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Sweetest Day Comedy Jam: Nephew Tommy, Billy Bellamy, Luenell & Tony Roberts
Oct19
Music & Comedy

Sweetest Day Comedy Jam: Nephew Tommy, Billy Bellamy, Luenell & Tony Roberts

Get ready for a night of laughter at the Sweetest Day Comedy Jam! This spectacular event is set to take place at the Wintrust Arena…

Saturday, October 19th
8:00 p.m.11:00 p.m.
Bri Bagwell Live at Joe’s Bar
Oct19
Music & Comedy

Bri Bagwell Live at Joe’s Bar

Texas Female Artist of the Decade and reigning Female Vocalist of the Year, Bri Bagwell, is a force to be reckoned with from her rousingly…

Saturday, October 19th
8:00 p.m.11:30 p.m.
Joe’s On Weed Street
940 W Weed St
LaMP (Russ Lawton, Scott Metzger, Ray Paczkowski) + Lunar Ticks
Oct19
Music & Comedy

LaMP (Russ Lawton, Scott Metzger, Ray Paczkowski) + Lunar Ticks

LaMP is a supergroup featuring Scott Metzger, Russ Lawton, and Ray Paczkowski. They released a self-titled EP in 2020, recorded in May 2019 at Sugarhouse…

Saturday, October 19th
8:30 p.m.11:30 p.m.
1st Ward at Chop Shop
2033 W. North Ave
Here 4 A Bit *Naughty Improv
Oct19
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 19th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Haunted: The Improvised Ghost Hunters at Second City
Oct19
Music & Comedy

Haunted: The Improvised Ghost Hunters at Second City

Haunted: The Improvised Ghost Hunters brings you a brand new, never-before-seen “episode” every week! “Haunted” is a longform improvised comedy show in which a group…

Saturday, October 19th
9:00 p.m.10:00 p.m.
The Second City
230 West North Avenue
Haunted: The Improvised Ghost Hunters at Second City
Oct19
Music & Comedy, Theatre & Performing Arts

Haunted: The Improvised Ghost Hunters at Second City

It’s spooky season and we’re back at Second City! Join at at 9 PM Saturday nights to cheer on your favorite ghost hunters as we…

Saturday, October 19th
9:00 p.m.11:00 p.m.
The Second City
230 West North Avenue
Best Of Annoyance Sketch
Oct19
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…

Saturday, October 19th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Oct19
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 19th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Oct20
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 20th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
It’s Britney, Brunch!
Oct20
Music & Comedy

It’s Britney, Brunch!

Join us on October 20th for a Britney Spears-inspired brunch in support of Breast Cancer Awareness Month! Enjoy themed drinks, live DJ beats, and exciting…

Sunday, October 20th
11:00 a.m.3:00 p.m.
Hopsmith Tavern
15 W. Division St
Society of American Magicians Family Magic Spooktacular!
Oct20
Music & Comedy, Theatre & Performing Arts

Society of American Magicians Family Magic Spooktacular!

Voted in the top three BEST VENUES TO WATCH MAGIC in the current Chicago Reader Best of Chicago Poll, we offer a great show for…

Sunday, October 20th
2:00 p.m.3:00 p.m.
Sideshow Gelato
4819 N Western
Lil Durk – First Annual Birthday Bash
Oct20
Music & Comedy

Lil Durk – First Annual Birthday Bash

Chicago’s Lil Durk is bringing his First Annual Birthday Bash to United Center! Catch the hometown celebration live on October 20.

Sunday, October 20th
7:00 p.m.10:00 p.m.
United Center
1901 W Madison St.
Mutt Comedy Competition Show
Oct20
Music & Comedy

Mutt Comedy Competition Show

This competition game show will have a variety of different games, trivia, and punishments while inviting the audience to enter for a chance to participate.…

Sunday, October 20th
9:30 p.m.10:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Magic Mondays at Davenport’s
Oct21
Music & Comedy, Theatre & Performing Arts

Magic Mondays at Davenport’s

Experience an unforgettable night of wonder at Magic Mondays at Davenport’s! Hosted by award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing…

Monday, October 21st
8:00 p.m.9:30 p.m.
Davenport’s Piano Bar and Cabaret
1383 North Milwaukee Avenue
André 3000 – New Blue Sun Tour
Oct21
Music & Comedy

André 3000 – New Blue Sun Tour

Atlanta Hip Hop legend André 3000 /w special guest Meshell Ndegeocello will perform live at The Salt Shed Indoors on Oct. 21, 2024.

Monday, October 21st
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
XG: The first HOWL World Tour
Oct21
Music & Comedy

XG: The first HOWL World Tour

Japanese girl group XG will perform live at Wintrust Arena on Oct. 21, 2024.

Monday, October 21st
8:00 p.m.11:00 p.m.
Tuesday Good Show
Oct22
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 22nd
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Chicago’s Best Standup
Oct22
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Chicago’s Best Standup

Chicago’s Best Standup Comedy is back better than ever. We’ve compiled the absolute best standup comedy lineup that you will see in the city. Today’s…

Tuesday, October 22nd
7:30 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
The Music of John Williams with Anne-Sophie Mutter
Oct22
Music & Comedy, Theatre & Performing Arts

The Music of John Williams with Anne-Sophie Mutter

Legendary violinist Anne-Sophie Mutter joins the Chicago Symphony Orchestra and conductor Ken-David Masur for an evening dedicated to the music of John Williams. The program…

Tuesday, October 22nd
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Best Night Ever Comedy Show
Oct22
Music & Comedy, Theatre & Performing Arts

Best Night Ever Comedy Show

Best Night Ever is one of the city’s longest-running standup comedy showcases. Since 2009 the show has been highlighting comics from all over the city…

Tuesday, October 22nd
8:00 p.m.10:00 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
The Front Bottoms – Finding Your Way Home Tour
Oct22
Music & Comedy

The Front Bottoms – Finding Your Way Home Tour

Indie pop-rock band The Front Bottoms will perform live at House Of Blues on Oct. 22-23, 2024.

Tuesday, October 22nd
8:00 p.m.11:00 p.m.
DAME MYRA HESS MEMORIAL CONCERTS | SERENA WANG, PIANO
Oct23
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

DAME MYRA HESS MEMORIAL CONCERTS | SERENA WANG, PIANO

DAME MYRA HESS MEMORIAL CONCERTS | SERENA WANG, PIANO   Program Ludwig van Beethoven – Piano Sonata No.21 in C major, “Waldstein”  Frédéric Chopin –…

Wednesday, October 23rd
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Kalos in Concert
Oct23
Music & Comedy

Kalos in Concert

Acclaimed Celtic music trio Kalos explores the dark corners on the edge of tradition, creating an alluringly complex sound full of spontaneity. With National Scottish…

Wednesday, October 23rd
7:30 p.m.9:30 p.m.
Old Town School of Folk Music
4545 N Lincoln Ave
A Tribute to Al Green by Lester Jay & the Jaystones
Oct23
Music & Comedy

A Tribute to Al Green by Lester Jay & the Jaystones

About the Show: “From Forrest City with Love & Happiness” explores the musical roots of Lester Jay, deeply influenced by his mother’s love for Al…

Wednesday, October 23rd
7:30 p.m.10:00 p.m.
Epiphany Center For The Arts: Epiphany Hall
201 S Ashland Ave
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