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Upcoming Chicago Events

Check out what's happening all around Chicago.

Late Night Shenanigans Presents: Full Moon, Half Brains
Aug16
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 16th
8:00 p.m.9:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
ComedySportz Chicago
Aug16
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 16th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Cosmic Underground Show
Aug16
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 16th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Ken Carson: The Lord Of Chaos Tour
Aug16
Music & Comedy

Ken Carson: The Lord Of Chaos Tour

Ken Carson will perform live at Credit Union 1 Arena on Aug 16, 2025.

Saturday, August 16th
8:00 p.m.11:00 p.m.
Credit Union 1 Arena
525 S Racine Ave
Here 4 A Bit *Naughty Improv
Aug16
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 16th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Aug16
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 16th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Abi Sanchez at The Comedy Bar
Aug16
Music & Comedy

Abi Sanchez at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Abi Sanchez is a Chicago-based standup comedian.…

Saturday, August 16th
9:30 p.m.11:00 p.m.
The Comedy Bar
500 N. LaSalle St.
LET’S PLAY A GAME: Chicago’s scariest short-form show
Aug16
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 16th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Pride and Prejudice: Laugh-Along, Live
Aug16
Aug17
Festivals, Fairs & Special Events, Music & Comedy

Pride and Prejudice: Laugh-Along, Live

Come watch Pride and Prejudice with Chicago’s Funniest Comedians, who will be making jokes, running a drinking game, and instigating other shenanigans throughout. Come laugh!…

Saturday, August 16th
11:30 p.m.Sunday, August 17th
2:30 a.m.
Stars and Garters Club
3914 N Clark St
Teatro Zinzanni
Aug17
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…

Sunday, August 17th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chicago Afternoon Air & Water Show Signature Brunch Cruise on Lake Michigan
Aug17
Music & Comedy, Tours & Attractions

Chicago Afternoon Air & Water Show Signature Brunch Cruise on Lake Michigan

This August, enjoy the best views of Chicago’s favorite summer spectacle on our Afternoon Air and Water Show Signature Brunch Cruise on Lake Michigan! You’ll savor…

Sunday, August 17th
12:00 p.m.3:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Porchfest Roscoe Village
Aug17
Music & Comedy

Porchfest Roscoe Village

Porhcfest is a music festival that takes place on front porches. With neighbors hosting the concerts and local musicians performing, it captures the essence of…

Sunday, August 17th
1:00 p.m.5:00 p.m.
1409 W Addison
1409 W Addison
Guardians of the Earth and Sky
Aug17
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…

Sunday, August 17th
2:00 p.m.4:00 p.m.
Garden of the Phoenix (Osaka Garden)
6300 S Cornell Avenue
$uicideboy$ – Grey Day Tour
Aug17
Music & Comedy

$uicideboy$ – Grey Day Tour

New Orleans duo $uicideboy$ will bring their renowned annual Grey Day Tour to Credit Union 1 Amphitheatre on Aug. 17, 2025.

Sunday, August 17th
6:30 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Saku Yanagaway at The Comedy Bar
Aug17
Music & Comedy

Saku Yanagaway at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Saku Yanagawa is a Japanese comedian…

Sunday, August 17th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
The Annoyance Sketch Show: Late Stage Everything
Aug17
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…

Sunday, August 17th
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Magic Mondays
Aug18
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, August 18th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Monday Night Concert Series
Aug18
Music & Comedy, Tours & Attractions

Monday Night Concert Series

Chase Away your Monday Blues with a Symphony of Soul! We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you…

Monday, August 18th
7:00 p.m.9:00 p.m.
Navy Pier 600 East Grand Avenue Chicago, IL
600 East Grand Avenue
The Late Nite Mic at The Comedy Bar
Aug18
Music & Comedy

The Late Nite Mic at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, August 18th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Rush Hour Concerts | | 26th Season Finale: Wind Serenades
Aug19
Festivals, Fairs & Special Events, Music & Comedy

Rush Hour Concerts | | 26th Season Finale: Wind Serenades

RUSH HOUR CONCERTS | | 26TH SEASON FINALE:  WIND SERENADES Katie Steele, Oboe 1; Ashley Ertz, Oboe 2; Trevor O’Riordan, Clarinet 1; Claire Werling, Clarinet…

Tuesday, August 19th
5:45 p.m.6:30 p.m.
Tuesday Good Show
Aug19
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, August 19th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Caloncho & Daniel Me Estás Matando “Ven a Mi Show” U.S. Tour
Aug19
Music & Comedy

Caloncho & Daniel Me Estás Matando “Ven a Mi Show” U.S. Tour

Caloncho, one of the most distinctive voices in Mexico’s indie music scene, is set to embark on his first-ever U.S. co-headlining tour, “Ven A Mi…

Tuesday, August 19th
7:00 p.m.9:00 p.m.
House of Blues | Chicago
329 N Dearborn St
Tomato Throw Show
Aug19
Music & Comedy

Tomato Throw Show

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, August 19th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Nine Inch Nails – Peel It Back Tour 2025
Aug19
Music & Comedy

Nine Inch Nails – Peel It Back Tour 2025

Nine Inch Nails is bringing the Peel It Back 2025 Tour, their first since 2022, to United Center on August 19! The band’s 2022 world…

Tuesday, August 19th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
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