Things to do in Chicago on Tuesday, October 27, 2026

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

Evening

Buffy the Vampire Slayer: Once More, with Feeling Sing-a-Long!
Film · Buffy · 7 PM · Ukrainian Village
Trivia Night at Half Sour
Trivia · 7:15 PM · South Loop
Open Mat Chicago
Play · 7:30 PM · BTS Chicago Avondale venue
Tuesday Night Stand Up Comedy at Laugh Factory Chicago
Stand-up · 7:30 PM · Lakeview
Tuesday Foosball spectacular
Tournament · 7:30 PM · Logan Square
EGO DOPPLER and NEXUS Live at Fulton Street Collective
Concert · Jazz · 7:30 PM · West Town
Word to the Wise
Class · Taj Al Arus · 7:30 PM · Pilsen
Tedeschi Trucks Band: Future Soul 2026 Tour
Live Music · 7:30 PM · The Loop
I Can't … I Have Trivia: An evening of Theatre Trivia at The Understudy
Trivia · Theatre · 7:30 PM · Andersonville
The Empty Pockets
Live Music · 8 PM · Near West Side
Live band karaoke / multigroup event
Karaoke · 8 PM – 11 PM · South Loop
*SOLD OUT* This Is Lorelei with @
Live Music · 8 PM · Pilsen
UChicago x OpenAI Student Collective: Workshop ILC
Class · AI · 8 PM · Stuart Hall
It's the Great Pumpkin, Charlie Brown! A Guitar for Guaraldi Tribute
Cover Band · 8 PM · Goose Island
Stewpendous Trivia every Tuesday Night 8pm at Sidetrack in the Glass Bar
Trivia · Pop Culture · 8 PM · Lakeview
Tuesday Trivia Night at The Welcome Back Lounge! - Logan Square
Trivia · 8 PM · Logan Square
Dylan Gossett - Live In Concert
Live Music · Country · 8 PM · Goose Island
Whole Lotta Love Comedy Show
Stand-up · 8:30 PM · Bucktown
Comic Court: Chicago's #1 Comedy Court show
Stand-up · 9 PM · Logan Square
Wide Orbit / DISIAC / Big Smudge
Live Music · 9 PM · Ukrainian Village
The Innjoy Open Mic
Comedy Open Mic · 9 PM · Logan Square
BYO Crafts Night at Oakwood 83
Craft Workshop · 9 PM – 12 AM · Ravenswood
ChiTown Drive-In Presents - Obsession (2026)
Film · 9:15 PM · Pilsen

Late

DND - Tuesdays Are For Drake
Dance Party · Drake · 10 PM – 2 AM · West Loop
All things to do in Chicago