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Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Greeter InstaGreeter Walks of the Riverwalk
Aug23

Chicago Greeter InstaGreeter Walks of the Riverwalk

Explore the Chicago Riverwalk with our knowledgeable volunteers! InstaGreeter walks take you on a free hour-long guided walk of the Riverwalk, without the need to…

Saturday, August 23rd
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Aug23

Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…

Saturday, August 23rd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Chicago Greeter Neighborhood PopUp Series
Aug23

Chicago Greeter Neighborhood PopUp Series

Join the Chicago Greeter Neighborhood PopUp Series for FREE guided walks through the city’s vibrant neighborhoods – led by friendly local volunteers! Come explore, connect, and experience Chicago…

Saturday, August 23rd
11:30 a.m.1:00 p.m.
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
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Angels in America, Part One: Millennium Approaches
Aug23
Theatre & Performing Arts

Angels in America, Part One: Millennium Approaches

Part One 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…

Saturday, August 23rd
12:00 p.m.3:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Chicago Skyline Sail – Escape the City Hustle
Aug23
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Saturday, August 23rd
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Aug23
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Saturday, August 23rd
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
Aug23
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Saturday, August 23rd
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
Aug23
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Saturday, August 23rd
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
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
Zoo Uncorked: Wines & Vines
Aug23
Festivals, Fairs & Special Events

Zoo Uncorked: Wines & Vines

Sip, savor, and explore at Wines & Vines, Brookfield Zoo Chicago’s exclusive 21+ event featuring the grand opening of our breathtaking Tropical Forests habitat! Enjoy a…

Saturday, August 23rd
6:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
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
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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.
Angels in America, Part Two: Perestroika
Aug23
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…

Saturday, August 23rd
7:00 p.m.10:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
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
Big Bus Tours’ Sunset Live Tour
Aug23
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…

Saturday, August 23rd
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
The Lincoln Lodge
Aug23
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, August 23rd
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 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
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
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
Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky
Aug23
Tours & Attractions

Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in…

Saturday, August 23rd
9:00 p.m.10:30 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
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.
bean-night

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