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Upcoming Chicago Events

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The Infinite Wrench
Oct4
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, October 4th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Ahamed Weinberg at The Comedy Bar
Oct4
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…

Saturday, October 4th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Oct4
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…

Saturday, October 4th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Baby Wants Candy! The Original Completely Improvised Musical
Oct4
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, October 4th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Oct4
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, October 4th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Improvised Shakespeare
Oct4
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

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

Saturday, October 4th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago Symphony Orchestra: Piccolo Play & Adagio for Strings
Oct4
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…

Saturday, October 4th
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Composer Showcase Featuring Quintet Attacca
Oct4
Festivals, Fairs & Special Events, Music & Comedy

Composer Showcase Featuring Quintet Attacca

Ear Taxi Festival presents a Composer Showcase. Join us as Quintet Attacca premiers new works by Shane Scott Cook, Marybeth Kurnat, John Dorhauer, Gillian Rae…

Saturday, October 4th
7:30 p.m.9:30 p.m.
Logan Center Penthouse
915 E 60th St
The National Parks at Metro
Oct4
Music & Comedy

The National Parks at Metro

The National Parks are a husband and wife duo that capture the expansive beauty of the world through soaring melodies and evocative storytelling. The Provo,…

Saturday, October 4th
7:30 p.m.10:00 p.m.
Metro Chicago
Parker McCollum – What Kinda Man Tour
Oct4
Music & Comedy

Parker McCollum – What Kinda Man Tour

/w special guests Ashley Cooke & Hudson Westbrook

Saturday, October 4th
7:30 p.m.10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Ava Max – Don’t Click Play Tour
Oct4
Music & Comedy

Ava Max – Don’t Click Play Tour

Ava Max is bringing the Don’t Click Play Tour to Huntington Bank Pavilion on Saturday, October 4!

Saturday, October 4th
7:30 p.m.10:30 p.m.
ComedySportz Chicago
Oct4
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…

Saturday, October 4th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Psychedelic Furs
Oct4
Saturday, October 4th
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Pásele
Oct4
Music & Comedy, Theatre & Performing Arts

Pásele

Celebrating Hispanic Heritage Month, ESCÁNDALO Comedy and iO Theater are bringing a new variety show, “Pásele,” featuring some of Chicago’s best Latine improvisers. The four…

Saturday, October 4th
8:30 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
Here 4 A Bit *Naughty Improv
Oct4
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 4th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Ahamed Weinberg at The Comedy Bar
Oct4
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…

Saturday, October 4th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Best Of Annoyance Sketch
Oct4
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 4th
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
Oct4
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 4th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Ear Taxi Festival
Oct5
Festivals, Fairs & Special Events

Ear Taxi Festival

The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…

Sunday, October 5th
Wolff’s Flea Market Opening Day
Oct5
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, October 5th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Oct5
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, October 5th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Oct5
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, October 5th
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Maxwell Street Market
Oct5
Festivals, Fairs & Special Events

Maxwell Street Market

Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.

Sunday, October 5th
10:00 a.m.3:00 p.m.
Maxwell Street Market
800 S. Desplaines St.
Boo! at the Zoo
Oct5
Festivals, Fairs & Special Events

Boo! at the Zoo

Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…

Sunday, October 5th
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
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