events-cat-music-comedy

Upcoming Chicago Events

Check out what's happening all around Chicago.

October 18, 2025: Oct18
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…
Old Town
Event details
Saturday, October 18th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St.
Oct18
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…
Old Town
Event details
Saturday, October 18th
7:30 p.m. – 8:30 p.m.
See all events in series
The Second City
1616 N. Wells St., Theater on the Second Floor
Oct18
Music & Comedy, Theatre & Performing Arts
Improvised Shakespeare
Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare
Lincoln Park
Event details
Saturday, October 18th
7:30 p.m. – 9:00 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
Oct18
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…
Event details
Saturday, October 18th
7:30 p.m. – 9:40 p.m.
See all events in series
Chicago Symphony Center
220 S Michigan Ave
Oct18
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…
Event details
Saturday, October 18th
8:00 p.m. – 9:30 p.m.
See all events in series
Malarkey Comedy Company
1501 N Kingsbury St
Oct18
Music & 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…
Loop
Event details
Saturday, October 18th
8:00 p.m. – 10:00 p.m.
See all events in series
Auditorium Theatre
50 East Ida B. Wells Drive
Oct18
Music & 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…
West Loop
Event details
Saturday, October 18th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St.
Oct18
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,…
Old Town
Event details
Saturday, October 18th
9:00 p.m. – 10:00 p.m.
See all events in series
The Second City
1616 N. Wells St., Theater on the Second Floor
Oct18
Music & 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…
Lakeview
Event details
Saturday, October 18th
9:30 p.m. – 10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Oct18
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,…
Lakeview
Event details
Saturday, October 18th
10:00 p.m. – 11:00 p.m.
See all events in series
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
October 19, 2025: Oct19
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…
Loop
Event details
Sunday, October 19th
5:00 a.m. – 9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Oct19
Music & 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…
Event details
Sunday, October 19th
3:00 p.m. – 4:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Oct19
Music & 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…
Loop
Event details
Sunday, October 19th
7:00 p.m. – 9:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
October 20, 2025: Oct20
Music & 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…
West Loop
Event details
Monday, October 20th
7:30 p.m. – 10:00 p.m.
United Center
1901 W Madison St.
October 21, 2025: Oct21
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.…
Event details
Tuesday, October 21st
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Oct21
Music & 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…
West Loop
Event details
Tuesday, October 21st
7:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St.
Oct21
Music & Comedy
Dermot Kennedy: 2025 North American Fall Tour
Dermot Kennedy will perform live at House Of Blues on Oct. 21, 2025.
River North
Event details
Tuesday, October 21st
8:00 p.m. – 11:00 p.m.
House of Blues
October 22, 2025: Oct22
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…
Event details
Wednesday, October 22nd
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
October 23, 2025: Oct23
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…
Loop
Event details
Thursday, October 23rd
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Oct23
Music & Comedy
Nate Bargatze – Big Dumb Eyes World Tour
Nate Bargatze is bringing his Big Dumb Eyes World Tour to United Center on October 23 & 24, 2025!
West Loop
Event details
Thursday, October 23rd
7:00 p.m. – 9:00 p.m.
See all events in series
United Center
1901 W Madison St.
Oct23
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…
Event details
Thursday, October 23rd
7:30 p.m. – 9:40 p.m.
See all events in series
Chicago Symphony Center
220 S Michigan Ave
Oct23
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…
Event details
Thursday, October 23rd
8:00 p.m. – 9:00 p.m.
See all events in series
Malarkey Comedy Company
1501 N Kingsbury St
Oct23
Music & Comedy, Theatre & Performing Arts
Sketch Playlist
Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…
Lincoln Park
Event details
Thursday, October 23rd
9:30 p.m. – 10:30 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
October 24, 2025: Oct24
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…
Loop
Event details
Friday, October 24th
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph

bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

CTA Newsletter

Chicago Newsletter

Stay in the know

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Made with  in Chicago