Upcoming Chicago Events
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Music & Comedy
Music & Comedy
Lollapalooza Aftershow: The Story So Far
The Story So Far is performing their Official Lollapalooza Aftershow in Chicago on Saturday, August 1, 2026.
Music & Comedy
Lollapalooza Aftershow: kwn
British singer, songwriter, rapper, and producer kwn will perform live at Park West on Aug. 1, 2026.
Music & Comedy
Lollapalooza Aftershow: JADE
British pop artist JADE is returning to Chicago this summer to perform at Lollapalooza 2026 at Grant Park and a headline Lollapalooza Aftershow at The…
Festivals, Fairs & Special Events, Music & Comedy, Music
People’s Palooza 2026
- Presented by
necessary & sufficient coffee – Printers Row
Music & Comedy
Lollapalooza 2026
Lollapalooza 2026 is returning to Chicago’s historic Grant Park from Thursday, July 30 through Sunday, August 2, 2026, featuring over 170 incredible musical acts across…
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
HighQ
Is it a cannabis-themed game show or an uproarious, electively interactive live theatrical experience? Why can’t it be both? HighQ is an uplifting blend of…
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, Theatre & Performing Arts
Wheel of Improv
Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…
Music & Comedy
Barry Brewer at The Comedy Bar
Join Comedian Barry Brewer for a fun night of stand up comedy with a mix of crowd collaboration and conversation. Barry Brewer hails as one…
- Presented by
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
Millennium Park Summer Music Series
Millennium Park Summer Music Series features a wide variety of music from established and emerging artists at the iconic Jay Pritzker Pavilion. Featuring: The Budos…
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
Michael Charles and Band on The Tall Ship Windy Music Concert Series
We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of…
Music & Comedy
Ariana Grande – The Eternal Sunshine Tour
GRAMMY-winner and Academy Award and Golden Globe-nominated actress and musician Ariana Grande is bringing her ‘The Eternal Sunshine Tour’ to United Center on August 3,…
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
Tomato Throw Show at The Comedy Bar
Join us for the most fun interactive comedy show in Chicago, where the audience determines who’s the funniest (and the most unfunny) by throwing [fake]…
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
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…
Museums, Galleries & Exhibitions, Music & Comedy
Jazzin’ at the Shedd
Live jazz revels at Shedd Aquarium! Join us for the popular midweek Jazzin’ at the Shedd series with unforgettable evenings of music, mingling and marine life.…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
HACK JOB, A Comedy Show
HACK JOB COMEDY A biweekly showcase of Chicago’s best comedians at Blind Barber in Fulton Market! SHOW DETAILS: Doors @ 6 pm Show @ 7…
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