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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 February 21, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.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 February 21, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.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 February 21, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorTheatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…
Saturday February 21, 2026
7:30 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Saturday February 21, 2026
8:00 p.m. – 9:30 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee 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…
Saturday February 21, 2026
8:00 p.m. – 9:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & 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 February 21, 2026
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & 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…
Sunday February 22, 2026Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
The Outsiders
The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…
Sunday February 22, 2026Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Music & 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…
Sunday February 22, 2026
5:00 a.m. – 9:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMuseums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Sunday February 22, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Monday February 23, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Tuesday February 24, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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 February 24, 2026
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMuseums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Wednesday February 25, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Tours & Attractions
Tropical Wednesdays
Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!
Wednesday February 25, 2026
6:00 p.m. – 8:00 p.m.Vintage Bar Chicago
1449 W. Taylor St.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 February 25, 2026
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMuseums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Thursday February 26, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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…
Thursday February 26, 2026
6:00 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 February 26, 2026
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StTheatre & 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 February 27, 2026
12:00 a.m. – Saturday February 28, 2026
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Museums, Galleries & Exhibitions
By A Thread: Nature’s Resilience
By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…
Friday February 27, 2026
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.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…
Friday February 27, 2026
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & 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 February 27, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.

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