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

Upcoming Chicago Events

Check out what's happening all around Chicago.

Alice in Wonderland
Oct23
Theatre & Performing Arts

Alice in Wonderland

Follow Alice as she travels down the Rabbit Hole to the most amazing places!  Along her fantastic journey she’ll meet the Mad Hatter, March Hare,…

Thursday, October 23rd
10:30 a.m.11:30 p.m.

Hundreds and Hundreds of Stars
Oct23
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…

Thursday, October 23rd
7:00 p.m.8:30 p.m.
Lookingglass Theatre Company
821 N. Michigan Ave.
Clued In: Where There’s a Will, There’s a Way
Oct23
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…

Thursday, October 23rd
7:00 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Nate Bargatze – Big Dumb Eyes World Tour
Oct23
Music & Comedy

Nate Bargatze – Big Dumb Eyes World Tour

Nate Bargatze is bringing his Big Dumb Eyes World Tour to United Center on October 23 & 24, 2025!

Thursday, October 23rd
7:00 p.m.9:00 p.m.
United Center
1901 W Madison St.
Stars & Garters Presents “Stars & Garters After Dark”
Oct23
Theatre & Performing Arts

Stars & Garters Presents “Stars & Garters After Dark”

Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room.…

Thursday, October 23rd
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
Teatro Zinzanni
Oct23
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…

Thursday, October 23rd
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Duluth: An Improvised Midwest Murder
Oct23
Music & Comedy, Theatre & Performing Arts

Duluth: An Improvised Midwest Murder

Based on the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will improvise a…

Thursday, October 23rd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Thursdays: OhJay Lamont at The comedy Bar
Oct23
Music & Comedy

Thursdays: OhJay Lamont at The comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…

Thursday, October 23rd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Ugly Lies The Bone
Oct23
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…

Thursday, October 23rd
7:30 p.m.9:00 p.m.
Theater Wit
Mr. Wolf
Oct23
Theatre & Performing Arts

Mr. Wolf

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Thursday, October 23rd
7:30 p.m.9:30 p.m.
The Neighborhood of the Loners
Oct23
Theatre & Performing Arts

The Neighborhood of the Loners

The Neighborhood of the Loners is a place where residents live without social interactions or contact with the world around them. This sanctuary of solitude…

Thursday, October 23rd
7:30 p.m.9:30 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
Chicago Symphony Orchestra: The Soldier’s Tale
Oct23
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: The Soldier’s Tale

Overview Step into the engrossing world of Stravinsky’s The Soldier’s Tale — a Faustian fable about a soldier-fiddler who makes a pact with the devil — in…

Thursday, October 23rd
7:30 p.m.9:40 p.m.
Chicago Symphony Center
220 S Michigan Ave
Oil Lamp Theater Presents “Gaslight”
Oct23
Theatre & Performing Arts

Oil Lamp Theater Presents “Gaslight”

Oil Lamp Theater is proud to present Gaslight (Angel Street), October 2 – November 2, by Patrick Hamilton and directed by Susan Gorman at Oil…

Thursday, October 23rd
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Improvsed DCOM
Oct23
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, October 23rd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Dutchman
Oct23
Theatre & Performing Arts

Dutchman

A searing examination of race, power, and social expectation, this explosive classic of American theatre surges with racial tension and sexual politics. Keith Surney revives…

Thursday, October 23rd
8:00 p.m.9:15 p.m.
Trap Door Theatre
1655 W. Cortland St.
The Wolfman of Wrigleyville – Horror Comedy Play
Oct23
Music & Comedy, Theatre & Performing Arts

The Wolfman of Wrigleyville – Horror Comedy Play

This 70-minute comedy set in 1927 follows an investigative journalist and her ex-girlfriend, a private eye, as they look into a series of murders that…

Thursday, October 23rd
8:00 p.m.9:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
wyrd
Oct23
Theatre & Performing Arts

wyrd

Three ageless, timeless, deathless sisters in a basement in Bushwick One of them falls in love Another falls in hate The third tries to keep…

Thursday, October 23rd
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
The Book of Will
Oct23
Theatre & Performing Arts

The Book of Will

Without William Shakespeare, we wouldn’t have literary masterpieces like ROMEO AND JULIET. But without Henry Condell and John Heminges, we would have lost half of…

Thursday, October 23rd
8:00 p.m.10:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Babes With Blades Theatre Company’s “The Mark”
Oct23
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,…

Thursday, October 23rd
8:00 p.m.10:30 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
Chicago Comedy Hour
Oct23
Music & Comedy, Theatre & Performing Arts

Chicago Comedy Hour

The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in…

Thursday, October 23rd
8:30 p.m.9:30 p.m.
Donny’s Skybox
230 W North Ave
Sketch Playlist
Oct23
Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…

Thursday, October 23rd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
The Sound of Music
Oct24
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…

Friday, October 24th
James M. Nederlander Theatre
24 W. Randolph St.
Comedy Hour at Annoyance Theatre
Oct24
Oct25
Theatre & Performing Arts

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, October 24th
12:00 a.m.Saturday, October 25th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Peter Pan at Chicago Kids Company
Oct24
Theatre & Performing Arts

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Friday, October 24th
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
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