Thursday, October 22
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27 venues
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| Time | Poster | Event | Venue | Cat. | Size | Age |
|---|---|---|---|---|---|---|
| 10:00am10:00Until 5:00. |  | General Admission - November 2026 Learn more about your favorite writers and discover new ones at the American Writers Museum, the only museum of its kind in the nation. Celebrating the past, present, and future of American writing…
| American Writers MuseumAmerican Writers Museum180 Michigan Ave, Chicago | CommunityCommunityClasses, markets, meet-ups and community gatherings. | SmallSmall | All agesAll ages |
| 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 |
| 2:30pm2:30 |  | 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+ |
| 6:00 pm6:00 |  | TBD/TBD World famous Kingston Mines features the best Blues music from 2 bands on 2 stages. Docs Kitchen offers great Catfish, Wings, Burgers, Beignets, and more! Kingston Mines has returned to general…
| Kingston Mines - Chicago Blues CenterKingston Mines - Chicago Blues Center2548 North Halsted, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 21+21+ |
| 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 pm7:00Until 9:00. | Gilmore Girls Trivia Night It's a lifestyle. It's a religion. It's Gilmore Girls Trivia Night!
| Cultivate by Forbidden RootCultivate by Forbidden Root4710 North Ravenswood Avenue, Chicago, IL 60640 | CommunityCommunityClasses, markets, meet-ups and community gatherings. | SmallSmall | Not listed | |
| 7:00 pm7:00Until 9:00. | Open Books & Laugh: A Standup Comedy Show for Literacy Join us for a hilarious night of stand-up comedy, where laughter supports literacy at Open Books & Laugh on October 22nd!
| Laugh FactoryLaugh Factory3175 North Broadway, Chicago, IL 60657 | ComedyComedyStand-up, improv and sketch. | SmallSmall | Not listed | |
| 7:00 pm7:00 |  | SCOTT LIGON'S ALL STAR FREAKOUT w/ special guests CHRIS LIGON & The Problems and RAMI & The Reliables FITZGERALDS NIGHTCLUB PRESENTS:SCOTT LIGONS ALL STAR FREAKOUTw/ special guestsCHRIS LIGON & The Problemsand RAMI & The ReliablesA THREE BAND BILL!?!??!WITH A STACKED LINEUP:ALEX HALLCASEY…
| FITZGERALDS NIGHTCLUBFITZGERALDS NIGHTCLUB6615 W Roosevelt Road, Berwyn | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 21+21+ |
| 7:00 pm7:00Until 9:00. | THURSDAY OCTOBER 22: OHJAY LAMONT & FRIENDS Join us for some laughs off the Magnificent Mile, with OhJay Lamont and other Chicago favorites!
| 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 | |
| 7:15 pm7:15 |  | Chicago Bears vs. New England Patriots Flex Schedule: Please be aware that there are certain games that are subject to flexible scheduling and the date and time of those games may be changed from what is currently reflected on the schedule…
| Soldier FieldSoldier Field1410 S. Museum Campus Drive, Chicago | SportsSportsGames, matches and races. | SmallSmall | Not listed |
| 7:30 pm7:30 | Russ Taff w/ Steve Taylor
| Copernicus CenterCopernicus Center5216 W. Lawrence Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | BigBig | 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 |  | Every Avenue x In Her Own Words - Perfectly Unfamiliar Tour Bottom Lounge GA Presale: Wednesday, May 20 @ 10:00 AM General On Sale: Thursday, May 21 @ 10:00 AM In an effort to mitigate scalping, Bottom Lounge does not certify any secondary ticket sales via…
| Bottom LoungeBottom Lounge1375 W. Lake St, Chicago | MusicMusicLive music: gigs, concerts, open mics. | RegularRegular | 17+17+ |
