Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events category
Music & Comedy
Music & Comedy
Riot Fest 2026
Daily Lineup Headliners: Friday, September 18: Headlined by Twenty One Pilots, Iggy Pop, Rise Against, and Pixies, with support from Alkaline Trio and The All-American…
Music & Comedy
Just Jeff & Friends
Established in 2019, Comedian Jeffery “Just Jeff” Hall’s “It Ain’t My Fault” Comedy Show features a hilarious mix of comedians, from up-and-coming comics to Comedy…
Music & Comedy
Marquee: Musical Improv
Musical theatre and improv collide as Marquee presents you with an hour of fully improvised musical comedy, spontaneously creating entire scenes, songs, and stories based…
Music & Comedy
ROLE MODEL – Chuck On Tour
ROLE MODEL is scheduled to perform live in Chicago, Illinois across two consecutive nights on Saturday, September 19, 2026, and Sunday, September 20, 2026. The…
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
Cody Smith at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Comedic Cody Smith is an exhilarating…
Music & Comedy
She & Him – Pump Up the Volumes Tour
She & Him (Zooey Deschanel and M. Ward) are performing live in Chicago on Sunday, September 20, 2026, serving as the official opening night of…
Music & Comedy
Xscape – Chicago – Symphony of Love with Live Orchestra
The legendary 90s R&B group Xscape will perform a special orchestral concert titled “Symphony of Love” in Chicago on Sunday, September 20, 2026, at The…
Music & Comedy, Theatre & Performing Arts
Vape! The Grease Parody
Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…
Music & Comedy
Harold Night
See the show that started it all, and experience the iO Theater’s groundbreaking, signature improv form: The Harold! This long-running, weekly improv tradition is double-headlined…
Music & Comedy
Deep Schwa
Chicago’s longest-running Harold team returns to iO to bring their unique blend of chaos and creativity to iO’s signature form The Harold melding games, songs, and scenes…
Music & Comedy
Kany Garcia – Puerta Abierta Tour
Kany García is bringing her Puerta Abierta Tour to Chicago on Sunday, September 20, 2026. The performance will take place at the historic Auditorium Theatre.
Music & Comedy
Kany Garcia
Puerto Rican singer-songwriter Kany García is a 7-time Latin GRAMMY® winner known for her powerful storytelling and emotional lyrics. She’s behind Latin pop hits like…
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
Music & Comedy
The Armando Diaz
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
Music & Comedy
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
Late Nite Mic with Vik Pandya at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
Music & Comedy, Theatre & Performing Arts
NICE SHIRT: The Second City Grad Revue
Original sketch comedy and improv from The Second City Conservatory’s graduating class, live at the Chicago e.t.c. Theater in Old Town. NICE SHIRT is the…
Music & Comedy
$10 Improv Night
All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
Music & Comedy
Ilana Glazer Live!
Comedian, actress, and Broad City co-creator Ilana Glazer is performing live in Chicago on Tuesday, September 22, 2026, as part of the newly announced expansion…
Music & Comedy
Weezer – The Gathering Tour
Weezer is scheduled to perform in Chicago on Tuesday, September 22, 2026, as part of their “The Gathering” Tour. Special Guests: The show will feature…
Music & Comedy
Logic & G-Eazy – Endless Summer Tour Part II
Logic and G-Eazy will perform at the Huntington Bank Pavilion at Northerly Island in Chicago on Tuesday, September 22, 2026. The co-headlining show is…
Music & Comedy
Ryan Beatty – Arms Over Armor
Singer-songwriter Ryan Beatty will perform live in Chicago on Tuesday, September 22, 2026, as part of his Arms Over Armor North American Tour ’26.
Explore Chicago hotels, flights, deals, and more
Plan your trip
