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Upcoming Chicago Events

Check out what's happening all around Chicago.

Glenwood Avenue Arts Fest 2025
Aug16

Glenwood Avenue Arts Fest 2025

For over two decades, the Glenwood Avenue Arts Fest (GAAF) has been a beacon of artistic celebration, embodying the grassroots spirit and volunteer-driven ethos of…

Saturday, August 16th
11:00 a.m.9:00 p.m.
6900 N Glenwood Ave., Chicago, IL 60626
6900 N Glenwood Ave
Chicago Greeter InstaGreeter Walks of the Riverwalk
Aug16

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 16th
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Aug16

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 16th
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Chicago Greeter Neighborhood PopUp Series
Aug16

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 16th
11:30 a.m.1:00 p.m.
Citywide
XL FEST 25
Aug16
Festivals, Fairs & Special Events

XL FEST 25

Our annual Film Festival and Summit brings together industry professionals, providing an immersive experience for audiences. From thought-provoking panels to film showcases we aim to…

Saturday, August 16th
12:00 p.m.2:00 p.m.
David Rubensiten Forum
1201 E 60th St,
Teatro Zinzanni
Aug16
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 16th
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Angels in America, Part One: Millennium Approaches
Aug16
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 16th
12:00 p.m.3:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Taste of Africa 2025: Afro-Fusion on the Beach
Aug16
Festivals, Fairs & Special Events

Taste of Africa 2025: Afro-Fusion on the Beach

Have you ever heard of the World’s Fair? Well, if you haven’t, you are in for something as we strive to rebrand the African continent…

Saturday, August 16th
12:00 p.m.8:00 p.m.
Ohio Street Beach
400 N. Lake Shore Drive
Great American Lobster Fest 2025
Aug16
Festivals, Fairs & Special Events

Great American Lobster Fest 2025

Get ready for the Great American Lobster Fest – the ultimate seafood celebration on Chicago’s iconic Navy Pier, held the same weekend as the impressive…

Saturday, August 16th
12:00 p.m.8:00 p.m.
Taste of Black Chicago
Aug16
Festivals, Fairs & Special Events

Taste of Black Chicago

The Taste of Black Chicago is a one day festival scheduled to take place at Greater Grand Crossing Park. The event will feature food vendors,…

Saturday, August 16th
12:00 p.m.8:00 p.m.
Chicago Park District
Palmer Park, Galewood Park, South Shore Cultural Center
Taylor Street Little Italy Festival
Aug16
Festivals, Fairs & Special Events

Taylor Street Little Italy Festival

Join us August 14-17! Taylor Street is one of the most historic neighborhoods in Chicago. From the late 1800s to about the 1950s, this area…

Saturday, August 16th
12:00 p.m.10:00 p.m.
Taylor Street
Chicago Skyline Sail – Escape the City Hustle
Aug16
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 16th
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
Aug16
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 16th
1:00 p.m.3:00 p.m.
Chicago Loop & River North
ART WORKS Projects & The Darkroom Chicago: Capturing Community Through the Lens of Joy & Liberation
Aug16
Museums, Galleries & Exhibitions

ART WORKS Projects & The Darkroom Chicago: Capturing Community Through the Lens of Joy & Liberation

Join us on Saturday, August 16, from 1 PM to 4 PM, for our special event, Capturing Community through the Lens of Joy & Liberation, the first…

Saturday, August 16th
1:00 p.m.4:00 p.m.
Tuley Park
501 East 90th Place
Chicago Cubs vs. Pittsburgh Pirates
Aug16
Saturday, August 16th
1:20 p.m.4:00 p.m.
Wrigley Field
1060 West Addison Street
Parade
Aug16
Theatre & Performing Arts

Parade

Winner of the 2023 Tony Award® for Best Revival of a Musical, PARADE has been proclaimed as “a work of art! As commanding as any musical revival…

Saturday, August 16th
2:00 p.m.4:30 p.m.
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Music Theater Works Presents “Fiddler on the Roof”
Aug16
Theatre & Performing Arts

Music Theater Works Presents “Fiddler on the Roof”

Music Theater Works is proud to present the second production of its 2025 season, Fiddler on the Roof, in the George Van Dusen Theatre at…

Saturday, August 16th
2:00 p.m.5:00 p.m.
North Shore Center for the Performing Arts in Skokie
9501 Skokie Blvd.
Chicago Skyline Sail – Escape the City Hustle
Aug16
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 16th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Female, Ashkenazi with a Sewing Machine
Aug16
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…

Saturday, August 16th
3:00 p.m.5:00 p.m.
Berger Park Coach House Theater
6205 N. Sheridan Road
Frontieres Sans Frontieres
Aug16
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,…

Saturday, August 16th
3:00 p.m.5:00 p.m.
Theatre Y
3611 W Cermak Rd
Neon Paddle presents: SOUNDWAVES In The Park
Aug16
Festivals, Fairs & Special Events

Neon Paddle presents: SOUNDWAVES In The Park

Neon Paddle Presents: SOUNDWAVES In The Park! Join us at Ping Tom Memorial Park on August 16, 2025 at 3:00 PM for an unforgettable experience…

Saturday, August 16th
3:00 p.m.9:00 p.m.
Ping Tom Memorial Park
1700 South Wentworth Avenue
Chicago’s Soul: The Words and Music of Gwendolyn Brooks and Curtis Mayfield
Aug16
Music & Comedy

Chicago’s Soul: The Words and Music of Gwendolyn Brooks and Curtis Mayfield

Chicago’s Soul: The Words and Music of Gwendolyn Brooks and Curtis Mayfield is a 90-minute concert embodying themes of self-determination, pride, inspiration, patriotism, community engagement, perseverance,…

Saturday, August 16th
4:00 p.m.5:30 p.m.
Warren (Laurence) Park
6601 N. Western Ave
90 Minute Architecture River Tour in Chicago
Aug16
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 16th
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
Redtwist Theatre’s “How To Transcend a Happy Marriage”
Aug16
Theatre & Performing Arts

Redtwist Theatre’s “How To Transcend a Happy Marriage”

Award-winning Redtwist Theatre launches its 21st season, “Defiant Femmes,” with  How to Transcend a Happy Marriage, by Sarah Ruhl, directed by Elizabeth Swanson and movement…

Saturday, August 16th
5:00 p.m.7:00 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
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