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Upcoming Chicago Events

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Lifeline Theatre Presents World Premiere of H.G. Wells’ War of the Worlds
May23
Theatre & Performing Arts

Lifeline Theatre Presents World Premiere of H.G. Wells’ War of the Worlds

Breaking news: the Martians have landed…in Chicago! Our world is watched keenly and closely by intelligences greater than ours, yet just as mortal. They regard…

Friday, May 23rd
8:00 a.m.5:00 p.m.
Lifeline Theater, 6912 N. Glenwood Ave., Chicago, IL 60626
6912 N. Glenwood Ave.
Seeing Connections: The Art of Richard Penn
May23
Museums, Galleries & Exhibitions

Seeing Connections: The Art of Richard Penn

Inspiration for art can come from many sources. Retired University of Chicago Medicine neurosurgeon and artist Richard Penn finds inspiration in nature, philosophy, science, and…

Friday, May 23rd
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Dressed in History: A Costume Collection Retrospective
May23
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Friday, May 23rd
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Flight of Butterflies
May23
Museums, Galleries & Exhibitions

Flight of Butterflies

ntroducing the Flight of Butterflies! This city-wide exhibit merges nature, art, and story telling, creating a memorable experience for all in Chicago. Local artists adorn…

Friday, May 23rd
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
May23
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…

Friday, May 23rd
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Resilience—A Sansei Sense of Legacy
May23
Museums, Galleries & Exhibitions

Resilience—A Sansei Sense of Legacy

In 1942, in response to the bombing of Pearl Harbor by Japanese forces, President Franklin Roosevelt signed into law Executive Order 9066. The law ordered…

Friday, May 23rd
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum & Education Center
9603 Woods Drive
Hershey Super Sweet Adventure
May23
Tours & Attractions

Hershey Super Sweet Adventure

You and your family can seek, play, and explore at Hershey Super Sweet Adventure, an interactive experience designed for guests of all ages! This unique…

Friday, May 23rd
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May23
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, May 23rd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Fleurs de Villes Downton Abbey
May23
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Fleurs de Villes Downton Abbey

Fusing floral design and bespoke fashion, global sensation Fleurs de Villes returns to 900 North Michigan Shops May 21-25 with new show Fleurs de Villes Downton Abbey – a fresh…

Friday, May 23rd
11:00 a.m.6:00 p.m.
900 North Michigan Shops
900 North Michigan Avenue
Chicago Greeter InstaGreeter Walks of the Riverwalk
May23

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, May 23rd
11:30 a.m.1:00 p.m.
Vietnam Veteran’s Memorial
Chicago Greeter InstaGreeter Walks of the Loop
May23

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, May 23rd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Chicago Skyline Sail – Escape the City Hustle
May23
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, May 23rd
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
May23
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, May 23rd
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
May23
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, May 23rd
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May23
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, May 23rd
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
Chicago Style Improv
May23
Music & Comedy, Theatre & Performing Arts

Chicago Style Improv

Get ready to experience “classic” improvisation that will leave you laughing long after the curtains close! Combining lightning-fast wit, razor-sharp skills, and boundless creativity, Chicago…

Friday, May 23rd
6:00 p.m.7:00 p.m.
The Revival
906 S Wabash Ave
Wicker Park Bucktown’s “First Fridays” Art Walk
May23
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, May 23rd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Teatro Zinzanni
May23
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…

Friday, May 23rd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chicago Dogs Happy Friday T-Shirt Giveaway Presented by Miller Lite
May23
Sports & Recreation

Chicago Dogs Happy Friday T-Shirt Giveaway Presented by Miller Lite

The Chicago Dogs will play against the Lincoln Saltdogs at the state-of-the-art Impact Field in Rosemont. Pre-game live music and Happy Hour drink specials will run from…

Friday, May 23rd
6:30 p.m.8:30 p.m.
Impact Field
9850 Balmoral Avenue
Chicago White Sox vs. Texas Rangers
May23
Friday, May 23rd
6:40 p.m.9:00 p.m.
Guaranteed Rate Field
333 W 35th St
The Infinite Wrench
May23
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, May 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Every Brilliant Thing
May23
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Friday, May 23rd
7:00 p.m.8:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
ComedySportz Chicago
May23
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, May 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
May23
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, May 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
bean-night

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