Skip to consent to cookiesSkip navigation
Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

The Factory Theater’s “The Sporting Life”
Oct31
Theatre & Performing Arts

The Factory Theater’s “The Sporting Life”

The Factory Theater, 1623 W. Howard St., presents The Sporting Life, October 10 – November 22, written by Marjorie Muller and directed by Kayla Menz.…

Friday, October 31st
8:00 p.m.10:30 p.m.
The Factory Theater
1623 W. Howard St. , Chicago, IL, 60626
Babes With Blades Theatre Company’s “The Mark”
Oct31
Theatre & Performing Arts

Babes With Blades Theatre Company’s “The Mark”

 Babes With Blades Theatre Company’s (BWBTC) is proud to present the world premiere of The Mark, October 11 – November 22 at The Edge Theater,…

Friday, October 31st
8:00 p.m.10:30 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
Trapped in a Musical – an improvised musical
Oct31
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, October 31st
9:00 p.m.10:00 p.m.
Haunted Hotel Halloween Ball
Oct31
Festivals, Fairs & Special Events

Haunted Hotel Halloween Ball

Experience a night of thrills party-goers at Chicago’s biggest Halloween costume party, Haunted Halloween Ball, on Friday, October 31, 2025 at the Congress Plaza Hotel,…

Friday, October 31st
9:00 p.m.11:30 p.m.
Congress Plaza Hotel
520 S. Michigan Ave
The Inferno: An Immersive Cabaret Retelling of Dante’s Inferno
Oct31
Nov1
Theatre & Performing Arts

The Inferno: An Immersive Cabaret Retelling of Dante’s Inferno

This Halloween, for one night only, travel through the depths of Dante and Virgil as they explore the 9 circles of hell and experience Satan…

Friday, October 31st
9:30 p.m.Saturday, November 1st
12:30 a.m.
The Newport Theater
956 West Newport Avenue
Voila: The Improvised Musical
Oct31
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, October 31st
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Oct31
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, October 31st
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Infinite Exorcism
Oct31
Theatre & Performing Arts

The Infinite Exorcism

THE POWER OF EXPERIMENTAL THEATER COMPELS YOU… This Halloween, join the Neos in embracing the occult as we conjure 30 demonic plays and expel them…

Friday, October 31st
10:30 p.m.11:30 p.m.
5153 N Ashland Ave
5153 N Ashland Ave
The Sound of Music
Nov1
Theatre & Performing Arts

The Sound of Music

For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…

Saturday, November 1st
James M. Nederlander Theatre
24 W. Randolph St.
Ear Taxi Festival
Nov1
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,…

Saturday, November 1st
Leo Lionni’s Frederick
Nov1
Theatre & Performing Arts

Leo Lionni’s Frederick

While other mice are gathering food for the winter, Frederick daydreams the summer away. But when fall weather comes, it is Frederick who has stored…

Saturday, November 1st
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Pigmented Black Fine Art Faire
Nov1
Festivals, Fairs & Special Events

Pigmented Black Fine Art Faire

Pigment International’s Pigmented: Black Fine Art Faire will take place October 31 – November 2, 2025, at the acclaimed Zhou B Art Center, located at 1029…

Saturday, November 1st
11:00 a.m.7:00 p.m.
Zhou B Art Center
1029 W. 35th Street
Hundreds and Hundreds of Stars
Nov1
Theatre & Performing Arts

Hundreds and Hundreds of Stars

Motherhood, marijuana, and the multiverse collide in this Chicago-set story of family, immigration, and American identity. Like millions of Americans, Clara is doing her best…

Saturday, November 1st
2:00 p.m.3:30 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
Naked Mole Rat Gets Dressed: The Rock Experience
Nov1
Theatre & Performing Arts

Naked Mole Rat Gets Dressed: The Rock Experience

In a lively underground colony where clothing is taboo and rock music reigns, naked mole rats live by one rule: stay bare. But when Wilbur…

Saturday, November 1st
2:00 p.m.4:00 p.m.
Merle Reskin Theatre
60 E. Balbo, Chicago, IL, 60605
Ugly Lies The Bone
Nov1
Theatre & Performing Arts

Ugly Lies The Bone

Jonathan Berry is BACK and he’s directing Shattered Globe’s powerful season opener UGLY LIES THE BONE. After three tours in Afghanistan, Jess returns home to…

Saturday, November 1st
3:00 p.m.4:30 p.m.
Theater Wit
ComedySportz Chicago
Nov1
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, November 1st
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
Nov1
Music & Comedy

The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL

The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…

Saturday, November 1st
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario St
Oktoberfest on Division Street Festival: Prost in the Gold Coast
Nov1
Festivals, Fairs & Special Events

Oktoberfest on Division Street Festival: Prost in the Gold Coast

Raise a stein at Prost in the Gold Coast Oktoberfest on Division Street! Dust off your lederhosen and celebrate Oktoberfest as Division Street transforms into a lively…

Saturday, November 1st
6:00 p.m.10:00 p.m.
Lodge Tavern
21 W Divsion st
The Infinite Wrench
Nov1
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, November 1st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Lavar Walker at The Comedy Bar
Nov1
Music & Comedy

Lavar Walker at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry After winning the 2012 National Miller…

Saturday, November 1st
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
The Baldwin | Giovanni Experience
Nov1
Theatre & Performing Arts

The Baldwin | Giovanni Experience

The dynamic poeticism of Spoken Word and the piercing directness of Prose are at the forefront of this momentous theatrical experience inspired by the 1971…

Saturday, November 1st
7:00 p.m.8:30 p.m.
Fleetwood-Jourdain Theatre in the Noyes Cultural Arts Center
927 Noyes Steet
Teatro Zinzanni
Nov1
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, November 1st
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
GRiZ presents Re:Connect
Nov1
Music & Comedy

GRiZ presents Re:Connect

GRiZ hits the Windy City with two nights. October 31 will feature Sippy, Austeria, and Zosa — all known for bringing the heat and setting…

Saturday, November 1st
7:00 p.m.10:00 p.m.
Baby Wants Candy! The Original Completely Improvised Musical
Nov1
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, November 1st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide