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Upcoming Chicago Events

Check out what's happening all around Chicago.

Crossing Borders // La Caccina // Holocene
Oct5
Festivals, Fairs & Special Events, Music & Comedy

Crossing Borders // La Caccina // Holocene

Ear Taxi Festival presents an ear taxi concert. Celebrate contemporary music with powerful performances from Crossing Borders Music, La Caccina, and Holocene. Crossing Borders’ program…

Sunday, October 5th
2:00 p.m.5:00 p.m.
PianoForte Chicago
1335 South Michigan Avenue
FashionBar The Shows: October 2025 – Modest, Formal, Evening Wear
Oct5
Festivals, Fairs & Special Events, Theatre & Performing Arts

FashionBar The Shows: October 2025 – Modest, Formal, Evening Wear

The closing runway of October 2025, this event presents modest fashion alongside formal and evening wear collections, bringing elegance, refinement, and cultural expression to the…

Sunday, October 5th
2:00 p.m.6:00 p.m.
Water Tower Place
835 N Michigan Ave
Clued In: Where There’s a Will, There’s a Way
Oct5
Music & Comedy, Theatre & Performing Arts

Clued In: Where There’s a Will, There’s a Way

YOU’RE INVITED…to bear witness to a fully improvised murder mystery. Six improvisers find themselves trapped on stage with a murderer, and nobody knows who the…

Sunday, October 5th
4:00 p.m.5:30 p.m.
The Second City
1616 N. Wells St.
Alice Cooper & Judas Priest at Credit Union 1 Amphitheatre
Oct5
Music & Comedy

Alice Cooper & Judas Priest at Credit Union 1 Amphitheatre

Tinley Park, ‘you’ve got another thing comin’ this fall: a massive collision between shock rock and heavy metal forces that will have crowds everywhere raising…

Sunday, October 5th
6:45 p.m.8:45 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Alice Cooper & Judas Priest Live
Oct5
Sunday, October 5th
6:45 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Jay Badlani: Live in Chicago!
Oct5
Music & Comedy

Jay Badlani: Live in Chicago!

Jay Badlani is a stand-up comedian, writer and actor based out of Atlanta, GA. With his unflinching attitude and charm, he is known for entertaining…

Sunday, October 5th
7:00 p.m.9:00 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Ziggy Marley and Burning Spear – Do The Reggae Tour
Oct5
Music & Comedy

Ziggy Marley and Burning Spear – Do The Reggae Tour

Ziggy Marley and Burning Spear will join forces for the co-headlining Do The Reggae Tour across the United States in fall 2025.

Sunday, October 5th
7:00 p.m.10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Wheel of Improv
Oct5
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, October 5th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Air Play Moon Safari
Oct5
Music & Comedy

Air Play Moon Safari

Legendary French duo AIR returns to The Auditorium and to continue celebrating the 25th anniversary of their debut album Moon Safari. Similar to their recent…

Sunday, October 5th
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Ear Taxi Festival
Oct6
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,…

Monday, October 6th
Division Street Farmers Market
Oct6
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.

Monday, October 6th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Boo! at the Zoo
Oct6
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,…

Monday, October 6th
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
First Monday Jazz: Clif Wallace Big Band
Oct6
Music & Comedy, Theatre & Performing Arts

First Monday Jazz: Clif Wallace Big Band

Launched in 2013, First Monday Jazz is APL’s longest-running program, featuring emerging and established Chicago musicians and vocalists on the first Monday of every month.…

Monday, October 6th
7:00 p.m.8:00 p.m.
the arts lawn
335 E. Garfield Blvd
Late Nite Mic With Vik Pandya at The Comedy Bar
Oct6
Music & Comedy

Late Nite Mic With Vik Pandya at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, October 6th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Ice Cube – Truth to Power: Four Decades of Attitude
Oct6
Music & Comedy

Ice Cube – Truth to Power: Four Decades of Attitude

The long-awaited return of hip-hop pioneer, N.W.A co-founder, and cultural juggernaut Ice Cube to the national stage has been officially announced with the “Truth to…

Monday, October 6th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Ear Taxi Festival
Oct7
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,…

Tuesday, October 7th
Division Street Farmers Market
Oct7
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.

Tuesday, October 7th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Boo! at the Zoo
Oct7
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,…

Tuesday, October 7th
10:00 a.m.5:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
JBF Greens Chicago x Kayao
Oct7
Festivals, Fairs & Special Events

JBF Greens Chicago x Kayao

Join JBF Greens for vibrant Peruvian flavors in Old Town. Opened in June 2024 by Éxodo Hospitality Group, Kayao showcases the culinary vision of chefs…

Tuesday, October 7th
6:00 p.m.8:30 p.m.
Kayao
1252 N Wells St
Yung Lean – Forever Yung Tour
Oct7
Music & Comedy

Yung Lean – Forever Yung Tour

Swedish rapper Yung Lean will perform live at The Salt Shed Outdoors on Oct. 7, 2025.

Tuesday, October 7th
6:30 p.m.9:30 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Tuesday Good Show
Oct7
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 7th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Cavalleria rusticana & Pagliacci
Oct7
Music & Comedy, Theatre & Performing Arts

Cavalleria rusticana & Pagliacci

This duo of passionate one-act operas explores the depths of spurned lovers’ grief and the lengths they’ll go to in avenging betrayal. Deadly love triangles…

Tuesday, October 7th
7:00 p.m.10:00 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Tomato Throw Show at The Comedy Bar
Oct7
Music & Comedy

Tomato Throw Show at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, October 7th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Ear Taxi Festival
Oct8
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,…

Wednesday, October 8th
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