Things to do in Chicago on Wednesday, November 25, 2026

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

Morning

Command the Room: Public Speaking Mastery – Chicago | 1 Day
Class · Career · 9 AM – 5 PM · The Loop

Afternoon

Weed Passport Tours: North Michigan Ave Experience
Hike & Walk · 12 PM · Fulton River District
Balloon Museum | EmotionAir - Art You Can Feel - Chicago
Immersive · 12:15 PM · Belmont Gardens
Family Fun: Sicilian Cannoli
Kids Class · Cannoli · 1 PM · River North
The Hip Hop Nutcracker (Chicago)
Musical · 1 PM · The Loop
Blue Man Group - A New Holiday Surprise
Theater · 1 PM · The Loop
Wine and Cheese: Perfect Holiday Picks
Tasting · Wine And Cheese · 3 PM · River North

Evening

DeeJayVu Black Wednesday at Vu Rooftop
Rooftop Party · 6 PM – 12 AM · South Loop
Hands on: Build your Holiday Salumi & Formaggi Board
Cooking Class · Salumi Board · 6 PM · River North
Viviendo la gratitud desde el corazón
Class · Gratitude · 6 PM · The Town of Cicero Community Center
Mrs. & Mrs. Claus Debut at Dorothy!
Karaoke · 6 PM – 11 PM · Ukrainian Village
Turnover - Down On Earth Tour
Live Music · 6:30 PM · Near North Side
Balls 2 The Walls: Let's Get Basted! | Black Out Wednesday Drag Bingo
Bingo · 6:30 PM · PALMHOUSE
The Turkey Crawl - Wrigleyville's Blackout Wednesday Bar Crawl
Bar Crawl · 7 PM – 1 AM · Lakeview
BLACKOUT WEDNESDAY CITYWIDE ACCESS PARTY PASS (16+ BARS/CLUBS INCLUDED)
Bar Crawl · Black Wednesday · 7 PM – 3 AM · West Loop
Thanksgiving Eve with a Massive House Music DJ Lineup
Dance Party · House · 7 PM – 2 AM · Uptown
Stich Please
Meetup · Fiber Art · 7 PM – 10 PM · Andersonville
WEDNESDAY NOVEMBER 25: CHICAGO'S BEST COMEDY SHOW
Stand-up · 7 PM · Streeterville
RIVER NORTH BLACKOUT WEDNESDAY BAR CRAWL (10+ CLUBS INCLUDED)
Bar Crawl · 7 PM – 3 AM · River North
WORD GOT OUT
Comedy Open Mic · 7 PM – 11 PM · Brick's Night Club
JOE POLICASTRO & FRIENDS in the SIDEBAR!
Live Music · 7 PM · FITZGERALDS SIDEBAR
Chicago Gay Men Speed Dating | Singles Event | Fancy a Go?
Singles · Gay Men · 7 PM · West Loop
Gay Men Speed Dating | Chicago | Fancy a Go? | Singles Night
Singles · 7 PM · West Loop
Chicago Steel vs. Madison Capitols Hockey
Game · Hockey · 7 PM · USG Arena at Blackhawks Ice Center
Summer Sessions
Concert · R&B / Soul · 7 PM – 10 PM · Roseland
WEST LOOP BLACKOUT WEDNESDAY BAR CRAWL (6+ BARS INCLUDED)
Bar Crawl · 7 PM – 3 AM · West Loop
Chicago Healthcare, Pharma & Business Networking Event
Networking · Healthcare · 7 PM · River North
Chicago, IL - Drinksgiving at Punch Bowl Social
Meetup · Drinksgiving · 7 PM – 10 PM · Punch Bowl Social Chicago
The Adler Brothers - Thanksgiving Eve
Live Music · 7:15 PM · Goose Island
Turnover- Down On Earth Tour
Live Music · 7:30 PM · Goose Island
Tributosaurus becomes Bruce Springsteen
Cover Band · Rock · 7:30 PM – 11 PM · Lincoln Park
Vape! The Grease Parody
Musical · 7:30 PM · Wrightwood Neighbors
EL TRI "ADICTO AL ROCANROL"
Live Music · Rock · 8 PM · Uptown
Deadfest Band Takes Over The Pony Inn Rooftop
Live Music · Rock · 8 PM – 11:30 PM · Roscoe Village
JOHN SUMMIT - CTRL ESCAPE ARENA TOUR
Live Music · 8 PM · United Center
Exhumed, Jarhead Fertilizer, Savage Master, Molder
Live Music · 8 PM · South Loop
Venna with Khal!l
Live Music · 8 PM · Pilsen
Blotto's Black Wednesday
Social · 8 PM · South Loop
Hot Like Mars
Live Music · 8 PM · Near West Side
🍁 Charlie Brown Thanksgiving Jazz – Live @ Winter’s Jazz Club 🎶
Cover Band · Jazz · 8:15 PM · Streeterville
Night 1 of 2: THE ZIMMERMEN Perform The Last Waltz
Cover Band · 8:30 PM · FITZGERALDS NIGHTCLUB
Black Wednesday in Pilsen
Nightlife · 9 PM – 2 AM · Pilsen
Black Wednesday: 3rd Annual All-Black Attire @ RocBar 9PM-4AM
Dance Party · Afrobeats & Amapiano · 9 PM – 4 AM · River North
Jaff Graffner (Album Release Show) / Earl Gary / AJ / Jacob Ciocci DJ Set
Live Music · 9 PM · Ukrainian Village
Blackout Wednesday Bar Crawl | River North | 2nd Annual
Bar Crawl · Blackout Wednesday · 9 PM – 3 AM · River North
Black Wednesday at Hubbard Inn
Dance Party · 9 PM · River North
Neon Oasis - Reggaeton, Latin House, Latin Hits and more
Dance Party · Reggaeton · 9 PM – 2 AM · Gold Coast

Late

BLACK INTENTIONS | Blackout Wednesday at Y Bar
Dance Party · Blackout Wednesday · 10 PM – 2 AM · River North
Black Wednesday @ PARLAY RIVER NORTH
Dance Party · Black Wednesday · 10 PM – 1 AM · River North
All things to do in Chicago