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Upcoming Chicago Events

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Comedy Hour at Annoyance Theatre
May2
May3
Theatre & Performing Arts

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, May 2nd
12:00 a.m.Saturday, May 3rd
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Seeing Connections: The Art of Richard Penn
May2
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 2nd
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
May2
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 2nd
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Flight of Butterflies
May2
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 2nd
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
May2
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 2nd
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Level Up: Writers & Gamers
May2
Museums, Galleries & Exhibitions

Level Up: Writers & Gamers

Embark on a thrilling adventure into the world of game writing! Level Up: Writers & Gamers takes you on a journey from the 1970s to today,…

Friday, May 2nd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Resilience—A Sansei Sense of Legacy
May2
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 2nd
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum & Education Center
9603 Woods Drive
Hershey Super Sweet Adventure
May2
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 2nd
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
Spring Flower Show at Garfield Park Conservatory
May2

Spring Flower Show at Garfield Park Conservatory

This year’s Spring Flower Show, “Rooted in Mystery” explores the critical parts of plants that we don’t usually see – the roots! In addition to…

Garfield Park

Event details
Friday, May 2nd
10:00 a.m.8:00 p.m.
Garfield Park Conservatory
300 N. Central Park Ave.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May2
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 2nd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Interconnected: Birds and Wildflowers of Illinois, Paintings by Molly Cranch
May2
Museums, Galleries & Exhibitions

Interconnected: Birds and Wildflowers of Illinois, Paintings by Molly Cranch

Interconnected: Birds and Wildflowers of Illinois Molly Cranch’s paintings are an exploration of the biodiversity surrounding  us. Working with a soft color palette and layered…

Friday, May 2nd
11:00 a.m.3:00 p.m.
Chicago Greeter InstaGreeter Walks of the Loop
May2

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 2nd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Polish Flag Raising Ceremony
May2
Festivals, Fairs & Special Events

Polish Flag Raising Ceremony

Polish Flag Raising to celebrate the Day of the Polish Flag established by the Polish Parliament.

Friday, May 2nd
12:00 p.m.1:00 p.m.
Daley Civic Center
50 W. Washington St.
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May2
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 2nd
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Wicker Park Bucktown’s “First Fridays” Art Walk
May2
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 2nd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Sheri Smith aka Creme Sheri Presents, “When I See, When I Hear, I Draw… Musical Muses and Others.”
May2
Museums, Galleries & Exhibitions

Sheri Smith aka Creme Sheri Presents, “When I See, When I Hear, I Draw… Musical Muses and Others.”

Sheri Smith’s artistic practice explores the fleeting nature of live music performances through works on suede board, utilizing Caran d’Ache crayons and scratch-board to depict…

Friday, May 2nd
6:00 p.m.9:00 p.m.
August House Studio
2113 West Roscoe Street
Teatro Zinzanni
May2
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 2nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Tequila and Wine Tasting at Navy Pier
May2
Festivals, Fairs & Special Events

Tequila and Wine Tasting at Navy Pier

Title: Amor a México – Tequila and Wine Tasting at Navy Pier Date: 05/02/25 Time: 6pm Location: Bar Sol, Navy Pier, Navy Pier, 700 E…

Friday, May 2nd
6:00 p.m.11:00 p.m.
Bar Sol
700 East Grand Avenue
Chicago White Sox vs. Houston Astros
May2
Friday, May 2nd
6:40 p.m.9:00 p.m.
Guaranteed Rate Field
333 W 35th St
The Infinite Wrench
May2
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 2nd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Chicago Arte Agave Tequila & Mezcal Festival
May2
Festivals, Fairs & Special Events

Chicago Arte Agave Tequila & Mezcal Festival

Experience the rich flavors and vibrant culture of Mexico at the Chicago Arte Agave Tequila & Mezcal Festival! Enjoy premium tequila and mezcal tastings, live…

Friday, May 2nd
7:00 p.m.8:15 p.m.
Sarabande Chicago
2726 West Roscoe Street
Links Hall’s Spring 2025 Co-MISSION Works-in-Progress
May2
Theatre & Performing Arts

Links Hall’s Spring 2025 Co-MISSION Works-in-Progress

Links Hall’s Spring 2025 Co-MISSION Fellows offer a split bill Works-In-Progress showing featuring Tuli Bera, Jacinda Bullie, and Jaquanda Villegas. Additionally, Fall 2024 Resident Selena…

Friday, May 2nd
7:00 p.m.8:30 p.m.
Links Hall
3111 North Western Avenue
ComedySportz Chicago
May2
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 2nd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
May2
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 2nd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
bean-night

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