Teatro Zinzanni
Jan18
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…

Sunday, January 18th
4:00 p.m.7:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Almost 24 Hours: A Sketch Show
Jan18
Music & Comedy

Almost 24 Hours: A Sketch Show

Time for a brand new Almost 24 Hours show coming at ya! As always, 8 writers will be given the night to write their sketch,…

Sunday, January 18th
7:00 p.m.8:30 p.m.
Cornservatory
4210 N Lincoln Ave
Guerrilla Press feat. Kat Abughazaleh & Malort And Savior
Jan18
Music & Comedy

Guerrilla Press feat. Kat Abughazaleh & Malort And Savior

Guerrilla Press is The Annoyance Theater’s first-ever live, weekly podcast! Every Sunday night, comedians EJ Cameron and Nick Hausman give their no-holds-barred comedic take on…

Sunday, January 18th
7:00 p.m.9:00 p.m.
Annoyance Theatre and Bar
851 West Belmont Avenue
Teatro Zinzanni
Jan18
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…

Sunday, January 18th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Wheel of Improv
Jan18
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, January 18th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
That 90s Throwback Comedy Show
Jan18
Music & Comedy, Theatre & Performing Arts

That 90s Throwback Comedy Show

Calling all 90s kids! This show is for you. Each month, Chicago’s hottest comedians share their favorite 90s obsessions while the audience battles over trivia…

Sunday, January 18th
8:00 p.m.9:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Magic Mondays
Jan19
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, January 19th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Tuesday Good Show
Jan20
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, January 20th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Hooch & Holler Comedy Show
Jan21
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, January 21st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Jan22
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, January 22nd
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
A Fitness Carol
Jan22
Music & Comedy, Theatre & Performing Arts

A Fitness Carol

A Fitness Carol is a new, New Year’s sketch comedy show by Emily Kapp all about the oldest New Year’s resolution in the book: exercising.…

Thursday, January 22nd
7:30 p.m.8:45 p.m.
De Maat Studio Theater at Piper’s Alley
230 W North Ave
Improvsed DCOM
Jan22
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, January 22nd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Jan22
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…

Thursday, January 22nd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
The Infinite Wrench
Jan23
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, January 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Jan23
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, January 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Jan23
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, January 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Teatro Zinzanni
Jan23
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, January 23rd
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Trio Mediæval
Jan23
Music & Comedy

Trio Mediæval

Lauded for their “note-perfect counterpoint—as pristine and inviting as clean, white linens” (San Francisco Chronicle), Norwegian vocal group Trio Mediaeval sings with unrivaled clarity. Best…

Friday, January 23rd
7:30 p.m.9:00 p.m.
Rockefeller Memorial Chapel
5850 S Woodlawn Ave
Devil’s Daughter
Jan23
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, January 23rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Best of Sketch
Jan23
Music & Comedy

Best of Sketch

Remember 2025? Remember all the sketches we did in 2025? It was a bit blurry for us, but we went through the archives and found,…

Friday, January 23rd
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Devil’s Daughter
Jan23
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, January 23rd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Jan23
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, January 23rd
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Cosmic Underground Show
Jan23
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…

Friday, January 23rd
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Trapped in a Musical – an improvised musical
Jan23
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, January 23rd
9:00 p.m.10:00 p.m.