Skip to consent to cookiesSkip navigation
events-cat-music-comedy

Upcoming Chicago Events

Check out what's happening all around Chicago.

ComedySportz Chicago
Dec6
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, December 6th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Infinite Wrench
Dec6
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Saturday, December 6th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Che Durena at The Comedy Bar
Dec6
Music & Comedy

Che Durena at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry PLEASE NOTE: This is a special…

Saturday, December 6th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Dec6
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Saturday, December 6th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
WGCI Big Jam: GloRilla, Sexyy Red, Tink, BossMan Dlow & Big Boogie
Dec6
Music & Comedy

WGCI Big Jam: GloRilla, Sexyy Red, Tink, BossMan Dlow & Big Boogie

107.5 WGCI BIG JAM returns to the United Center on December 6, 2025 with another all-star lineup featuring: GloRilla, Sexyy Red, Tink, BossMan Dlow, Big…

Saturday, December 6th
7:00 p.m.10:00 p.m.
United Center
1901 W Madison St.
Baby Wants Candy! The Original Completely Improvised Musical
Dec6
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, December 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Dec6
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, December 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
ComedySportz Chicago
Dec6
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, December 6th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Brett Eldredge – Glow Live 2025 Tour
Dec6
Music & Comedy

Brett Eldredge – Glow Live 2025 Tour

Brett Eldredge will perform live at The Chicago Theatre on Dec. 4, 2025.

Saturday, December 6th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
Che Durena at The Comedy Bar
Dec6
Music & Comedy

Che Durena at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry PLEASE NOTE: This is a special…

Saturday, December 6th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Best Of Annoyance Sketch
Dec6
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, December 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Late Night Slice Presented by Wet Pizza
Dec6
Music & Comedy

Late Night Slice Presented by Wet Pizza

An experimental comedy variety show and incubator hosted by Chicago’s hottest improv group, Wet Pizza. The mission of this show is to create a space…

Saturday, December 6th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Cafe Lounge Underwater Sketch Comedy Show
Dec6
Music & Comedy

Cafe Lounge Underwater Sketch Comedy Show

A night with Cafe Lounge Underwater is like the best house party you’ve ever been to. There’s dancing, music, drinks, and of course, meeting strangers…

Saturday, December 6th
10:30 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Nasty Show: Tiny Thickemz
Dec6
Dec7
Music & Comedy

The Nasty Show: Tiny Thickemz

Welcome to The Laugh Factory – Chicago, where laughter fills the air and unforgettable performances take center stage. On June 12, 2025, get ready to…

Saturday, December 6th
11:30 p.m.Sunday, December 7th
1:30 a.m.
The Laugh Factory
175 N Broadway
Chicago’s Best Stand Up
Dec7
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be performing live on July 12, 2025 at 7:00 PM. Get ready…

Sunday, December 7th
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
Wheel of Improv
Dec7
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, December 7th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
The Late Nite Mic with Vik Pandya at The Comedy Bar
Dec8
Music & Comedy

The Late Nite Mic with Vik Pandya at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, December 8th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Tuesday Good Show
Dec9
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, December 9th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tomato Throw Show
Dec9
Music & Comedy

Tomato Throw Show

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, December 9th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Fresh Faces of Chicago
Dec9
Music & Comedy

Fresh Faces of Chicago

Welcome to The Laugh Factory – Chicago, where the Fresh Faces of Chicago will be taking the stage on September 12, 2025, at 7:30 PM.…

Tuesday, December 9th
7:30 p.m.9:30 p.m.
The Laugh Factory
175 N Broadway
Comic Court: The Best Comedy Show in the World
Dec9
Music & Comedy, Theatre & Performing Arts

Comic Court: The Best Comedy Show in the World

Would you rather be able to fly or be able to turn invisible? Who are we more tired of: Ryan Reynolds or Dwayne Johnson? Would…

Tuesday, December 9th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Crowd Work Wednesday
Dec10
Music & Comedy

Crowd Work Wednesday

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…

Wednesday, December 10th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Chicago’s Best Stand Up
Dec10
Music & Comedy

Chicago’s Best Stand Up

Welcome to The Laugh Factory – Chicago, where Chicago’s Best Stand Up will be taking the stage on October 12, 2025, at 8:00 PM. Get…

Wednesday, December 10th
8:00 p.m.10:00 p.m.
The Laugh Factory
175 N Broadway
Hooch & Holler Comedy Show
Dec10
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, December 10th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide