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ComedySportz Chicago
Oct25
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, October 25th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
Oct25
Music & Comedy

The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL

The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…

Saturday, October 25th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario St
Zoo After Dark: Boos & Brews
Oct25
Festivals, Fairs & Special Events

Zoo After Dark: Boos & Brews

Join us for an unforgettable evening of thrills, chills, and specialty drinks at Zoo After Dark: BOOs & Brews, Brookfield Zoo Chicago’s exclusive Halloween event for…

Saturday, October 25th
6:00 p.m.9:30 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Mystery at the Museum: Masquerade Heist
Oct25
Museums, Galleries & Exhibitions

Mystery at the Museum: Masquerade Heist

This Halloween season, WNDR Museum transforms into a world of secrets & stolen wonders. The Masquerade Heist will run from Oct 4 to Nov 1…

Saturday, October 25th
6:30 p.m.9:30 p.m.
wndr museum
1130 W Monroe St.
The Infinite Wrench
Oct25
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, October 25th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Teatro Zinzanni
Oct25
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, October 25th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chicago Composers Orchestra: refracted | mythos
Oct25
Music & Comedy

Chicago Composers Orchestra: refracted | mythos

Showcasing the depth and variety in contemporary American orchestral music through captivating works by American composers Soomin Kim, Paul Novak, Alexa Rinn and Evan Williams.…

Saturday, October 25th
7:30 p.m.8:15 p.m.
Baby Wants Candy! The Original Completely Improvised Musical
Oct25
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, October 25th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Oct25
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, October 25th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Improvised Shakespeare Company®
Oct25
Theatre & 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, October 25th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Improvised Shakespeare
Oct25
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare

Saturday, October 25th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Hundreds and Hundreds of Stars
Oct25
Theatre & Performing Arts

Hundreds and Hundreds of Stars

Motherhood, marijuana, and the multiverse collide in this Chicago-set story of family, immigration, and American identity. Like millions of Americans, Clara is doing her best…

Saturday, October 25th
7:30 p.m.9:00 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
DeathToll: The Sketch Comedy Drinking Game Show
Oct25
Theatre & Performing Arts

DeathToll: The Sketch Comedy Drinking Game Show

Our longest-running sketch show is back again to scare you into drinking! DEATH TOLL is a sketch show with one simple rule: drink when someone…

Saturday, October 25th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Mr. Wolf
Oct25
Theatre & Performing Arts

Mr. Wolf

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Saturday, October 25th
7:30 p.m.9:30 p.m.
The Neighborhood of the Loners
Oct25
Theatre & Performing Arts

The Neighborhood of the Loners

The Neighborhood of the Loners is a place where residents live without social interactions or contact with the world around them. This sanctuary of solitude…

Saturday, October 25th
7:30 p.m.9:30 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
Chicago Symphony Orchestra: The Soldier’s Tale
Oct25
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: The Soldier’s Tale

Overview Step into the engrossing world of Stravinsky’s The Soldier’s Tale — a Faustian fable about a soldier-fiddler who makes a pact with the devil — in…

Saturday, October 25th
7:30 p.m.9:40 p.m.
Chicago Symphony Center
220 S Michigan Ave
Strange Cargo: The Doom of the Demeter
Oct25
Theatre & Performing Arts

Strange Cargo: The Doom of the Demeter

Based on Chapter Seven of Bram Stoker’s DRACULA, this gothic horror high seas adventure tells the shocking events aboard the cargo ship transporting Count Dracula’s belongings from…

Saturday, October 25th
7:30 p.m.10:00 p.m.
City Lit Theater
1020 W. Bryn Mawr, Chicago, IL, 60660
Oil Lamp Theater Presents “Gaslight”
Oct25
Theatre & Performing Arts

Oil Lamp Theater Presents “Gaslight”

Oil Lamp Theater is proud to present Gaslight (Angel Street), October 2 – November 2, by Patrick Hamilton and directed by Susan Gorman at Oil…

Saturday, October 25th
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
The Nightmare Before Christmas In Concert
Oct25
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Nightmare Before Christmas In Concert

Venue: The Auditorium Date: October 25, 2025 Time: 7:30 PM Tickets: $69.50-$99.50 What’s this?! Back by popular demand, see one of Tim Burton’s most celebrated films like never before!…

Saturday, October 25th
7:30 p.m.10:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Dutchman
Oct25
Theatre & Performing Arts

Dutchman

A searing examination of race, power, and social expectation, this explosive classic of American theatre surges with racial tension and sexual politics. Keith Surney revives…

Saturday, October 25th
8:00 p.m.9:15 p.m.
Trap Door Theatre
1655 W. Cortland St.
The Lincoln Lodge
Oct25
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, October 25th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Oct25
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, October 25th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
wyrd
Oct25
Theatre & Performing Arts

wyrd

Three ageless, timeless, deathless sisters in a basement in Bushwick One of them falls in love Another falls in hate The third tries to keep…

Saturday, October 25th
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Ben Schwartz & Friends
Oct25
Music & Comedy

Ben Schwartz & Friends

Ben Schwartz and Friends will come to The Chicago Theatre on Saturday, October 25.

Saturday, October 25th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
bean-night

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