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Y2K SUMMER BASH | June 5 | 8:00 PM
WIGS: A standup comedy show | June 9 | 7 PM
BEYOND BEER & BOURBON FEST | MAY 30 | 12PM
Buckets @ Burton Place | May 25 | 6 PM
CHICAGO'S BEST COMEDY SHOW at The Comedy Bar | May 24 | 7 PM
the love below comedy show at Beermiscuous | May 21 | 8 PM
Sueños Music Festival | May 23-24
Forever Mine Music Festival at Union Park | May 23-24
We Took Edibles an Hour Ago | May 23 | 12 AM
Blue Dress at The Annoyance Theatre | June 5-26
LAVELLE DONTAE at The Comedy Bar | May 14-15
Lincoln Park Mayfest | May 15-17
Bruno Mars at Soldier Field | May 17 | 7:30PM
Sabor Y Cultura CHICAGO 2026 | May 9 | 3PM
WordPlay Comedy's Rowdy & Rebel | May 13 | 7PM
Buckets @ Burton Place | May 11 | 6 PM
Chicago Pickle Fest | May 9 | 11AM
GUS CONSTANTELLIS at the Comedy Bar | May 8-9 |
MOTION AT Subterranean | MAY 14 | 9:30 PM
HighQ at The Lincoln Lodge | May 3 | 6 PM
MOSIAC AT Subterranean | May 7 | 9:30PM
The latest Chicago News
Chicago Rum Fest returns to Chicago on April 25, 2026 , bringing rum enthusiasts, industry professionals, and curious newcomers together for a full-day celebration of rum culture at Logan Square Auditorium.
Chicago audiences looking for something different this spring can catch 420 Shakespeare , a comedy performance that blends classic Shakespeare with improvisation and unpredictable live theater at The Second City . The show runs inside the De Maat Theater at 230 W. North Ave., with select performances scheduled through May 2026.