Upcoming Chicago Events
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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
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
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
Outlaw Music Festival: Willie Nelson, Avett Brothers & Lukas Nelson
The Outlaw Music Festival is scheduled to stop in Tinley Park on Tuesday, August 25, 2026. This year’s tour features a high-powered lineup celebrating country,…
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
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Music & Comedy
Deep Purple & Kansas Live In Concert
Deep Purple and Kansas are performing together in Highland Park, IL, on Tuesday, August 25, 2026, as part of the Ravinia Festival.
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…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
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.…
Music & Comedy
Seesh Money at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Hailing from the vibrant D.C. &…
Music & Comedy
Brandi Carlile & I’m With Her – The Human Tour
Brandi Carlile is performing in Highland Park, IL, on Wednesday, August 26, 2026, at the Ravinia Festival as part of her “The Human Tour” Support…
Music & Comedy
Ken Carson – xperimenting Tour
Ken Carson will kick off his massive, newly announced headlining U.S. trek, the xperimenting tour, in Chicago, Illinois, on Wednesday, August 26, 2026. The fall…
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
Grupo Frontera – Triste Pero Bien C*brón Tour
Grupo Frontera is bringing the “Triste Pero Bien C*brón Tour” to Rosemont on Wednesday, August 26, 2026, for a performance at the Allstate Arena.
Music & Comedy, Theatre & Performing Arts
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…
Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Music & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
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
NEEDTOBREATHE & Drew And Ellie Holcomb – The Long Surrender Tour
NEEDTOBREATHE is scheduled to perform in Chicago on Thursday, August 27, 2026. The concert is part of “The Long Surrender Tour” and will feature special…
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
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…
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