Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events
Music & Comedy, Theatre & Performing Arts
Class! with Sara Benincasa and Chad the Bird
No degree? No problem! Class is in session. Your nutty professors Sara Benincasa and Chad the Bird bring three geniuses to teach you stuff. Laugh…
Music & Comedy
CancerBlows Chicago
For the first time, CancerBlows comes to Chicago bringing its signature brand of music and hope through a special one-night concert event at Buddy Guy’s…
Music & Comedy
Set In Chicago Holiday Style
Set In Chicago is back just in time for the holidays. This improvised movie sequel will now feature snow falling down and holiday cheer abound…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist
Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…
Festivals, Fairs & Special Events
Letter to Santa
Little ones are invited to share their holiday wishes in our beautifully decorated lobby. Children can pen letters to Santa and place them in our…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Evanston Art Center’s 23nd Annual Winter Arts & Crafts Expo
The Evanston Art Center is proud to present the 23rd annual Winter Arts & Crafts Expo, featuring one-of-a-kind pieces of work by over 160 selected…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
Paris in Black Exhibition Opening at the DuSable Museum
Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance. Discover the…
Festivals, Fairs & Special Events
Holidays at Skydeck!
HOLIDAYS @ SKYDECK CHICAGO! Celebrate the season from 103 stories above the city at Holidays @ Skydeck! Skydeck’s lower-level Chicago museum and observation deck will…
Festivals, Fairs & Special Events
Christkindlmarket
What can you expect at the market? The German-style Christmas Market provides a safe outdoor experience for the whole family. All Christkindlmarkets are always free admission. The smell of roasted nuts,…
Festivals, Fairs & Special Events
Holiday Magic
We’re lighting up the night this holiday season! Returning with a brand new light display, celebrate more than 40 years of Holiday Magic. Now with…
Festivals, Fairs & Special Events
Sheraton Sleigh Bar, Presented by Shula’s Steak House
Celebrate the holidays in Chicago at the Sheraton Sleigh Bar, presented by Shula’s Steak House—a limited-time holiday pop-up bar located inside the Sheraton Grand Chicago Riverwalk. This festive…
Music & Comedy, Theatre & Performing Arts
Millennium Park Holiday Sing-Along
The Millennium Park Holiday Sing-Along invites Chicagoans and visitors to sing out and celebrate Chicago’s diverse holiday traditions at 6 p.m. on Fridays between December…
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…
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…
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…
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…
Music & Comedy
Jason Ellis at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Born in Melbourne Australia, and now…
Music & Comedy
Chicago’s Best Stand Up
Welcome to The Laugh Factory – Chicago, where laughter is guaranteed with Chicago’s Best Stand Up performing live on December 19, 2025, at 7:00 PM.…
Music & Comedy
Crumb
Welcome to the Byline Bank Aragon Ballroom in Chicago, Illinois – where the magic of live music comes to life! Get ready for an unforgettable…
Music & Comedy
The Black Angels
Welcome to the Byline Bank Aragon Ballroom in the vibrant city of Chicago, Illinois! On December 19, 2025, get ready to be mesmerized by the…
Music & Comedy
Unknown Metal Orchestra
Welcome to the electrifying performance by the Unknown Metal Orchestra at the iconic Byline Bank Aragon Ballroom in the heart of Chicago, Illinois! On December…
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…
Festivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
Music & Comedy
Happy Holly-Daze: A Holiday Drinking Game Performance
Year after year, Corn Productions brings the holiday magic in a tradition spanning over a decade. Happy Holly-Daze is a sketch comedy show about all…
Explore Chicago hotels, flights, deals, and more
Plan your trip
