Upcoming Chicago Events
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Music & Comedy
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
DuSummer Live Music Series
DuSummer Music Series 2026 Get ready for an unforgettable summer of music at the DuSable Museum Outdoor Courtyard! Join us every other Thursday for some…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Grant Park Music Festival Vocal Fellows at Columbus Park Refectory
Join the Grant Park Music Festival Vocal Fellows in this free outdoor concert! The program, featuring music from classical to jazz and pop, celebrates America’s…
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. GRAMMY Legacies and…
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…
Music & Comedy
Alaire Thomas at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Alaire Thomas is a New York–based…
Music & Comedy
Jon B. Live In Concert
Jon B. is performing at the House of Blues Chicago on Thursday, August 6, 2026.
Festivals, Fairs & Special Events, Music & Comedy
Rockin’ in the Park 2026 Free Summer Concert Series
Rosemont’s Parkway Bank Park Entertainment District (5501 Park Place, Rosemont) will set the stage for another summer of live music with the return of its “Rockin’ in the…
Music & Comedy
WOODZ – 2026 WOODZ World Tour “Archive. 1”
South Korean singer-songwriter and all-rounder artist WOODZ (Cho Seung-youn) is scheduled to perform live in Chicago, Illinois on Thursday, August 6, 2026 as part of…
Music & Comedy
Press Start: An Improvised Musical
Press Start: An Improvised Musical is a hilarious, high-energy full improvised musical inspired by the games you know and love. Each show, our cast creates…
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
Chingona Comedy Hour
CALLING ALL CHINGONAS!! Summertime is still in full swing! So keep the fiesta going and get your locas together and start the weekend off un…
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
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, Theatre & Performing Arts
Sketch Playlist at iO Theater
Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…
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
Young the Giant at Huntington Bank Pavilion
Join us for Young the Giant at Huntington Bank Pavilion on August 7, 2026 for a night of live music and skyline views. Looking to…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts, Tours & Attractions
The Eras Tour (Drag Version)
DOWN BAD because you missed The Eras Tour? Or do you just miss it because IT’S OVER NOW? Well, best believe you don’t need to…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Mozart Requiem
Giancarlo Guerrero leads the Grant Park Orchestra and Chorus in Mozart’s soul-stirring Requiem, left incomplete at the time of the composer’s premature death at 35.…
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
Young The Giant – Victory Garden Tour 2026
Young the Giant is bringing their Victory Garden Tour to Chicago’s Huntington Bank Pavilion at Northerly Island on Friday, August 7, 2026. The tour supports…
Music & Comedy
Train Live In Chicago – Drops of Jupiter Anniversary Tour
Chart-topping band Train /w special guests Barenaked Ladies & Matt Nathanson will perform live at Credit Union 1 Amphitheatre on Aug. 7, 2026.
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