Wednesday, September 23
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25 venues
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| Time | Poster | Event | Venue | Cat. | Size | Age |
|---|---|---|---|---|---|---|
| 1:00pm1:00 |  | Balloon Museum | EmotionAir - Art You Can Feel - FLEX TICKET - Chicago Family
| The Fields Studios21 entry timesThe Fields Studios4120 W Diversey Ave, Chicago | CommunityCommunityClasses, markets, meet-ups and community gatherings. | SmallSmall | Not listed |
| 1:00pm1:00 | Play On!
| Chicago Shakespeare TheaterChicago Shakespeare Theater800 East Grand Avenue on Navy Pier, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | Not listed | |
| 6:15 pm6:15 |  | JEFF TWEEDY w/ special guest Max Subar at FITZGERALDS OUTDOORS LIVE ON FITZGERALDS PATIO: JEFF TWEEDY w/ special guest Max Subar at FITZGERALDS Outdoors (Solo / Acoustic) $89 General Admission Jeff Tweedy, founding member and frontman of Wilco, is one of…
| FITZGERALDS PATIO16°FITZGERALDS PATIO6615 W Roosevelt Road, Berwyn | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | All agesAll ages |
| 6:30 pm6:30 |  | STRFKR This is an ALL AGES event. Outset is a standing room only venue, all tickets are General Admission unless otherwise stated. There is NO re-entry.
| OutsetOutset1675 N Elston Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | All agesAll ages |
| 6:40 pm6:40 |  | Chicago Cubs vs. Miami Marlins Baseball / MLB
| Wrigley Field16°Wrigley Field1060 W Addison St, Chicago | SportsSportsGames, matches and races. | SmallSmall | Not listed |
| 7:00 pm7:00 |  | Kokandy Productions Jekyll & Hyde With Broadway In Chicago · Theatre / Musical
| Broadway Playhouse at Water Tower PlaceBroadway Playhouse at Water Tower Place175 E. Chestnut St, Chicago | TheatreTheatrePlays, musicals, dance and opera. | RegularRegular | Not listed |
| 7:00 pm7:00 | Drunk Shakespeare: Drunk Dracula (21+ Event) Miscellaneous
| The Lion TheatreThe Lion Theatre182 N Wabash Ave, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | 21+21+ | |
| 7:00 pm7:00 | Play On!
| Chicago Shakespeare TheaterChicago Shakespeare Theater800 East Grand Avenue on Navy Pier, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | Not listed | |
| 7:00 pm7:00 |  | Buffalo Traffic Jam - Pictures of You Tour Doors open at 7PM. Performance begins at 8PM. This show is for AGES 17 AND OLDER. Valid Photo ID is required for age restricted shows. Forms of valid ID are current and non-expired Driver's License…
| House of Blues ChicagoHouse of Blues Chicago329 N Dearborn St, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 7:15 pm7:15 | Jurassic Park With ChiTown Movies · Miscellaneous
| ChiTown MoviesChiTown Movies2343 S Throop St, Chicago | FilmFilmScreenings: cinema, festivals, film clubs. | SmallSmall | Not listed | |
| 7:30 pm7:30 |  | Vape! The Grease Parody Vape! The Grease Parody is a hilariously unhinged spoof of the iconic and timeless musical film Grease. The show pokes loving fun at all of the wonderful moments, sexual innuendos, outrageous…
| Apollo TheaterApollo Theater2550 N Lincoln Ave, Chicago | TheatreTheatrePlays, musicals, dance and opera. | RegularRegular | 13+13+ |
| 7:30 pm7:30 |  | LØLØ - God Forbid a Girl Goes on Tour VIP GENERAL ONSALE: Tuesday, May 19th @ 10:00AM ARTIST GA PRESALE: Tuesday, May 19th @ 10:00AM KICKSTAND GA PRESALE: Tuesday, May 19th @ 10:00AM SPOTIFY GA PRESALE: Wednesday, May 20th @ 10:00AM…
| Bottom LoungeBottom Lounge1375 W. Lake St, Chicago | MusicMusicLive music: gigs, concerts, open mics. | RegularRegular | Not listed |
| 7:30 pm7:30 | A Winged Victory for the Sullen
| Vic TheatreVic Theatre3145 N Sheffield Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed | |
| 7:30 pm7:30 |  | Chief Keef Live 2026 Hip-Hop/Rap / Trap · Originally scheduled for September 12, 2026 at 7:30 PM. Previously purchased tickets will be honored for the new date.
