Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events category
Music & Comedy
Music & Comedy
Martina McBride Live In Concert
Martina McBride is scheduled to perform at the Ravinia Festival in Highland Park on Saturday, September 19, 2026.
Music & Comedy
Phoebe Bridgers – The Lost Tour
Phoebe Bridgers will bring her newly announced headline arena run, The Lost Tour, to Chicago on Saturday, September 19, 2026, at the United Center.
Music & Comedy
Beth Hart: 2026 Tour
Beth Hart is performing in Chicago on Saturday, September 19, 2026, at the Riviera Theatre. The show is part of her 2026 tour and is…
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, 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…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Slumber Party Comedy Show
Slumber Party! A Comedy Show for Gossip Lovers A night of giggles, gossip, and games with your favorite Chicago comedians. Welcome to Slumber Party! Come…
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…
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
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
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, 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
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
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
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
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
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
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
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…
Explore Chicago hotels, flights, deals, and more
Plan your trip
