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Upcoming Chicago Events

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Chicago’s Only Classical Music Street Festival Celebrates 10 Years
Aug23
Festivals, Fairs & Special Events, Music & Comedy

Chicago’s Only Classical Music Street Festival Celebrates 10 Years

Access Contemporary Music (ACM) proudly presents the 10th Annual Thirsty Ears Festival, Chicago’s only classical music street festival, returning August 23–24, 2025. The festival transforms Wilson Avenue into a vibrant celebration of classical…

Saturday, August 23rd
ACM School of Music
1758 W. Wilson St.
Guardians of the Earth and Sky
Aug23
Music & Comedy, Theatre & Performing Arts

Guardians of the Earth and Sky

Come on an adventure with the Four Celestial Guardians: the White Tiger of the West, the Black Tortoise of the North, the Azure Dragon of…

Saturday, August 23rd
2:00 p.m.4:00 p.m.
Ping Tom Memorial Park
1700 South Wentworth Avenue
Tikka Masala
Aug23
Music & Comedy, Theatre & Performing Arts

Tikka Masala

Tikka Masala: The Indian Improv Comedy Game Show. Get ready for a laugh-out-loud night of unscripted chaos, cultural flavor, and spicy twists! Tikka Masala is…

Saturday, August 23rd
5:00 p.m.6:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
ComedySportz Chicago
Aug23
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, August 23rd
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
An hour with Sabeen Sadiq
Aug23
Music & Comedy

An hour with Sabeen Sadiq

Sabeen Sadiq is back in Chicago with a brand-new hour of  hilarious and deeply personal comedy. From the chaos of dating to the quiet heartbreaks…

Saturday, August 23rd
6:00 p.m.7:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
The Dinner Detective True Crime Murder Mystery Dinner Show
Aug23
Music & Comedy, Theatre & Performing Arts

The Dinner Detective True Crime Murder Mystery Dinner Show

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, August 23rd
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown
165 E. Ontario St
Styx & Kevin Cronin + Don Felder The Brotherhood of Rock Tour
Aug23
Saturday, August 23rd
6:45 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
The Infinite Wrench
Aug23
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, August 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
“Something’s Stinky” with Brian Reitz & friends
Aug23
Music & Comedy

“Something’s Stinky” with Brian Reitz & friends

Brian Reitz will be debuting his 30-minute standup special Something’s Stinky. A few funny friends will perform, too.

Saturday, August 23rd
7:00 p.m.8:00 p.m.
The Den Theatre
1331 N Milwaukee Ave
Dave Helem at The Comedy Bar
Aug23
Music & Comedy

Dave Helem at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Dave Helem is a stand-up comedian…

Saturday, August 23rd
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Aug23
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, August 23rd
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Cumbia Catedral
Aug23
Aug24
Music & Comedy

Cumbia Catedral

Get ready for an unforgettable “Cumbia Catedral” at The Epiphany in Chicago!Join us for a night of high-energy rhythms, featuring a special national live performance…

Saturday, August 23rd
7:00 p.m.Sunday, August 24th
1:00 a.m.
Epiphany Center for the Arts
201 South Ashland Avenue
Baby Wants Candy! The Original Completely Improvised Musical
Aug23
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, August 23rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Aug23
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, August 23rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Improvised Shakespeare
Aug23
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare

Saturday, August 23rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Late Night Shenanigans Presents: Full Moon, Half Brains
Aug23
Music & Comedy

Late Night Shenanigans Presents: Full Moon, Half Brains

From Chicago to New York City Late Night Shenanigans returns to the Annoyance Theatre with a new collection of sketches that mix absurd characters, physical…

Saturday, August 23rd
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
ComedySportz Chicago
Aug23
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, August 23rd
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Cosmic Underground Show
Aug23
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show is a 90-minute, fast-paced, and hilariously mind-bending experience that blends cutting-edge magic with retro-futuristic flair. Set inside the recently unearthed Cosmic…

Saturday, August 23rd
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Benson Boone – American Heart Tour
Aug23
Music & Comedy

Benson Boone – American Heart Tour

Benson Boone is bringing his American Heart Tour to United Center on August 23!

Saturday, August 23rd
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Here 4 A Bit *Naughty Improv
Aug23
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, August 23rd
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Dave Helem at The Comedy Bar
Aug23
Music & Comedy

Dave Helem at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Dave Helem is a stand-up comedian…

Saturday, August 23rd
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Best Of Annoyance Sketch
Aug23
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, August 23rd
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Aug23
Music & Comedy, Theatre & Performing Arts

LET’S PLAY A GAME: Chicago’s scariest short-form show

Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…

Saturday, August 23rd
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Chicago’s Only Classical Music Street Festival Celebrates 10 Years
Aug24
Festivals, Fairs & Special Events, Music & Comedy

Chicago’s Only Classical Music Street Festival Celebrates 10 Years

Access Contemporary Music (ACM) proudly presents the 10th Annual Thirsty Ears Festival, Chicago’s only classical music street festival, returning August 23–24, 2025. The festival transforms Wilson Avenue into a vibrant celebration of classical…

Sunday, August 24th
ACM School of Music
1758 W. Wilson St.
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