Best of The Second City
Aug24
Music & Comedy, Theatre & Performing Arts

Best of The Second City

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…

Monday, August 24th
7:00 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Theater of the Mind
Aug25
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Tuesday, August 25th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Comic Court: Chicago’s #1 Comedy Court Show
Aug25
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, August 25th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Theater of the Mind
Aug26
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Wednesday, August 26th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Music Theater Works Presents the Beloved Classic “West Side Story”
Aug26
Theatre & Performing Arts

Music Theater Works Presents the Beloved Classic “West Side Story”

Music Theater Works is proud to announce the cast and creative team for the second production of its 2026 season, West Side Story, in the…

Wednesday, August 26th
2:00 p.m.5:00 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”
Aug26
Theatre & Performing Arts

The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”

Produced in partnership with JunkHeart, The Metal Shop Performance Lab is proud to present Anatomy of a Suicide, August 12 – 30, at Redtwist Theatre,…

Wednesday, August 26th
7:30 p.m.10:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Orbit
Aug26
Music & Comedy, Theatre & Performing Arts

The Orbit

The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…

Wednesday, August 26th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Hooch & Holler Comedy Show
Aug26
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 26th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Aug26
Music & Comedy, Theatre & Performing Arts

The Fizz Show

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…

Wednesday, August 26th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Theater of the Mind
Aug27
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Thursday, August 27th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Best of The Second City: Chicago-Style
Aug27
Music & Comedy, Theatre & Performing Arts

Best of The Second City: Chicago-Style

The Best of The Second City: Chicago-Style is a fast-paced sketch and improv comedy revue from The Second City featuring classic scenes from its legendary…

Thursday, August 27th
7:00 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Stars & Garters Presents “Stars & Garters After Dark”
Aug27
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, August 27th
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
Aug27
Theatre & Performing Arts

Redtwist Theatre’s “‘Night Mother” By Marsha Norman

Award-winning Redtwist Theatre announces the cast and creative team for ‘night Mother, April 16 – May 24, by Marsha Norman and directed by Executive Artistic…

Thursday, August 27th
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”
Aug27
Theatre & Performing Arts

The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”

Produced in partnership with JunkHeart, The Metal Shop Performance Lab is proud to present Anatomy of a Suicide, August 12 – 30, at Redtwist Theatre,…

Thursday, August 27th
7:30 p.m.10:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Babes With Blades Theatre Company Presents World Premiere of “yo ho.”
Aug27
Theatre & Performing Arts

Babes With Blades Theatre Company Presents World Premiere of “yo ho.”

Babes With Blades Theatre Company’s (BWBTC) 2026 season opens with a world premiere, yo ho., by playwright SMJ, directed by JD Caudill and fight choreography…

Thursday, August 27th
8:00 p.m.10:00 p.m.
The Edge Off Broadway Theatre
1133 W Catalpa Ave.
Theater of the Mind
Aug28
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Friday, August 28th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Comedy Hour at Annoyance Theatre
Aug28
Aug29
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, August 28th
12:00 a.m.Saturday, August 29th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Arts & Healing
Aug28
Theatre & Performing Arts

Arts & Healing

Arts Healing Across Communities is a six-month initiative that integrates professional performance, participatory arts, and culturally grounded wellness workshops to foster healing, resilience, and collective…

Friday, August 28th
2:00 p.m.4:00 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
REMNANTS at Marian Byrnes Park
Aug28
Theatre & Performing Arts

REMNANTS at Marian Byrnes Park

Weaving together ecology, history, futurity, and collective awe in a site-specific spectacle performance at Winnemac Park and Marian Byrnes Park, Wender Collective’s REMNANTS is an…

Friday, August 28th
6:00 p.m.8:00 p.m.
Marian Byrnes Park
2200 E. 103rd St.
The Infinite Wrench
Aug28
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…

Friday, August 28th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Last Word
Aug28
Music & Comedy, Theatre & Performing Arts

The Last Word

The Last Word is the first 4 course craft cocktail progression paired with a screenplay. 6 actors come on stage and read through a high…

Friday, August 28th
7:00 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
“The Last Word,” an Adventure Screenplay with a Cocktail Experience
Aug28
Theatre & Performing Arts

“The Last Word,” an Adventure Screenplay with a Cocktail Experience

The Last Word, created by Declan Grogan, announces performance dates each month from May to August, at the iO Theater, 1501 N. Kingsbury St. The…

Friday, August 28th
7:00 p.m.10:00 p.m.
iO Theater
1501 N. Kingsbury St.
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
Aug28
Theatre & Performing Arts

Redtwist Theatre’s “‘Night Mother” By Marsha Norman

Award-winning Redtwist Theatre announces the cast and creative team for ‘night Mother, April 16 – May 24, by Marsha Norman and directed by Executive Artistic…

Friday, August 28th
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”
Aug28
Theatre & Performing Arts

The Metal Shop Performance Lab & JunkHeart Present “Anatomy of a Suicide”

Produced in partnership with JunkHeart, The Metal Shop Performance Lab is proud to present Anatomy of a Suicide, August 12 – 30, at Redtwist Theatre,…

Friday, August 28th
7:30 p.m.10:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave