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Upcoming Chicago Events

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Wolff’s Flea Market Opening Day
Sep21
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, September 21st
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Sep21
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, September 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Sep21
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, September 21st
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Abdoulaye Conde at Evanston Art Center
Sep21
Museums, Galleries & Exhibitions

Abdoulaye Conde at Evanston Art Center

The Evanston Art Center (EAC) is excited to welcome the public to our upcoming exhibition, Abdoulaye Conde. The exhibition will be on display from August…

Sunday, September 21st
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
By A Thread: Nature’s Resilience
Sep21
Museums, Galleries & Exhibitions

By A Thread: Nature’s Resilience

By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…

Sunday, September 21st
10:00 a.m.4:00 p.m.
Waters of the Abyss: An Intersection of Spirit and Freedom
Sep21
Museums, Galleries & Exhibitions

Waters of the Abyss: An Intersection of Spirit and Freedom

Waters of the Abyss: An Intersection of Spirit and Freedom is a massive and immersive series comprising embellishments of glass, crystals, shells, sand, metal, and…

Sunday, September 21st
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep21
Tours & Attractions

Big Bus Tours’ Hop-On, Hop-Off Tour

Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…

Sunday, September 21st
10:00 a.m.5:00 p.m.
Living in the Shade: Open Space and Public Housing
Sep21
Museums, Galleries & Exhibitions

Living in the Shade: Open Space and Public Housing

This exhibition at the National Public Housing Museum explores the role of open space—large lawns and tenant gardens, paved paths and play spaces, shady seating…

Sunday, September 21st
10:00 a.m.5:00 p.m.
National Public Housing Museum
919 S. Ada St.
Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection
Sep21
Museums, Galleries & Exhibitions

Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection

Hokusai & Ukiyo-e features 70 works and handcrafted objects by the masters of Japan’s Edo Period (1603-1868). The collection features 53 woodblock prints and original…

Sunday, September 21st
10:00 a.m.6:00 p.m.
McAninch Arts Center at the College of DuPage
425 Fawell Blvd
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Sep21
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…

Sunday, September 21st
11:00 a.m.1:00 p.m.
Chicago Loop & River North
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
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.
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
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
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 N Milwaukee Ave
90 Minute 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, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Evanston Art Center’s 23rd Annual Winter Arts & Crafts Expo
Sep21
Museums, Galleries & Exhibitions

Evanston Art Center’s 23rd Annual Winter Arts & Crafts Expo

The Evanston Art Center (EAC) is excited to announce our Call for Art for our 23rd Annual Winter Arts & Crafts Expo. EXHIBITION: 23rd Annual…

Sunday, September 21st
5:00 p.m.7:00 p.m.
Evanston Art Center
1717 Central St
Big Bus Tours’ Sunset Live Tour
Sep21
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…

Sunday, September 21st
7:30 p.m.9:15 p.m.
618 N Clark St.
618 N. Clark St
Mr. Wolf
Sep21
Theatre & Performing Arts

Mr. Wolf

14 years ago, the infant Theresa was stolen from her parents. Now, the precocious 15-year-old has been rescued, and quickly returned to a family that…

Sunday, September 21st
7:30 p.m.9:30 p.m.
The Annoyance Sketch Show: Late Stage Everything
Sep21
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, September 21st
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Franz West: Millennium Park
Sep22
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Monday, September 22nd
Millennium Park
201 E Randolph St
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