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Festivals, Fairs & Special Events, Music & Comedy
Coco in Concert Live to Film
Join Lyric for Disney and Pixar’s Coco in Concert Live to Film, the story of Miguel, a young boy who dreams of being an accomplished musician,…
Saturday, October 18th
2:00 p.m. – 4:15 p.m.Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606Music & 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 18th
6:00 p.m. – 7:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & 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 18th
6:00 p.m. – 9:00 p.m.Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario 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…
Saturday, October 18th
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…
Saturday, October 18th
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…
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 18th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & Comedy, Theatre & Performing Arts
Improvised Shakespeare
Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare
Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Mäkelä Conducts Symphonie fantastique
Overview Love, witchcraft, murder — it’s all packed into Symphonie fantastique, Berlioz’s thriller about a lovesick artist obsessed with a young actress. Zell Music Director Designate…
Saturday, October 18th
7:30 p.m. – 9:40 p.m.Chicago Symphony Center
220 S Michigan AveMusic & 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 18th
8:00 p.m. – 9:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Sarah Millican – Late Bloomer Tour
When Sarah Millican was a child, she wouldn’t say boo to a goose. Quiet at school, not many friends, no boobs ‘til she was 16. Now? NOW she…
Saturday, October 18th
8:00 p.m. – 10:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy
Brandy & Monica: The Boy Is Mine Tour
The highly anticipated The Boy Is Mine Tour is coming to United Center on October 18! The iconic GRAMMY Award-winning artists, Brandy and Monica, will…
Saturday, October 18th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St.Music & Comedy, Theatre & Performing Arts
Here 4 A Bit *Naughty Improv
Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…
Saturday, October 18th
9:00 p.m. – 10:00 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & 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, October 18th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
LET’S PLAY A GAME: Chicago’s scariest short-form show
Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…
Saturday, October 18th
10:00 p.m. – 11:00 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.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…
Sunday, October 19th
5:00 a.m. – 9:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
SCP Piano: Yunchan Lim
Overview Yunchan Lim, who at 18 became the youngest-ever winner of the Van Cliburn Competition, climbs the summit of Baroque keyboard music in Bach’s Goldberg Variations. A…
Sunday, October 19th
3:00 p.m. – 4:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Avatar: The Last Airbender in Concert
Avatar: The Last Airbender In Concert presents a live orchestral rendition of the series’ iconic soundtrack, paired with a two-hour special recap of the animated…
Sunday, October 19th
7:00 p.m. – 9:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy
Adam Sandler: You’re My Best Friend Tour
Adam Sandler returns to Chicago! He is bringing his You’re My Best Friend Tour to United Center on October 20, 2025! Adam Sandler needs no…
Monday, October 20th
7:30 p.m. – 10:00 p.m.United Center
1901 W Madison St.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, October 21st
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Tate McRae – Miss Possessive Tour
Tate McRae is bringing her Miss Possessive Tour, with Zara Larsson, to United Center on October 21, 2025! Singer, songwriter, and dancer triple threat Tate…
Tuesday, October 21st
7:00 p.m. – 11:00 p.m.United Center
1901 W Madison St.Music & Comedy
Dermot Kennedy: 2025 North American Fall Tour
Dermot Kennedy will perform live at House Of Blues on Oct. 21, 2025.
Tuesday, October 21st
8:00 p.m. – 11:00 p.m.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, October 22nd
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & 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, October 23rd
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. Randolph

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