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Upcoming Chicago Events

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Spring Awakenings
May2
Theatre & Performing Arts

Spring Awakenings

In a world where curiosity is stifled and questions are met with silence, a group of teenagers finds themselves thrust into the chaos of adolescence…

Friday, May 2nd
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
R&B Invitation Tour
May2
Music & Comedy

R&B Invitation Tour

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2, 2025, for an evening of smooth vocals and timeless…

Friday, May 2nd
8:00 p.m.10:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet
May2
Music & Comedy

R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2,…

Friday, May 2nd
8:00 p.m.11:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
Notes on Masculinity: A Drag King-Centered Cabaret
May2
Theatre & Performing Arts

Notes on Masculinity: A Drag King-Centered Cabaret

Veteran performers Po’Chop and Switch the Boi Wonder host this bimonthly drag king-centered cabaret, where performers showcase the diversity of masculine drag with numbers that…

Friday, May 2nd
8:30 p.m.10:00 p.m.
Reva and David Logan Center for the Arts
915 East 60th Street
Lowkey Funny Comedy Show
May2
Music & Comedy, Theatre & Performing Arts

Lowkey Funny Comedy Show

This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…

Friday, May 2nd
8:30 p.m.11:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Latin Dance Night
May2
May3
Tours & Attractions

Latin Dance Night

Immerse yourself in a cultural experience on Friday evening! It’s the new and exciting Salsa & Bachata Night at Takito Street, where you can immerse…

Friday, May 2nd
9:00 p.m.Saturday, May 3rd
2:00 a.m.
Takito Street
2423 N Lincoln Ave
Voila: The Improvised Musical
May2
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, May 2nd
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
May2
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, May 2nd
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Franz West: Millennium Park
May3
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

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

Saturday, May 3rd
Millennium Park
201 E Randolph St
Two hundred fifty one days
May3
Museums, Galleries & Exhibitions

Two hundred fifty one days

Two hundred fifty one days, a solo exhibition by Bryana Bibbs, is an artist’s exploration of loss, ancestry, time, and memory. The show’s title references…

Saturday, May 3rd
Chicago Cultural Center
78 E Washington St
Marriott Theatre Presents: Titanic The Musical
May3
Theatre & Performing Arts

Marriott Theatre Presents: Titanic The Musical

Chicagoland’s longest running musical theatre, Marriott Theatre, continues its 50th Anniversary Season celebration with the epic production of Titanic The Musical, directed and choreographed by…

Saturday, May 3rd
Marriott Theatre
10 Marriott Dr.
GO DOG GO! • VE PERRO ¡VE!
May3
Theatre & Performing Arts

GO DOG GO! • VE PERRO ¡VE!

Come along with these delightful dogs as they drive, swim, play baseball and make their way to the big dog party — all in a…

Saturday, May 3rd
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Dressed in History: A Costume Collection Retrospective
May3
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…

Saturday, May 3rd
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Play For All at Chicago Children’s Museum
May3
Museums, Galleries & Exhibitions

Play For All at Chicago Children’s Museum

Play For All Saturday, April 5 at 10 am First Saturday of Every Month (through June 2026)   Chicago Children’s Museum’s Play For All initiative…

Saturday, May 3rd
10:00 a.m.12:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
Marché Privé
May3
Festivals, Fairs & Special Events

Marché Privé

 Marché Privé, a curated luxury pop-up market, is proud to announce its returning event celebrating Chicago’s BIPOC creative entrepreneurs. Scheduled to coincide with Derby Day,…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
The Promontory
5311 S. Lake Park Ave. W
Flight of Butterflies
May3
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…

Saturday, May 3rd
10:00 a.m.4:00 p.m.
The Art and Science of Arachnids
May3
Museums, Galleries & Exhibitions

The Art and Science of Arachnids

Get ready to encounter a variety of fascinating animals in The Art and Science of Arachnids! Visitors of all ages will have the opportunity to experience…

Saturday, May 3rd
10:00 a.m.4:00 p.m.
Level Up: Writers & Gamers
May3
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,…

Saturday, May 3rd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Resilience—A Sansei Sense of Legacy
May3
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…

Saturday, May 3rd
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum & Education Center
9603 Woods Drive
Hershey Super Sweet Adventure
May3
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…

Saturday, May 3rd
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
Spring Flower Show at Garfield Park Conservatory
May3

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
Saturday, May 3rd
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
May3
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…

Saturday, May 3rd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Interconnected: Birds and Wildflowers of Illinois, Paintings by Molly Cranch
May3
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…

Saturday, May 3rd
11:00 a.m.3:00 p.m.
Chicago Greeter InstaGreeter walks of the Loop
May3
Festivals, Fairs & Special Events

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 walk, without…

Saturday, May 3rd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center
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