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

Upcoming Chicago Events

Check out what's happening all around Chicago.

Angels in America, Part Two: Perestroika
Aug18
Theatre & Performing Arts

Angels in America, Part Two: Perestroika

Part Two of Tony Kushner’s two-part, Pulitzer Prize-winning expansive, poetic, and politically charged look at the ‘80s in America. In the midst of the AIDS…

Monday, August 18th
7:00 p.m.10:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Dungeons & Dragons: The Twenty-Sided Tavern
Aug19
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Tuesday, August 19th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
MJ
Aug19
Theatre & Performing Arts

MJ

Back by overwhelming demand, the multiple Tony Award®-winning musical MJ is making a victorious return to Chicago. Created by Tony Award-winning Director/Choreographer Christopher Wheeldon and…

Tuesday, August 19th
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Aug19
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,…

Tuesday, August 19th
10:30 a.m.11:30 p.m.

Dungeons & Dragons: The Twenty-Sided Tavern
Aug20
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Wednesday, August 20th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
MJ
Aug20
Theatre & Performing Arts

MJ

Back by overwhelming demand, the multiple Tony Award®-winning musical MJ is making a victorious return to Chicago. Created by Tony Award-winning Director/Choreographer Christopher Wheeldon and…

Wednesday, August 20th
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Aug20
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,…

Wednesday, August 20th
10:30 a.m.11:30 p.m.

The Annoyance Sketch Show: Late Stage Everything
Aug20
Music & Comedy, Theatre & Performing Arts

The Annoyance Sketch Show: Late Stage Everything

The trains are late, the apps are broken, the bees are dying, and the algorithm knows your deepest fears. So what do we do? We…

Wednesday, August 20th
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Hooch & Holler Comedy Show
Aug20
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, August 20th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Dungeons & Dragons: The Twenty-Sided Tavern
Aug21
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Thursday, August 21st
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
MJ
Aug21
Theatre & Performing Arts

MJ

Back by overwhelming demand, the multiple Tony Award®-winning musical MJ is making a victorious return to Chicago. Created by Tony Award-winning Director/Choreographer Christopher Wheeldon and…

Thursday, August 21st
James M. Nederlander Theatre
24 W. Randolph St.
Alice in Wonderland
Aug21
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, August 21st
10:30 a.m.11:30 p.m.

Teatro Zinzanni
Aug21
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, August 21st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Frontieres Sans Frontieres
Aug21
Theatre & Performing Arts

Frontieres Sans Frontieres

Frontieres Sans Frontieres  By Phillip Howze Directed by Kezia Waters  July 17th – August 24th, 2025  Thursdays 7 pm, Saturdays 3 pm & 7 pm,…

Thursday, August 21st
7:00 p.m.9:00 p.m.
Theatre Y
3611 W Cermak Rd
The Boulet Brothers Dragula: Official Season 666 Tour
Aug21
Theatre & Performing Arts

The Boulet Brothers Dragula: Official Season 666 Tour

You’ve watched these monsters battle all season long, now come see them LIVE! The Official Boulet Brothers’ Dragula Season 666 Tour is hitting the road…

Thursday, August 21st
7:00 p.m.10:00 p.m.
The Vic Theatre
3145 N. Sheffield
Heya Toots! Wingding: 2Ding2Furious
Aug21
Music & Comedy, Theatre & Performing Arts

Heya Toots! Wingding: 2Ding2Furious

Corn Productions Presents Heya, Toots! Wingding: 2Ding2Furious ​Improv giant Heya, Toots! takes over the stage this summer every Thursday for a comedy variety show. From…

Thursday, August 21st
7:30 p.m.8:30 p.m.
Cornservatory
4210 N Lincoln Ave
Dumb and Drummer
Aug21
Music & Comedy, Theatre & Performing Arts

Dumb and Drummer

Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…

Thursday, August 21st
7:30 p.m.9:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Chicago Comedy Club at The House of Blues!
Aug21
Music & Comedy, Theatre & Performing Arts, Tours & Attractions

Chicago Comedy Club at The House of Blues!

Chicago’s greatest stand-up show! Join an incredible night of comedy every Thursday at the House of Blues!

Thursday, August 21st
7:30 p.m.9:00 p.m.
House of Blues | Chicago
329 N Dearborn St
BULL
Aug21
Music & Comedy, Theatre & Performing Arts

BULL

This original comedic play follows unproven jokesters Scott and Bryce, who find themselves at the pinnacle of the basketball world — the 1996 Chicago Bulls.…

Thursday, August 21st
7:30 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Female, Ashkenazi with a Sewing Machine
Aug21
Theatre & Performing Arts

Female, Ashkenazi with a Sewing Machine

In the full length play with music, FEMALE, ASHKENAZI WITH A SEWING MACHINE, a diagnosis of ovarian cancer propels adoptee Anna on a journey, with…

Thursday, August 21st
7:30 p.m.9:30 p.m.
Berger Park Coach House Theater
6205 N. Sheridan Road
Oil Lamp Theater Presents “Side by Side by Sondheim”
Aug21
Theatre & Performing Arts

Oil Lamp Theater Presents “Side by Side by Sondheim”

 Oil Lamp Theater, which recently opened the Oil Lamp Theater’s SPARK CENTER for the Performing Arts, is proud to present, Side by Side by Sondheim,…

Thursday, August 21st
7:30 p.m.9:30 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
TWIHARD! A Twilight Musical Parody
Aug21
Theatre & Performing Arts

TWIHARD! A Twilight Musical Parody

Otherworld Theatre Company, the premier sci-fi and fantasy live theater production company in North America presents “TWIHARD! A Twilight Musical Parody” for a special six-week…

Thursday, August 21st
7:30 p.m.10:00 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Improvsed DCOM
Aug21
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, August 21st
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chicago Comedy Hour
Aug21
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, August 21st
9:00 p.m.10:00 p.m.
The De Matt Theater at The Second City
230 W North 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