| Huntington Bank Pavilion at Northerly IslandHuntington Bank Pavilion at Northerly Island1300 S. Linn White Drive, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | The Second City's: Pandemonium, Please Hold
| Second City-Chicago: MainstageSecond City-Chicago: Mainstage1616 N. Wells St., Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | Chandler Hip-Hop/Rap
| SubterraneanSubterranean2011 North Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00 | Charlie Hunter Trio
| Garcia's ChicagoGarcia's Chicago1001 W Washington Blvd, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 21+21+ | |
| 8:00 pm8:00Until 11:30. | DA FUNNY PEOPLE #1 OPEN MIC COMEDY SHOW IN CHICAGO! Every Wednesday night . . #1 Open Mic comedy show Hosted by Leon Rogers-Bar 10-1251 W Taylor Doors open at 8pm Show starts at 8:30 $10 cover
| the bar 10 DOORSthe bar 10 DOORS1251 West Taylor Street, Chicago, IL 60607 | ComedyComedyStand-up, improv and sketch. | SmallSmall | Not listed | |
| 8:00 pm8:00 |  | Son Volt After spearheading the alt - country movement with Uncle Tupelo, Jay Farrar pursued his vision with Son Volt, who recorded three landmark albums in the 90s before the groundbreaking artist put the…
| SPACESPACE1245 Chicago Avenue, Evanston | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00 | Volcandra, Graveripper, Beyond Deth Metal / Nu-Metal
| Reggies Music JointReggies Music Joint2105 South State Street, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed | |
| 8:00 pm8:00Until 10:00. | WEDNESDAY SEPTEMBER 23: WHATS FUNNY COMEDY FESTIVAL Join Chicago's best comedians for a hilarious night of stand-up comedy, pizza, and nonstop laughs!
| The Comedy Bar - Chicago Main StageThe Comedy Bar - Chicago Main Stage162 E Superior St, 3rd floor 3rd floor, Chicago, IL 60611 | ComedyComedyStand-up, improv and sketch. | SmallSmall | Not listed | |
| 8:00 pm8:00 |  | Yhwh Nailgun, Nudo Rock / Alternative Rock
| Reggies Rock ClubReggies Rock Club2109 South State Street, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | World of Warcraft®: 20 Years of Music Immerse yourself in the epic legacy of World of Warcraft®, one of the world?s most iconic video game franchises through an unforgettable symphonic experience. In partnership with Blizzard…
| The AuditoriumThe Auditorium50 E Ida B. Wells Drive, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | josh conway: the plum tour with special guest HOMESHAKE (solo) $1 per ticket will go to Save The Music Foundation. Save The Music is a nonprofit organization that helps students, schools, and communities reach their full potential through the power of making…
| Thalia HallThalia Hall1807 S Allport Street, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 17+17+ |
| 8:30 pm8:30 |  | THE BRAYMORES in the NIGHTCLUB! THE BRAYMORES Live in the HISTORIC FITZGERALDS NIGHTCLUB following JEFF TWEEDY at FITZGERALDS Outdoors! THE BRAYMORES Chicago indie-rock outfit The Braymores have spent the last three years quietly…
| FITZGERALDS NIGHTCLUBFITZGERALDS NIGHTCLUB6615 W Roosevelt Road, Berwyn | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | All agesAll ages |
| 9:30 pm9:30Until 1:30. | Live On Ogden ( R&B Live Band Karaoke ) Chicago, pull up to Kashmir for Live Band Karaoke R&B night with NDA. Grab the mic, sing your favorite R&B hits, and rock the stage!
| KashmirKashmir160 North Ogden Avenue, Chicago, IL 60607 | CommunityCommunityClasses, markets, meet-ups and community gatherings. | SmallSmall | Not listed | |
| 9:45 pm9:45 | Obsession (2026) With ChiTown Movies · Miscellaneous
| ChiTown MoviesChiTown Movies2343 S Throop St, Chicago | FilmFilmScreenings: cinema, festivals, film clubs. | SmallSmall | Not listed |
Ongoing 1 · festivals, exhibitions and runs that started earlier and are still on
| Time | Poster | Event | Venue | Cat. | Size | Age |
|---|---|---|---|---|---|---|
| 3:00pm3:00Until 9:00. | Reggaeton Beach House FOAM PARTY Chicago's final outdoor party of 2026! Reggaeton Beach House Foam Party hits Oak Street Beach Sept 26 One last dance before summer ends!
| Whispers at Oak Street BeachWhispers at Oak Street Beach1001 North Lake Shore Drive, Chicago, IL 60611 | MusicMusicLive music: gigs, concerts, open mics. | RegularRegular | Not listed |
Nights run to 5 AM. A 1 AM show is listed under the evening it started.