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Upcoming Chicago Events

Check out what's happening all around Chicago.

Friday Night Stand Up Comedy
Sep22
Sep23
Music & Comedy

Friday Night Stand Up Comedy

Nick Callas is a stand-up comedian, actor, writer/director and alumni of NYU Tisch Dramatic Writing. He starred in Music Choice’s Questionable Choices and has been…

Friday, September 22nd
11:30 p.m.Saturday, September 23rd
1:00 a.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Aladerri International Film Festival
Sep23
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Aladerri International Film Festival

Aladerri International Film Festival (AIFF) is an IMDB Award Listing Qualifier dedicated to the celebration of ‘Short Films’ a multi-day event in Chicago supporting filmmakers…

Saturday, September 23rd
10:00 a.m.10:00 p.m.
Facets Cinema
1517 W. Fullerton
Chicago Live!
Sep23
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Chicago Live!

Chicao’s largest FREE performing arts festival, Chicago Live!, returns Saturday, September 23, and Sunday, September 24. This year marks the third year for Navy Pier’s…

Saturday, September 23rd
12:00 p.m.9:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Hyde Park Jazz Festival
Sep23
Sep24
Music & Comedy

Hyde Park Jazz Festival

Chicago’s upbeat jazz scene will be prominently featured for two days during the 17th annual festival dedicated to Chicago’s most critically acclaimed artists as well…

Saturday, September 23rd
1:00 p.m.Sunday, September 24th
7:00 p.m.
South Woodlawn Avenue & Midway Plaisance
South Woodlawn Avenue & Midway Plaisance
Haunted Soirée: A Macabre Cocktail Party
Sep23
Museums, Galleries & Exhibitions, Music & Comedy, Theatre & Performing Arts

Haunted Soirée: A Macabre Cocktail Party

Haunted Soirée: A Macabre Cocktail Party is a free-roam cocktail party inside of a historical haunted venue. It’s a night of themed mini-cocktails, extravagant entertainment,…

Saturday, September 23rd
6:15 p.m.11:15 p.m.
The International Museum of Surgical Sciences
1524 N. Lake Shore Drive – Chicago, IL 60610
Symphony Ball: Muti & Kavakos
Sep23
Music & Comedy, Theatre & Performing Arts

Symphony Ball: Muti & Kavakos

Celebrate the start of a new season with Riccardo Muti and the Chicago Symphony Orchestra at Symphony Ball, an unforgettable red-carpet evening complete with a…

Saturday, September 23rd
6:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
The Infinite Wrench
Sep23
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…

Saturday, September 23rd
7:00 p.m.8:00 p.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
Saturday Night Stand Up Comedy
Sep23
Music & Comedy

Saturday Night Stand Up Comedy

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…

Saturday, September 23rd
7:00 p.m.8:30 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Kyle Dunnigan at the Den Theatre
Sep23
Music & Comedy

Kyle Dunnigan at the Den Theatre

Kyle is an Emmy, Peabody and Writer’s Guild Award winning comedy writer. He also won an Emmy for the most outstanding original music for the…

Saturday, September 23rd
7:15 p.m.8:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Baby Wants Candy! The Original Completely Improvised Musical
Sep23
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…

Saturday, September 23rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St. , Chicago, IL, 60614
Clued In
Sep23
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, September 23rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
In the Castle of the Moon: The Music of Sophie Elisabeth, the Duchess of Brunswick-Lüneburg
Sep23
Music & Comedy, Theatre & Performing Arts

In the Castle of the Moon: The Music of Sophie Elisabeth, the Duchess of Brunswick-Lüneburg

Sophie Elisabeth was a 17th-century German duchess who was also a composer, musician, and poet. She influenced generations of German musicians through her patronage of…

Saturday, September 23rd
7:30 p.m.10:00 p.m.
Ganz Hall at Roosevelt University
430 S. Michigan Ave, Room 745
New Philharmonic: “Tchaikovsky and Beethoven” Featuring Guest Violinist Esme Arias-Kim
Sep23
Music & Comedy

