustic) FREE SIDEBAR SHOW!
Live Music · R&B / Soul · 6 PM · FITZGERALDS SIDEBAR
Cat Tastrophe Charities Fundraiser Charitable Event
Volunteering · Animal Rescue · 6 PM – 9 PM · West Loop
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Meetup · 6:30 PM – 10 PM · Old Town
RNB Friendsgiving Yacht Party (3Levels Indoor/Outdoor) Chicago
Dance Party · R&B / Soul · 6:45 PM – 11 PM · South Loop
I Said What I Said: A Reality TV-Themed Comedy Show
Comedy · 7 PM · Logan Square
Silver Screen Shadows: A Lovecraftian Horror LARP
Immersive · Horror Larp · 7 PM – 11 PM · Lincoln Park
J-MORG ENTERTAINMENT PRESENTS: CROWN: THE BLACK ATTIRE GALA
Meetup · 7 PM – 1 AM · The Loop
Chicago Bulls vs. Indiana Pacers
Game · Basketball · 7 PM · United Center
Rico McFarland Blues Band/Joanna Connor Blues Band
Live Music · Blues · 7 PM – 4 AM · Kingston Mines - Chicago Blues Center
DAKKO / BASEMENT COLLECTIVE / FOREM
Concert · 7 PM · Lakeview
Tango 4th Saturday Social: Class + Social Dancing
Class · 7 PM · Ravenswood
Saturday Night Stand Up Comedy at Laugh Factory Chicago
Stand-up · 7 PM · Lakeview
Standing On Christmas Live 2026 with Evrod Cassimy
Live Music · 7 PM · Pilsen
Highland Park High School Class of 2016 Ten Year Reunion
Meetup · Class Of 2016 · 7 PM – 10 PM · River North
SATURDAY NOVEMBER 28: WHAT THE VELLE - LIVE PODCAST W/ LAVELLE DONTAE
Live Podcast · 7 PM · Streeterville
✨ Chicago Speed Dating | Saturday Night Ages 29-42 | Fancy a Go?
Singles · Dating · 7:30 PM · West Loop
Here for a Fun Time!: A Bubblingly Fun Chicago Comedy Showcase
Variety Show · 7:30 PM · Logan Square
Brandon James & Soulogy
Concert · 8 PM · South Loop
Thankful for R&B Ladies Night
Bar & Lounge · 8 PM · South Loop
All Black R&B Lemon Drop fest
Dance Party · R&B / Soul · 8 PM – 2 AM · Auburn Gresham
A Night OFF: R&B Soiree (Art Exhibition)
Museum & Gallery · R&B / Soul · 8 PM – 1 AM · Streeterville
Urban Twang with Paige and The Kizers
Concert · Country · 8 PM · Lakeview
Sneezy
Live Music · 8 PM · Near West Side
Daily Bread - Vanishing Point Tour
Live Music · 8 PM · Goose Island
Dexter and The Moonrocks
Live Music · 8 PM · Uptown
HA HA TONKA Returns w/ special guests LYDIA LOVELESS & Luke Sheafer
Live Music · 8:30 PM · FITZGERALDS NIGHTCLUB
BLISS After Dark Edition! Thanksgiving Weekend Saturday Nov 28th
Dance Party · 9 PM – 3 AM · West Loop
McLuhan, Big Hair Big Trouble, the 321's
Live Music · 9 PM · South Loop
JohnHenry return to the SIDEBAR!
Live Music · Rock · 9 PM · FITZGERALDS SIDEBAR
Black House Radio
Live Music · 9 PM · Bucktown
PAVLOV IMPROV
Improv · 9 PM · Ravenswood
*SOLD OUT* Petey USA / Linus Hablot
Live Music · Indie / Alternative · 9 PM · Ukrainian Village
WildWood Country
Live Music · Country · 9:30 PM · Sheridan Park

Late

SILENT PARTY CHICAGO "HOL' ON LEMME GET IT" (Trap, Twerk, Ratchet Anthems)
Silent Disco · R&B / Soul · 10 PM – 2 AM · The Loop
Miester presents BACKROOM 001: D-Unity, Miester & Bulat
Dance Party · House · 10 PM – 3 AM · South Loop
ALL THE FEELS: LOVE, LIES & LATE NIGHTS (R&B • Heartbreak • Toxic Hits)
Dance Party · R&B / Soul · 10 PM – 2 AM · Chinatown
SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B
Dance Party · Afrobeats & Amapiano · 10 PM – 3 AM · Logan Square
SILENT "LOVERS & FRIENDS" CHICAGO (R&B, Twerk & Slow Jams)
Dance Party · R&B / Soul · 10 PM – 2 AM · The Loop
Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca
Dance Party · Afrobeats & Amapiano · 11 PM – 5 AM · Uptown
All things to do in Chicago