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

Upcoming Chicago Events

Check out what's happening all around Chicago.

Marriott Theatre Presents: Titanic The Musical
May16
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 16th
Marriott Theatre
10 Marriott Dr.
Comedy Hour at Annoyance Theatre
May16
May17
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 16th
12:00 a.m.Saturday, May 17th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Seeing Connections: The Art of Richard Penn
May16
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 16th
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
May16
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 16th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Flight of Butterflies
May16
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 16th
10:00 a.m.4:00 p.m.
Homeschool Days at PEPPA PIG World of Play Chicago
May16
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 16th
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Hershey Super Sweet Adventure
May16
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 16th
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
Peter Pan at Chicago Kids Company
May16
Music & Comedy

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Friday, May 16th
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May16
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 16th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Greeter InstaGreeter Walks of the Loop
May16

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 16th
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
May16
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 16th
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
May16
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 16th
1:00 p.m.3:00 p.m.
Chicago Loop & River North
Chicago Skyline Sail – Escape the City Hustle
May16
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 16th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May16
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 16th
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
NoMI Garden Maison Marché: Season Opener
May16
Festivals, Fairs & Special Events

NoMI Garden Maison Marché: Season Opener

NoMI Garden Maison Marché: Season Opener Friday, May 16 from 5:00 p.m. – 7:00 p.m. 7th Floor of Park Hyatt Chicago $125 Early Bird Admission…

Friday, May 16th
5:00 p.m.7:00 p.m.
NoMI
800 N. Michigan Ave
Windy City Margarita Fest
May16
Festivals, Fairs & Special Events, Music & Comedy

Windy City Margarita Fest

Windy City Margarita Fest is back, so mark your calendars! We’re serving up 15+ kinds of margaritas—from OG classics to new flavors that’ll hit just…

Friday, May 16th
5:00 p.m.10:00 p.m.
Pilsen
1400 W. Cermak Road
Chicago Style Improv
May16
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 16th
6:00 p.m.7:00 p.m.
The Revival
906 S Wabash Ave
Teatro Zinzanni
May16
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 16th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
May16
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 16th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
May16
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 16th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
May16
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 16th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Terror Cottas and Chicago Park District Present “The Ostrich”
May16
Theatre & Performing Arts

The Terror Cottas and Chicago Park District Present “The Ostrich”

The Terror Cottas and Chicago Park District are pleased to announce the world premiere of The Ostrich, written by Wendy A. Schmidt and directed by…

Friday, May 16th
7:00 p.m.9:00 p.m.
Berger Park’s North Mansion
Zhou B Art Center 3rd Friday
May16
Museums, Galleries & Exhibitions

Zhou B Art Center 3rd Friday

Zhou B Art Center opens exhibitions every 3rd Friday of the month with an evening reception from 7pm-10pm hosted by resident artists and galleries. This…

Friday, May 16th
7:00 p.m.10:00 p.m.
Zhou B Art Center
1029 W. 35th St.
Trinity Irish Dance Company’s MCA Opening Night Performance & Gala
May16
Theatre & Performing Arts

Trinity Irish Dance Company’s MCA Opening Night Performance & Gala

The critically acclaimed Trinity Irish Dance Company kicks off their landmark 35th anniversary season with a four-performance engagement at the Museum of Contemporary Art and…

Friday, May 16th
7:00 p.m.11:00 p.m.
Museum of Contemporary Art
220 E. Chicago Ave.
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