Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events
Music & Comedy
Chicago’s Best Stand Up
Welcome to The Laugh Factory – Chicago, where on December 15, 2025, Chicago’s Best Stand Up will take the stage at 8:00 PM. Known for…
Music & Comedy
Rod Wave – The Redemption Experience 2025-26 Tour
Rod Wave is scheduled to perform two shows in Chicago at the United Center as part of his Redemption Experience Tour in December 2025.
Music & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Music & Comedy
Tomato Throw Show
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Music & Comedy
Fresh Faces of Chicago
Welcome to The Laugh Factory – Chicago, where the vibrant city of Chicago comes alive with the Fresh Faces of Chicago on December 16, 2025,…
Music & Comedy
Rod Wave – The Redemption Experience 2025-26 Tour
Rod Wave is scheduled to perform two shows in Chicago at the United Center as part of his Redemption Experience Tour in December 2025.
Music & Comedy
Crowd Work Wednesday
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…
Music & Comedy
Pink Martini All Stars
Thomas Lauderdale’s globe-trotting “little orchestra” Pink Martini is back with an all-new holiday show that brings triple the joy! Featuring three of the band’s favorite…
Music & Comedy
Chicago’s Best Stand Up
Welcome to Chicago’s Best Stand Up at The Laugh Factory – Chicago, featuring the hilarious talents of Chicago’s top comedians. Join us on December 26,…
Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
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…
Music & Comedy, Theatre & Performing Arts
Duluth: An Improvised Midwest Murder
Based on the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will improvise a…
Music & Comedy, Theatre & Performing Arts
Dumb and Drummer
Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…
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
Modi: Big Deal Comedy Fest
Don’t miss Modi, Elon Gold, and Michael Rapaport at the Big Deal Comedy Fest in Chicago on December 18th and Los Angeles on December 21st.
Music & Comedy, Theatre & Performing Arts
Improvsed DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…
Music & Comedy
Cafe Lounge Underwater Sketch Comedy Show
A night with Cafe Lounge Underwater is like the best house party you’ve ever been to. There’s dancing, music, drinks, and of course, meeting strangers…
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…
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…
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…
Explore Chicago hotels, flights, deals, and more
Plan your trip
