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Upcoming Chicago Events

Check out what's happening all around Chicago.

Chicago Greeter InstaGreeter Walks of the Riverwalk
Sep21

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…

Sunday, September 21st
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Sep21

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…

Sunday, September 21st
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Angels in America, Part Two: Perestroika
Sep21
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…

Sunday, September 21st
12:00 p.m.3:00 p.m.
Windy City Playhouse
3014 W. Irving Park Rd.
Rappel In Northwest Chicago
Sep21
Sports & Recreation, Tours & Attractions

Rappel In Northwest Chicago

Conquer your limits at 168 feet up and rappel down the Westin Chicago Northwest in Itasca Illinois. Professional equipment provided and no experience needed. Trained…

Sunday, September 21st
12:00 p.m.3:00 p.m.
Westin Chicago Northwest
400 Park Blvd.
Oktoberfest with the Cubs
Sep21
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…

Sunday, September 21st
12:00 p.m.7:00 p.m.
Toyota Camry Lot
1126 W. Grace St.
West Loop Music & Art Fest
Sep21
Festivals, Fairs & Special Events

West Loop Music & Art Fest

The West Loop Music & Art Fest transforms Fulton Street into a dynamic, open-air gallery and music venue. Spanning 5 city blocks, this family-friendly festival…

Sunday, September 21st
12:00 p.m.10:00 p.m.
West Loop
Jerk, Seafood & Vegan Fest (JSVFest)
Sep21
Festivals, Fairs & Special Events

Jerk, Seafood & Vegan Fest (JSVFest)

The JSVFest, now in its 9th year, will serve up the best Caribbean jerk, grilled seafood, and plant-based cuisine with an island twist featuring the…

Sunday, September 21st
12:00 p.m.10:00 p.m.
Union Park
1500 West Washington Blvd
Park, Tailgate & Sail
Sep21
Festivals, Fairs & Special Events

Park, Tailgate & Sail

Join us for an Oktoberfest themed all-you-can-eat tailgate buffet before the Bears game and then take a Shoreline Water Taxi to and from Soldier Field.…

Sunday, September 21st
12:15 p.m.2:15 p.m.
Harry Caray’s Tavern Navy Pier
700 E Grand Avenue
Seadog Architecture Tour on the Chicago River
Sep21
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…

Sunday, September 21st
12:30 p.m.1:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago Skyline Sail – Escape the City Hustle
Sep21
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…

Sunday, September 21st
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Late Nite Catechism, the Comedy Legend, Returns
Sep21
Theatre & Performing Arts

Late Nite Catechism, the Comedy Legend, Returns

Call it Loretta Young meets Carol Burnett and Whoopi Goldberg. Late Nite Catechism is part catechism class, part stand-up routine. Written by Vicki Quade &…

Sunday, September 21st
1:00 p.m.3:00 p.m.
The iO Theater
1501 North Kingsbury Street
Chicago White Sox vs. San Diego Padres
Sep21
Sunday, September 21st
1:10 p.m.3:30 p.m.
Guaranteed Rate Field
333 W 35th St
Tom & Eliza
Sep21
Theatre & Performing Arts

Tom & Eliza

Tom & Eliza is a dual meditation on the choices we make (and those we don’t) in a world that spins relentlessly into the future. Performed…

Sunday, September 21st
2:00 p.m.3:10 p.m.
TUTA Theatre
4670 N. Manor Avenue
Big White Fog
Sep21
Theatre & Performing Arts

Big White Fog

Theodore Ward’s Big White Fog is the big shoulders on which A Raisin in the Sun stands. First completed in 1938, funded by the Federal Theatre Project, and influenced…

Sunday, September 21st
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Gangsta Baby
Sep21
Theatre & Performing Arts

Gangsta Baby

The hit production from the London Pub Theatre scene – first production in the US Junior is a queer sex worker in Hastings suffering from…

Sunday, September 21st
2:00 p.m.4:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Growing Home’s 4th Annual Backyard Barbecue
Sep21
Tours & Attractions

Growing Home’s 4th Annual Backyard Barbecue

Growing Home’s Backyard Barbecue is our signature annual celebration that brings together community members, partners, and supporters to honor the impact of Chicago’s first and…

Sunday, September 21st
2:00 p.m.5:00 p.m.
Growing Home’s Wood Street Urban Farm
5814 S. Wood Street
Zosia Mamet: Does This Make Me Funny?
Sep21
Festivals, Fairs & Special Events

Zosia Mamet: Does This Make Me Funny?

You may know Zosia Mamet from her role as Shoshanna on HBO’s Girls, or according to Mamet herself, as a “nepo baby lite, a nepito…

Sunday, September 21st
3:00 p.m.4:00 p.m.
Apollo’s 2000
2875 W. Cermak Road
Chicago Skyline Sail – Escape the City Hustle
Sep21
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…

Sunday, September 21st
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
The Book of Will
Sep21
Theatre & Performing Arts

The Book of Will

Without William Shakespeare, we wouldn’t have literary masterpieces like ROMEO AND JULIET. But without Henry Condell and John Heminges, we would have lost half of…

Sunday, September 21st
3:00 p.m.5:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Refracted Light
Sep21
Theatre & Performing Arts

Refracted Light

Refracted Light was developed in workshops over the course of a year as part of EFCT’s New Works Development Project.  A family faces the upheaval…

Sunday, September 21st
3:00 p.m.5:00 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
Refracted Theatre Company Presents “Dream Hou$e”
Sep21
Theatre & Performing Arts

Refracted Theatre Company Presents “Dream Hou$e”

Award-winning Refracted Theatre Company presents Dream Hou$e, written by Eliana Pipes and directed by Laura Alcalá Baker, September 12 – October 18, at the Den…

Sunday, September 21st
3:00 p.m.5:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Taste of Evanston
Sep21
Festivals, Fairs & Special Events

Taste of Evanston

The Taste of Evanston is North Shore’s premier foodie celebration! This year’s 11th anniversary event will feature 40 of Evanston’s most cherished restaurants, breweries and…

Sunday, September 21st
3:00 p.m.6:00 p.m.
Charles Gates Dawes House
225 Greenwood St
Architecture River Tour in Chicago
Sep21
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…

Sunday, September 21st
5:00 p.m.7:00 p.m.
Summer Of George
900 South Wells Street
To Wong Foo 30th Anniversary Celebration
Sep21
Festivals, Fairs & Special Events

To Wong Foo 30th Anniversary Celebration

Join us for To Wong Foo Turns 30, a fabulous one-night-only celebration of To Wong Foo, Thanks for Everything! Julie Newmar on its 30th anniversary.…

Sunday, September 21st
5:00 p.m.11:30 p.m.
Music Box Theatre
3733 North Southport Avenue
bean-night

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