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Lavelle Dontae at The Comedy Bar
Oct1
Music & Comedy

Lavelle Dontae at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Lavelle Dontae made his comedic debut…

Wednesday, October 1st
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Colter Wall and Friends
Oct1
Wednesday, October 1st
7:30 p.m.10:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Hooch & Holler Comedy Show
Oct1
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 1st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Oct2
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, October 2nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
OhJay Lamont & Friends at The Comedy Bar
Oct2
Music & Comedy

OhJay Lamont & Friends at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…

Thursday, October 2nd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Improvsed DCOM
Oct2
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…

Thursday, October 2nd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Oct2
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…

Thursday, October 2nd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago Symphony Orchestra: Piccolo Play & Adagio for Strings
Oct3
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: Piccolo Play & Adagio for Strings

Overview Pergolesi’s sacred masterpiece, the Stabat Mater, is filled with gorgeous, spine-tingling music that explores the nature of grief, hope and healing. These emotions also course…

Friday, October 3rd
1:30 p.m.3:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Teatro Zinzanni
Oct3
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, October 3rd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
Oct3
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…

Friday, October 3rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Oct3
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, October 3rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Oct3
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, October 3rd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Ahamed Weinberg at The Comedy Bar
Oct3
Music & Comedy

Ahamed Weinberg at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Ahamed Weinberg is a Los Angeles-based…

Friday, October 3rd
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Improvised Shakespeare
Oct3
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

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

Friday, October 3rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Witcher Live in Concert
Oct3
Music & Comedy

The Witcher Live in Concert

The Witcher in Concert is coming to celebrate the 10th anniversary of the critically acclaimed The Witcher 3: Wild Hunt! Witness the open-world RPG’s timeless…

Friday, October 3rd
7:30 p.m.9:30 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Devil’s Daughter
Oct3
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, October 3rd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Oct3
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, October 3rd
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Natan Badalov: Chosen Fam
Oct3
Music & Comedy, Theatre & Performing Arts

Natan Badalov: Chosen Fam

Coming off the success of his first solo show, Connect The Dots (New York Comedy Festival, Y’all Comedy Fest), Natan Badalov performs Chosen Fam, his…

Friday, October 3rd
8:00 p.m.9:30 p.m.
Red Room Comedy Club
7442 N. Western Ave.
AFI: 2025 Tour
Oct3
Music & Comedy

AFI: 2025 Tour

Award-winning rockers AFI will perform live at The Salt Shed Indoors on Oct. 3, 2025 /w special guest TR/ST.

Friday, October 3rd
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Lowkey Funny Comedy Show
Oct3
Music & Comedy, Theatre & Performing Arts

Lowkey Funny Comedy Show

This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…

Friday, October 3rd
8:30 p.m.11:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Trapped in a Musical – an improvised musical
Oct3
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, October 3rd
9:00 p.m.10:00 p.m.
Ahamed Weinberg at The Comedy Bar
Oct3
Music & Comedy

Ahamed Weinberg at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Ahamed Weinberg is a Los Angeles-based…

Friday, October 3rd
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Oct3
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, October 3rd
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Oct3
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, October 3rd
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
bean-night

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