Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events category
Music & Comedy
Music & Comedy, Theatre & Performing Arts
Best of The Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
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
Kim Congdon at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kim Congdon is a Los Angeles…
Music & Comedy, Theatre & Performing Arts
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
Music & Comedy
Belmont – 2026 Tour
The band Belmont is performing at the House of Blues Chicago on Saturday, August 8, 2026. Lineup: Belmont, Major League, Spite House, and all in…
Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Mozart Requiem
Giancarlo Guerrero leads the Grant Park Orchestra and Chorus in Mozart’s soul-stirring Requiem, left incomplete at the time of the composer’s premature death at 35.…
Music & Comedy
Jack Harlow – The Monica Tour
Jack Harlow is scheduled to perform in Chicago on Saturday, August 8, 2026, as part of “The Monica Tour”. This tour supports his recently released,…
Music & Comedy
Chance The Rapper Live In Concert
Chance the Rapper is scheduled to perform in Highland Park on Saturday, August 8, 2026, as part of the Ravinia Festival summer lineup. This highly…
Music & Comedy
The Psychedelic Furs & Living Colour
The Psychedelic Furs and Living Colour are performing at the Riviera Theatre in Chicago on Saturday, August 8, 2026.
Music & Comedy
Chance the Rapper – Coloring Book 10-Year Anniversary Tour
Chance the Rapper will headline a special hometown performance at Ravinia Festival on Saturday, August 8, 2026. The exclusive performance serves as the official kickoff…
Music & Comedy, Theatre & Performing Arts
Best of The Second City: Chicago-Style
The Best of The Second City: Chicago-Style is a fast-paced sketch and improv comedy revue from The Second City featuring classic scenes from its legendary…
Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy
Kim Congdon at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kim Congdon is a Los Angeles…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Music & Comedy
The Improvised Movie: Summer Blockbusters
Are you ready for a cinematic showdown where your favorite song lyrics inspire completely improvised, never-seen-before, and never-seen-again summer movies? Join us Saturdays in July…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Music & Comedy, Theatre & Performing Arts
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts, Tours & Attractions
The Eras Tour (Drag Version)
DOWN BAD because you missed The Eras Tour? Or do you just miss it because IT’S OVER NOW? Well, best believe you don’t need to…
Music & Comedy, Theatre & Performing Arts
Best of The Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Music & Comedy
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Explore Chicago hotels, flights, deals, and more
Plan your trip