| 7:30 pm7:30 | Sleeping Beauty & Dvor??k Cello Concerto With Chicago Symphony Orchestra · Classical / Classical/Vocal
| Symphony Center-ILSymphony Center-IL220 S. Michigan Ave., Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed | |
| 7:30 pm7:30 |  | Buena Vista Orchestra World
| Vic TheatreVic Theatre3145 N Sheffield Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 7:30 pm7:30 |  | Maher Zain - USA Tour 2026 For current health & safety information, please visit www.auditoriumtheatre.org
| The AuditoriumThe Auditorium50 E Ida B. Wells Drive, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 7:30 pm7:30 |  | Whitney w/ Greg Mendez Pop / Pop Rock
| MetroMetro3730 N. Clark St., 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 |  | Houseplant Event features a General Admission Dance Pit in front of the stage! All sales are final, no refunds/exchanges permitted, but tickets may be transferred through your TM Account. Garcia's is fully ADA…
| Garcia's ChicagoGarcia's Chicago1001 W Washington Blvd, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 21+21+ |
| 8:00 pm8:00 |  | Isabel LaRosa Pop
| Reggies Rock ClubReggies Rock Club2109 South State Street, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | Maggie Rose: Half Moon Tour w. MP Gannon The latest album from Maggie Rose, Half Moon reveals the rare magic of hard-won momentum meeting a creative spirit in peak bloom. After devoting more than a decade to deepening her craft and unlocking…
| SPACESPACE1245 Chicago Avenue, Evanston | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
| 8:00 pm8:00Until 9:30. | Oscar Aydin is Dramatically Annoyed Oscar Aydin, the rainbow pushing comedian from New York, comes home to Chicago to rant!
| The Lincoln LodgeThe Lincoln Lodge2040 North Milwaukee Avenue, Chicago, IL 60647 | ComedyComedyStand-up, improv and sketch. | SmallSmall | Not listed | |
| 8:00 pm8:00 |  | Sylvan Esso presented by Jack Daniel's Sylvan Esso began as a chance meeting, followed by a couple of risky cross-country relocations that coalesced into ten songs. It became very clear early on that these songs were the product of sheer…
| The Salt Shed Indoors (Shed)The Salt Shed Indoors (Shed)1357 N Elston Ave, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | Not listed |
| 8:00 pm8:00 |  | swedm® (Varg2TM & jamesjamesjames) 'In the Round' swedm® is a multi-disciplinary collaborative concept, fronted by EDM preservationists Varg2tm and jamesjamesjames, forged in late 2024 while working on Skrillex's Fuck U Skrillex You Think Ur Andy…
| Thalia HallThalia Hall1807 S Allport Street, Chicago | TheatreTheatrePlays, musicals, dance and opera. | SmallSmall | 17+17+ |
| 8:30 pm8:30 |  | Clever - Ages 17+ Hip-Hop/Rap · Please be aware of the following age-related restrictions for this event: 17+. ALL SALES FINAL. NO REFUNDS/EXCHANGES. COVID-19 WARNING: An inherent risk of exposure to COVID-19 exists in…
| SubterraneanSubterranean2011 North Ave, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 17+17+ |
| 9:00 pm9:00 |  | CALAKAS SONORAS PACHANKA MUSIC CULTURE PRESENTS IN FITZGERALDS SIDEBAR: CALAKAS SONORAS! FREE SHOW! Click , "rdquo" -> Book Now" to reserve a table. We always leave room for walk-ins so if you can't find a…
| FITZGERALDS SIDEBARFITZGERALDS SIDEBAR6615 W Roosevelt Road, Berwyn | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | 21+21+ |
| 9:00 pm9:00 | Ian Pinck, Noah Qx.x.x, El Presto, the Delta Waves R&B
| Reggies Bananna's ShackReggies Bananna's Shack2105 South State Street, Chicago | MusicMusicLive music: gigs, concerts, open mics. | SmallSmall | Not listed |
Nights run to 5 AM. A 1 AM show is listed under the evening it started.