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Upcoming Chicago Events

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Chicago Greeter InstaGreeter Walks of the Riverwalk
Sep19

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…

Friday, September 19th
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Sep19

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…

Friday, September 19th
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Seadog Architecture Tour on the Chicago River
Sep19
Tours & Attractions

Seadog Architecture Tour on the Chicago River

Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…

Friday, September 19th
12:30 p.m.1:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago Skyline Sail – Escape the City Hustle
Sep19
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…

Friday, September 19th
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
Sep19
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…

Friday, September 19th
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Brendan Fernandes, The Rite
Sep19
Museums, Galleries & Exhibitions, Theatre & Performing Arts

Brendan Fernandes, The Rite

The MCA is pleased to present The Rite (2018) by Brendan Fernandes, as part of City in a Garden: Queer Art and Activism, which is going to be…

Friday, September 19th
1:00 p.m.3:00 p.m.
Museum of Contemporary Art
220 E. Chicago Ave.
Chicago Symphony Orchestra: Season Opening with Szeps-Znaider
Sep19
Music & Comedy, Theatre & Performing Arts

Chicago Symphony Orchestra: Season Opening with Szeps-Znaider

Overview One of the most heartfelt musical dialogues ever written, the Sinfonia concertante shows Mozart at the pinnacle of his craft. As violinist, Nikolaj Szeps-Znaider…

Friday, September 19th
1:30 p.m.3:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Chicago Skyline Sail – Escape the City Hustle
Sep19
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…

Friday, September 19th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Vegan Farmers Market
Sep19
Festivals, Fairs & Special Events

Chicago Vegan Farmers Market

A weekly farmers market featuring fresh produce, baked goods, vintage clothing and other items has kicked off in West Town — and its offerings are…

Friday, September 19th
4:00 p.m.8:00 p.m.
Liberation Kitchen
2054 W Grand Ave
Oktoberfest with the Cubs
Sep19
Festivals, Fairs & Special Events

Oktoberfest with the Cubs

The Chicago Cubs invite fans, neighbors and visitors to experience the first-ever “Oktoberfest with the Cubs” from September 19–21 in the Toyota Camry Lot at…

Friday, September 19th
4:00 p.m.10:00 p.m.
Toyota Camry Lot
1126 W. Grace St.
Architecture River Tour in Chicago
Sep19
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…

Friday, September 19th
5:00 p.m.7:00 p.m.
Summer Of George
900 South Wells Street
Redtwist Theatre’s “How To Transcend a Happy Marriage”
Sep19
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…

Friday, September 19th
5:00 p.m.7:00 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
3rd Fridays Free Admission Night
Sep19
Museums, Galleries & Exhibitions, Tours & Attractions

3rd Fridays Free Admission Night

Free Admission Museum Nights take place every third Friday of each month from 5 pm to 8 pm! The tour will start at 6:00 pm…

Friday, September 19th
5:00 p.m.8:00 p.m.
Heritage Museum of Asian Art
3FL, 3500 S Morgan St, Chicago, IL, 60609
Teen Lit Night: Unbound
Sep19
Festivals, Fairs & Special Events

Teen Lit Night: Unbound

Join our night celebrating YA literature, art and culture! Come for the stories that grab your attention, connect over themes that matter and find your…

Friday, September 19th
5:00 p.m.8:00 p.m.
Harold Washington Library Center
400 S. State Street
Free Museum Night / Bon Odori Workshop / Prelude to the Spiral Performance
Sep19
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

Free Museum Night / Bon Odori Workshop / Prelude to the Spiral Performance

Free Admission Museum Night runs from 5:00 PM to 8:00 PM. The museum tour begins at 6:00 PM. Guests are welcome to join the Bon…

Friday, September 19th
5:00 p.m.8:00 p.m.
Heritage Museum of Asian Art
3FL, 3500 S Morgan St, Chicago, IL, 60609
Old Town Oktoberfest
Sep19
Sep21
Festivals, Fairs & Special Events

Old Town Oktoberfest

Raise a Stein in Chicago’s First German Neighborhood! This fall, history and celebration come together with the debut of Old Town Oktoberfest on Wells Street,…

Friday, September 19th
5:00 p.m.Sunday, September 21st
8:00 p.m.
1360 N Wells St – Wells Street between Schiller and Evergreen
1360 N Wells
Wicker Park Bucktown’s “First Fridays” Art Walk
Sep19
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, September 19th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
World Fashion Festival
Sep19
Festivals, Fairs & Special Events

World Fashion Festival

The 8th Annual World Fashion Festival (WFF) in conjunction with the Illinois Chamber of Commerce will take center stage September 18-20, 2025, at Macy’s, 111…

Friday, September 19th
6:30 p.m.10:00 p.m.
111 N. State Street
Chicago White Sox vs. San Diego Padres
Sep19
Friday, September 19th
6:40 p.m.9:00 p.m.
Guaranteed Rate Field
333 W 35th St
The Infinite Wrench
Sep19
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, September 19th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Sep19
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…

Friday, September 19th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Sep19
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…

Friday, September 19th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Politically Incorrect – Adam & Eyal
Sep19
Music & Comedy

Politically Incorrect – Adam & Eyal

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry With hundreds of millions of views…

Friday, September 19th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Abby Paj Tries to Stay Alive
Sep19
Theatre & Performing Arts

Abby Paj Tries to Stay Alive

Abby Paj Tries to Stay Alive is a solo show written and performed by Neo-Futurist Ensemble Member, Abby Pajakowksi. THE DOOMSDAY CLOCK TICKS 89 SECONDS…

Friday, September 19th
7:00 p.m.8:30 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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