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Music & Comedy, Theatre & Performing Arts
Dark Side of the Pillow Sketch Comedy Show
The thoughts you have at 2 a.m.? We put them on stage. Looking for a night out that feels unmistakably Chicago? Dark Side of the…
Thursday, May 7th
7:30 p.m. – 8:30 p.m.The De Matt Theater at The Second City
230 W North AveMusic & Comedy, Theatre & Performing Arts
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…
Music & Comedy
DiDonato Performs Neruda Songs
In her final program as 2025/26 CSO Artist-in-Residence, Joyce DiDonato — one of today’s most compelling operatic storytellers — brings extraordinary emotional depth to Neruda Songs,…
Thursday, May 7th
7:30 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Mika – Spinning Out Tour North America
Internationally acclaimed pop artist Mika is scheduled to perform in Chicago on Thursday, May 7, 2026, as part of the “Spinning Out Tour North America”.
Thursday, May 7th
7:30 p.m. – 10:30 p.m.The Riveria Theater
4746 N Racine AveMusic & Comedy
Cosmic Comedy Hour
Cosmic Comedy Hour is a one-hour live comedy show that combines magic, improv, and theatrical comedy into one fast-paced experience. Unlike traditional comedy shows, this…
Thursday, May 7th
8:00 p.m. – 9:00 p.m.cosmic underground theater
3433 W Fullerton AveMusic & Comedy
Sooshi Mango – The Home Made World Tour 2026
The Australian comedy trio Sooshi Mango is scheduled to perform in Chicago, IL, on Thursday, May 7, 2026, as part of their “The Home Made…
Thursday, May 7th
8:00 p.m. – 10:00 p.m.Historic Main Stage at Athenaeum Center
2936 N. Southport AveMusic & Comedy
Carlos Vives Live In Chicago – Tour al Sol
Carlos Vives will bring his electrifying Tour al Sol 2026 to Rosemont on May 7 at the Rosemont Theatre, delivering a night of high-energy music…
Thursday, May 7th
8:00 p.m. – 11:00 p.m.Rosemont TheatreMusic & Comedy
Peso Pluma – Dinastia Tour 2026
Mexican music star Peso Pluma is scheduled to perform in Chicago on Thursday, May 7, 2026, as the grand finale of his North American “DINASTÍA…
Thursday, May 7th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St,Music & Comedy, Theatre & Performing Arts
moonwatchers
It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…
Thursday, May 7th
8:00 p.m. – Sunday, May 24th
2:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueMusic & Comedy
Roast Battle at Zanies
Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…
Music & Comedy
Disclosure: Spring 2026 North America Tour
Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.
Friday, May 8th
6:30 p.m. – 9:30 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & Comedy
August Burns Red & The Amity Affliction – Spring Horizons 2026 Tour
August Burns Red and The Amity Affliction will perform in Chicago on Friday, May 8, 2026, at the Riviera Theatre as part of their “Spring…
Friday, May 8th
6:30 p.m. – 10:00 p.m.The Riveria Theater
4746 N Racine AveMusic & 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…
Friday, May 8th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
Friday, May 8th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Francesca Amari – Different Drum: The Music of Linda Ronstadt
Linda Ronstadt is one of the biggest names in pop/rock music history, earning 12 Grammys & selling 100 million+ albums. Her iconic voice helped shape…
Friday, May 8th
7:30 p.m.The Checkout
4116 N. Clark St.Music & Comedy
Big Dogs: Red Rocket
The WINNERS of The Original Improv Gladiators, Season 39 are ready for their big mission; they’ll shoot for the moon, they’ll bring out all the…
Music & Comedy
Devil’s Daughter
The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Music & Comedy
Naomi Watanabe – From Tokyo 2026 Tour
Comedian, actor, and creator Naomi Watanabe will perform live at Vic Theatre on May 8, 2026.
Friday, May 8th
7:30 p.m. – 9:30 p.m.The Vic Theatre
3145 N. SheffieldMusic & Comedy, Theatre & Performing Arts
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…
Music & Comedy
DiDonato Performs Neruda Songs
In her final program as 2025/26 CSO Artist-in-Residence, Joyce DiDonato — one of today’s most compelling operatic storytellers — brings extraordinary emotional depth to Neruda Songs,…
Friday, May 8th
7:30 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Friday, May 8th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Missed Call Sketch Comedy Show
Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!
Friday, May 8th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Peso Pluma – Dinastia Tour 2026
Mexican music star Peso Pluma is scheduled to perform in Chicago on May 8-9, 2026, as the grand finale of his North American “DINASTÍA by…
Music & Comedy
The Rock Orchestra By Candlelight
The Rock Orchestra was created in 2020 by events empresario and producer Nathan Reed, with a vision of reimagining legendary Rock and Metal with all…
Friday, May 8th
8:00 p.m. – 11:00 p.m.Rosemont Theatre

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