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Upcoming Chicago Events

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Ben Schwartz & Friends
Oct26
Music & Comedy

Ben Schwartz & Friends

Ben Schwartz & Friends will come to The Chicago Theatre on Saturday, October 26. 

Saturday October 26, 2024
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Will Ferrell’s Ultimate DJ House Party
Oct26
Festivals, Fairs & Special Events, Music & Comedy

Will Ferrell’s Ultimate DJ House Party

Join us for an unforgettable night in Chicago as Will Ferrell teams up with Swedish House Mafia. “Will Ferrell’s Ultimate DJ House Party” features an…

Saturday October 26, 2024
8:00 p.m.10:30 p.m.
Here 4 A Bit *Naughty Improv
Oct26
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 26, 2024
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
Oct26
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 26, 2024
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St.
Haunted: The Improvised Ghost Hunters at Second City
Oct26
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 26, 2024
9:00 p.m.11:00 p.m.
The Second City
1616 N. Wells St.
Alchemy of the Arts
Oct26
Oct27
Festivals, Fairs & Special Events, Music & Comedy

Alchemy of the Arts

Alchemy of the arts at Epiphany Center for the arts is back for Halloween on Saturday October 26, 2024. This gathering will take place across…

Saturday October 26, 2024
9:00 p.m.Sunday October 27, 2024
2:00 a.m.
Epiphany Center for the Arts
201 South Ashland Avenue
Best Of Annoyance Sketch
Oct26
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 26, 2024
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
Oct26
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 26, 2024
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Let’s Play a Game
Oct26
Music & Comedy

Let’s Play a Game

Who’s Line is it Anyways meets Fear Factor in “Let’s Play a Game”. Each week, a new crazed killer will put their cast of victims…

Saturday October 26, 2024
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Oct27
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 27, 2024
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Blue Man Group Halloween Performance
Oct27
Music & Comedy

Blue Man Group Halloween Performance

Blue Man Group Chicago will celebrate the most thrilling season of the year by hosting a special Halloween-themed performance at the Briar Street Theatre (3133…

Sunday October 27, 2024
1:00 p.m.2:30 p.m.
Briar Street Theatre
3133 N. Halsted, Chicago, IL, 60657
Civic at Senn High School: Masur Conducts Ortiz & Schumann
Oct27
Music & Comedy, Theatre & Performing Arts

Civic at Senn High School: Masur Conducts Ortiz & Schumann

Germany’s Rhine Valley, the fairytale-like world of forested hillsides, medieval castles and the expansive Rhine River, is the backdrop for Wagner’s legendary hero in Siegfried’s…

Sunday October 27, 2024
2:00 p.m.3:45 p.m.
Nicholas Senn High School Auditorium
5900 N. Glenwood Avenue
Sinatra 55 – IN THE WEE SMALL HOURS
Oct27
Music & Comedy

Sinatra 55 – IN THE WEE SMALL HOURS

Turn back the clock to 1955 as Gary Thomas, and special guest vocalist David Edelfelt take you on a musical journey through what many critics…

Sunday October 27, 2024
5:00 p.m.6:30 p.m.
Venus Cabaret Theater
3741 North Southport Avenue
A Taylor Swift Matinee Halloween Party with Shake it Off
Oct27
Music & Comedy

A Taylor Swift Matinee Halloween Party with Shake it Off

Join us at Durty Nellie’s on Sunday, October 27, for a lively, all-ages Taylor Swift Halloween Dance Party! Bring the whole family and “shake it…

Sunday October 27, 2024
6:00 p.m.8:00 p.m.
Durty Nellie’s
Sideshow Villains’ Deviant Cabaret
Oct27
Music & Comedy

Sideshow Villains’ Deviant Cabaret

Come experience Sideshow Villains and their deviant accomplices performing a compendium of tunes interspersed with a mix of circus and cabaret acts designed to disturb…

Sunday October 27, 2024
6:00 p.m.8:30 p.m.
alhambra palace
1240 W Randolph Street
Lila Downs: Día de los Muertos
Oct27
Music & Comedy, Theatre & Performing Arts

Lila Downs: Día de los Muertos

Celebrate Día de los Muertos, Mexico’s Day of the Dead, with the Grammy-winning, Mexican-American singer Lila Downs. Joined by folklórico dancers from The Mexican Folkloric…

Sunday October 27, 2024
7:00 p.m.8:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Justin Timberlake – Forget Tomorrow World Tour
Oct27
Music & Comedy

Justin Timberlake – Forget Tomorrow World Tour

Renowned musician, actor, and entertainer Justin Timberlake will perform live at United Center on Oct. 27, 2024.

Sunday October 27, 2024
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
Masur Conducts Ortiz & Schumann
Oct28
Music & Comedy, Theatre & Performing Arts

Masur Conducts Ortiz & Schumann

Germany’s Rhine Valley, the fairytale-like world of forested hillsides, medieval castles and the expansive Rhine River, is the backdrop for Wagner’s legendary hero in Siegfried’s…

Monday October 28, 2024
7:30 p.m.9:15 p.m.
Chicago Symphony Center
220 S Michigan Ave
USHER: Past Present Future Tour
Oct28
Music & Comedy

USHER: Past Present Future Tour

Following his incredibly successful two year My Way: The Las Vegas Residency run culminating in 100 sold out shows at Dolby Live at Park MGM,…

Monday October 28, 2024
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Sting – 3.0 Tour
Oct28
Music & Comedy

Sting – 3.0 Tour

The Auditorium is excited to bring the STING 3.0 Tour to Chicago! In Sting’s distinguished career, the Rock and Roll Hall of Famer has received…

Monday October 28, 2024
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Jorge Emmanuelli Náter presents Bomba & Plena Musical Traditions
Oct29
Music & Comedy

Jorge Emmanuelli Náter presents Bomba & Plena Musical Traditions

Jorge Emmanuelli Náter is the great grandson of master Bomba practitioner Sergio Náter Peña. Jorge embodies the legacy of at least 100 years of Afro-Puerto…

Tuesday October 29, 2024
5:30 p.m.
International house
1414 E 59th Street
Tuesday Good Show
Oct29
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 29, 2024
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Chicago’s Best Standup
Oct29
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 29, 2024
7:30 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Sketchual Education presents Enough With the Boo Sheet!
Oct29
Music & Comedy

Sketchual Education presents Enough With the Boo Sheet!

Welcome ghouls and goblins to a variety night of fun and laughter. Sketchual Education presents Enough With the Boo Sheet! With splendid spooky acts that…

Tuesday October 29, 2024
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
bean-night

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