New Philharmonic: “Tchaikovsky and Beethoven” Featuring Guest Violinist Esme Arias-Kim

17-year-old violinist Arias-Kim, winner of the 2023 Crain-Maling Foundation CSO Young Artists Competition, returns to join New Philharmonic for Tchaikovsky’s Violin Concerto in D Major,…

Saturday, September 23rd
7:30 p.m.10:00 p.m.
McAninch Arts Center at the College of DuPage
425 Fawell Blvd
The Flying Dutchman
Sep23
Music & Comedy, Theatre & Performing Arts

The Flying Dutchman

The first opera that revealed Wagner’s genius, The Flying Dutchman is the story of a young woman’s obsession. Senta dreams of the Dutchman, who’s cursed…

Saturday, September 23rd
7:30 p.m.10:00 p.m.
Lyric Opera House
20 N. Wacker Dr. , Chicago, IL, 60606
America Runs on Women
Sep23
Music & Comedy, Theatre & Performing Arts

America Runs on Women

BUY TICKETS: https://www.secondcity.com/shows/chicago/america-runs-on-women/?tickets=01&date=09/16/2023 America Runs on Women is an all-female sketch revue highlighting the women who run America and the women who are getting run on…

Saturday, September 23rd
8:00 p.m.9:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Great Filipino Songbook
Sep23
Music & Comedy

The Great Filipino Songbook

The Great Filipino Songbook is back at Davenport’s! Chicago, a city rich in cultural diversity, is lucky to witness an exceptional musical journey that celebrates the…

Saturday, September 23rd
8:00 p.m.9:30 p.m.
Davenport’s Cabaret Room
1383 N. Milwaukee Ave.
Saturday Night Stand Up Comedy
Sep23
Music & Comedy

Saturday Night Stand Up Comedy

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…

Saturday, September 23rd
9:00 p.m.10:30 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Best Of Annoyance Sketch
Sep23
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, September 23rd
9:30 p.m.10:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave.
Kyle Dunnigan at the Den Theatre
Sep23
Music & Comedy

Kyle Dunnigan at the Den Theatre

Kyle is an Emmy, Peabody and Writer’s Guild Award winning comedy writer. He also won an Emmy for the most outstanding original music for the…

Saturday, September 23rd
9:30 p.m.10:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Riff: Chicago’s Music Improv Drinking Party
Sep23
Music & Comedy

Riff: Chicago’s Music Improv Drinking Party

Fast paced music improv with a live band & a cast that drinks along with the audience!

Saturday, September 23rd
10:00 p.m.11:00 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Saturday Night Nasty Show
Sep23
Sep24
Music & Comedy

Saturday Night Nasty Show

This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled…

Saturday, September 23rd
11:00 p.m.Sunday, September 24th
12:30 a.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Aladerri International Film Festival
Sep24
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Aladerri International Film Festival

Aladerri International Film Festival (AIFF) is an IMDB Award Listing Qualifier dedicated to the celebration of ‘Short Films’ a multi-day event in Chicago supporting filmmakers…

Sunday, September 24th
10:00 a.m.10:00 p.m.
Facets Cinema
1517 W. Fullerton
Chicago Live!
Sep24
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Chicago Live!

Chicao’s largest FREE performing arts festival, Chicago Live!, returns Saturday, September 23, and Sunday, September 24. This year marks the third year for Navy Pier’s…

Sunday, September 24th
12:00 p.m.6:00 p.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
New Philharmonic: “Tchaikovsky and Beethoven” Featuring Guest Violinist Esme Arias-Kim
Sep24
Music & Comedy

New Philharmonic: “Tchaikovsky and Beethoven” Featuring Guest Violinist Esme Arias-Kim

17-year-old violinist Arias-Kim, winner of the 2023 Crain-Maling Foundation CSO Young Artists Competition, returns to join New Philharmonic for Tchaikovsky’s Violin Concerto in D Major,…

Sunday, September 24th
3:00 p.m.5:30 p.m.
McAninch Arts Center at the College of DuPage
425 Fawell Blvd
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