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Upcoming Chicago Events

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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
Cheech Marin: Culture, Comedy, and Chicano Art
Sep21
Festivals, Fairs & Special Events

Cheech Marin: Culture, Comedy, and Chicano Art

Step into the world of Cheech Marin — legendary actor, comedian, and cultural icon — as he shares his deep passion for Chicano art and…

Sunday, September 21st
6:00 p.m.7:00 p.m.
Apollo’s 2000
2875 W. Cermak Road
Stand Up for Pits Comedy Show
Sep21
Music & Comedy

Stand Up for Pits Comedy Show

3PM: DOORS/SILENT AUCTION 6PM: COMEDY SHOW The Stand Up For Pits Foundation (SUFP) is 501c3 nonprofit dedicated to educating, advocating, and saving the lives of…

Sunday, September 21st
6:00 p.m.8:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Wheel of Improv
Sep21
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, September 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
White Rabbit, Red Rabbit
Sep21
Theatre & Performing Arts

White Rabbit, Red Rabbit

Forbidden to leave his country, playwright Nassim Soleimanpour distilled the experience of an entire generation in a wild, utterly original play. WHITE RABBIT RED RABBIT…

Sunday, September 21st
7:30 p.m.9:00 p.m.
TUTA Theatre
4670 N. Manor Avenue
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

12 years ago, Theresa was stolen from her parents. Now a precocious 15-year-old, she has been rescued and returned to a family that had nearly…

Sunday, September 21st
7:30 p.m.9:30 p.m.
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
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
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
Dungeons & Dragons: The Twenty-Sided Tavern
Sep22
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…

Monday, September 22nd
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Sep22
Museums, Galleries & Exhibitions

The Messi Experience Chicago

The Messi Experience is an immersive and interactive multimedia exhibition inspired by the life and career of Lionel Messi. As part of its world tour,…

Monday, September 22nd
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
Reeling Film Festival
Sep22

Reeling Film Festival

Reeling is thrilled to invite audiences to enjoy in-person theater screenings at the following venues: Landmark’s Century Centre Cinema, 2828 N Clark St Chicago Filmmakers,…

Monday, September 22nd
Landmark’s Century Centre Cinema
2828 N Clark St
Division Street Farmers Market
Sep22
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.

Monday, September 22nd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Charting Imaginary Worlds: Why Fantasy and Games Are Inseparable
Sep22
Museums, Galleries & Exhibitions

Charting Imaginary Worlds: Why Fantasy and Games Are Inseparable

From Dungeons & Dragons to The Witcher, fantasy has long been a popular theme for games. But the relationship between fantasy and games is longer…

Monday, September 22nd
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
By A Thread: Nature’s Resilience
Sep22
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…

Monday, September 22nd
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
Sep22
Tours & Attractions

Homeschool Days at PEPPA PIG World of Play Chicago

Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…

Monday, September 22nd
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Big Bus Tours’ Hop-On, Hop-Off Tour
Sep22
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.…

Monday, September 22nd
10:00 a.m.5:00 p.m.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Sep22
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…

Monday, September 22nd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Seadog Architecture Tour on the Chicago River
Sep22
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…

Monday, September 22nd
12:30 p.m.1:30 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago Skyline Sail – Escape the City Hustle
Sep22
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…

Monday, September 22nd
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
Sep22
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…

Monday, September 22nd
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
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