Tuesday Good Show
Dec23
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 23rd
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Teatro Zinzanni
Dec23
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Tuesday, December 23rd
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Fresh Faces of Chicago
Dec23
Music & Comedy

Fresh Faces of Chicago

Welcome to The Laugh Factory – Chicago, where the vibrant city of Chicago comes alive with the electrifying performances of the Fresh Faces of Chicago!…

Tuesday, December 23rd
7:30 p.m.9:30 p.m.
The Laugh Factory
175 N Broadway
Comic Court: The Best Comedy Show in the World
Dec23
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 23rd
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Hooch & Holler Comedy Show
Dec24
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 24th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Dec25
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Thursday, December 25th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Improvsed DCOM
Dec25
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, December 25th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Trans-Siberian Orchestra: The Ghost of Christmas Eve
Dec26
Music & Comedy

Trans-Siberian Orchestra: The Ghost of Christmas Eve

Trans-Siberian Orchestra will perform their show, The Ghost of Christmas Eve, for two performances in Rosemont on Friday, December 26, 2025, at the Allstate Arena.

Friday, December 26th
2:30 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road
Raheem DeVaughn – 20 Lessons of Love Tour
Dec26
Music & Comedy

Raheem DeVaughn – 20 Lessons of Love Tour

Get ready for a night of soulful vibrancy as multi‑platinum R&B artist Raheem DeVaughn heads to Chicago. Known for his silky vocals and heartfelt lyrics,…

Friday, December 26th
6:00 p.m.11:30 p.m.
City Winery
1200 West Randolph Street
The Infinite Wrench
Dec26
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…

Friday, December 26th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Dec26
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…

Friday, December 26th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Dec26
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…

Friday, December 26th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
First Date Comedy Gameshow
Dec26
Music & Comedy

First Date Comedy Gameshow

Welcome to The Laugh Factory – Chicago, the ultimate destination for a night of laughter in the heart of Chicago, Illinois. Join us on December…

Friday, December 26th
7:00 p.m.9:00 p.m.
The Laugh Factory
175 N Broadway
Teatro Zinzanni
Dec26
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Friday, December 26th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Vibe Check Comedy Show – Chicago Edition
Dec26
Music & Comedy

Vibe Check Comedy Show – Chicago Edition

VIBE CHECK is a nationally touring comedy showcase filled with good vibes & the hottest young comics in the country. Featured in Time Out!! Vibe…

Friday, December 26th
7:30 p.m.9:00 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Devil’s Daughter
Dec26
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, December 26th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Dec26
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, December 26th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Trapped in a Musical – an improvised musical
Dec26
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, December 26th
9:00 p.m.10:00 p.m.
Voila: The Improvised Musical
Dec26
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, December 26th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Dec26
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, December 26th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
ComedySportz Chicago
Dec27
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 27th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Infinite Wrench
Dec27
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 27th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Teatro Zinzanni
Dec27
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Saturday, December 27th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Baby Wants Candy! The Original Completely Improvised Musical
Dec27
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 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.