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Upcoming Chicago Events

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Mojo Brookzz: I know You F*ckin Lying Tour
Sep13
Music & Comedy

Mojo Brookzz: I know You F*ckin Lying Tour

Comedian Mojo Brookzz will perform live at The Chicago Theatre on Sep. 13, 2025.

Saturday, September 13th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Here 4 A Bit *Naughty Improv
Sep13
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, September 13th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Sep13
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, September 13th
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
Sep13
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, September 13th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Franz West: Millennium Park
Sep14
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…

Sunday, September 14th
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Sep14
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Sunday, September 14th
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Teatro Zinzanni
Sep14
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…

Sunday, September 14th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Division Street Farmers Market
Sep14
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 14th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Sep14
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 14th
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Maxwell Street Market
Sep14
Festivals, Fairs & Special Events

Maxwell Street Market

Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.

Sunday, September 14th
10:00 a.m.3:00 p.m.
Maxwell Street Market
800 S. Desplaines St.
By A Thread: Nature’s Resilience
Sep14
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 14th
10:00 a.m.4:00 p.m.
Waters of the Abyss: An Intersection of Spirit and Freedom
Sep14
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 14th
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep14
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 14th
10:00 a.m.5:00 p.m.
Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection
Sep14
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 14th
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
Sep14
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 14th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Lakeview East Festival of the Arts
Sep14
Festivals, Fairs & Special Events

Lakeview East Festival of the Arts

The Lakeview East Chamber of Commerce is proud to host and produce the 20th Annual Lakeview East Festival of the Arts. The official hours for…

Sunday, September 14th
11:00 a.m.6:00 p.m.
Lakeview East
Chicago Greeter InstaGreeter Walks of the Riverwalk
Sep14

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 14th
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
Sep14

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 14th
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Rappel In Northwest Chicago
Sep14
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 14th
12:00 p.m.3:00 p.m.
Westin Chicago Northwest
400 Park Blvd.
Chicago Skyline Sail – Escape the City Hustle
Sep14
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 14th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Late Nite Catechism, the Comedy Legend, Returns
Sep14
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 14th
1:00 p.m.3:00 p.m.
The iO Theater
1501 North Kingsbury Street
Chicago Cubs vs. Tampa Bay Rays
Sep14
Sunday, September 14th
1:20 p.m.4:00 p.m.
Wrigley Field
1060 West Addison Street
Chicago Skyline Sail – Escape the City Hustle
Sep14
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 14th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Refracted Theatre Company Presents “Dream Hou$e”
Sep14
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 14th
3:00 p.m.5:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
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