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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 18, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.Theatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Monday January 19, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Monday January 19, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & 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…
Theatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Tuesday January 20, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Tuesday January 20, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & 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 20, 2026
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveTheatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Wednesday January 21, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Wednesday January 21, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & 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 21, 2026
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionTheatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Thursday January 22, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Thursday January 22, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
The Three Little Pigs at Beverly Arts Center
Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses. Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…
Thursday January 22, 2026
10:30 a.m. – 11:30 a.m.Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655Theatre & Performing Arts
Stars & Garters Presents “Stars & Garters After Dark”
Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room.…
Thursday January 22, 2026
7:00 p.m. – 9:30 p.m.Stars and Garters Club
3914 N Clark StMusic & 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…
Thursday January 22, 2026
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & 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 22, 2026
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StTheatre & Performing Arts
The Phantom of the Opera
THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…
Friday January 23, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Theatre & Performing Arts
Eureka Day
Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…
Friday January 23, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Friday January 23, 2026
12:00 a.m. – Saturday January 24, 2026
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
Peter Pan at Chicago Kids Company
Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…
Friday January 23, 2026
10:30 a.m. – 11:30 a.m.Stahl Family Theatre
5900 W Belmont AveTheatre & Performing Arts
The Three Little Pigs at Beverly Arts Center
Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses. Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…
Friday January 23, 2026
10:30 a.m. – 11:30 a.m.Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Wicker Park Bucktown’s “First Fridays” Art Walk
The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…
Friday January 23, 2026
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveMusic & 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 23, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.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 23, 2026
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.

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