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September 25, 2026
Esdeekid | Aragon Ballroom | September 26
September 25, 2026
Tacos and Tequila Festival | Northwestern Medicine Field | September 26
September 25, 2026
Hyde Park Jazz Festival | Citywide | September 26 - 27
September 25, 2026
Sofi Tukker | Huntington Bank Pavilion | September 25
September 25, 2026
Chicago Gourmet 2026 | Millenium Park | September 24 - 27
September 25, 2026
Whats Funny Comedy Festival | Citywide | September 19 - 26
September 18, 2026
Old Town Oktoberfest | Old town | September 18-20
September 18, 2026
Summers Last Dance Festival | Bridgeview | September 19
September 18, 2026
Windy City Blues Fest | Lyons | September 19-20
September 18, 2026
Retro on Roscoe | Roscoe Village | September 18-20
September 17, 2026
Phoebe Bridgers | United Center | September 18-19
September 17, 2026
RIOT FEST | Douglass Park | September 18-20
September 12, 2026
420 Frankenstein at The Second City | October 3-31 | 6:00 PM
September 11, 2026
Ravenswood ArtWalk | Ravenswood Industrial Corridor | September 12-13
September 11, 2026
Printers Row Lit Fest | South Loop | September 12 -13
September 10, 2026
Chicago German-American Oktoberfest | Lincoln Square | September 11 -13
September 10, 2026
Chief Keef Live | Huntington Bank Pavilion | September 12
September 10, 2026
EL GRITO CHICAGO | GRANT PARK | SEPTEMBER 12 -13
September 10, 2026
Skrillex takes over Navy Pier’s Festival Hall for two nights this weekend, September 11–12, bringing a stacked lineup of electronic artists to Chicago. Friday’s lineup features Skrillex alongside Dylan Brady, Knock2, Frost Children, slayr and Tiffany Day, while Saturday features an open-to-close set from Skrillex. Both shows begin at 6 PM and are 18+.
September 4, 2026
WIGS | FAT WILL'YS COMEDY CLUB | September 3
September 3, 2026
Serial Killer: The Exhibition | Cinespace Chicago Film Studios
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The latest Chicago News

September 11, 2026
420 Frankenstein is bringing a cannabis-infused take on Mary Shelley’s classic story to Chicago this fall. The comedy show puts a new spin on Frankenstein, combining live theater, improvisation and cannabis for a different experience each night.
September 1, 2026
WIGS is bringing a unique twist to stand-up comedy in Chicago, with local comedians performing their sets while wearing wigs. The concept puts a playful spin on traditional stand-up, giving comedians the opportunity to take on different looks and personas. The show is hosted by Chicago comedian Ron Hexagon and Claire Parlette .