Skip to consent to cookiesSkip navigation
Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Check out what's happening all around Chicago.

Cut to the Chase 2025
May1
Theatre & Performing Arts

Cut to the Chase 2025

A staple of Chicago theater for over two decades, CUT TO THE CHASE presents six new plays as one fun night of theater. This year’s…

Thursday, May 1st
8:00 p.m.9:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
The Roys of Succession Do Something Normal: An Improvised Show!
May1
Theatre & Performing Arts

The Roys of Succession Do Something Normal: An Improvised Show!

The famously dramatic leads from Succession – including Logan, Kendall, Shiv, Roman, and Connor Roy – try to accomplish something normal in a one hour…

Thursday, May 1st
9:00 p.m.10:00 p.m.
iO Theater
1501 N. Kingsbury St.
Franz West: Millennium Park
May2
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…

Friday, May 2nd
Millennium Park
201 E Randolph St
Two hundred fifty one days
May2
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…

Friday, May 2nd
Chicago Cultural Center
78 E Washington St
Marriott Theatre Presents: Titanic The Musical
May2
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…

Friday, May 2nd
Marriott Theatre
10 Marriott Dr.
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.
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
Team Deakins returns to the Athenaeum Center
May2
Theatre & Performing Arts

Team Deakins returns to the Athenaeum Center

Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…

Friday, May 2nd
6:30 p.m.8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
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
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide