Free in Chicago, week of October 26, 2026
Free in Chicago, Monday October 26 to Sunday November 1, 2026: 937 events. Picks by day; every event links to its original listing.
Mon Oct 26
- 10:30 AM Monday Book Club Edgewater Library · Free
- 1 PM Film Screening: Dolly Parton: 50 Years at the Opry (2019) Obama Presidential Center Library · Free
- 1 PM The No Book Club Chicago Public Library · Free
- 4 PM Why AI is our Ultimate Test and Greatest Invitation Chicago Public Library (Chicago Lawn Branch) · Free
- 5:30 PM Raj Chetty in Conversation UIC Student Center East · Free
- 6 PM Game Night Monochrome Brewing · Free
Tue Oct 27
- 7 PM Book Event: Blackness Thirteen Ways by J. Vanessa Lyon Women & Children First · Free
- 8 PM Triage: A Tuesday Industry Night The California Clipper · Free
Wed Oct 28
- 10 AM Construction Industry Welcome - Panel and Networking Event McCormick Place - East Building / Lake Side Center · Free
- 5 PM Polsky Center College Founders Forum Chicago Booth Harper Center · Free
- 5:30 PM 6th Annual Halloween Dog Costume Contest and Cupcake Truck 849 N Franklin St · Free
- 7 PM Line Dancing at Charlie's Chicago Charlie's Chicago · Free
- 7:30 PM Chicago Fire FC Box Soldier Field · Free
- 9 PM Karaoke Night Replay Lakeview · Free
Thu Oct 29
- 10 AM Business Acumen: B2B Growth - Finding Partners, Landing Contracts Polsky Exchange North · Free
- 4:30 PM Tea Time Concert: Duo & Trios From The South Asian Music Ensemble Goodspeed Hall · Free
- 5 PM Golden Hour Featuring Philly Peroxide Epiphany Center for the Arts · Free
- 5 PM Free Singles Mixer for ages 36-49, Chicago - October Jolli Nail Studio · Free
- 5 PM Jesus Torres-Medina: Work in Progress, an Ongoing Practice Lillstreet Art Center · Free
Fri Oct 30
- 8 AM Fall Fest at Lincoln Park Zoo Lincoln Park Zoo · Free
- 12:30 PM Conversation Piece: Rebekah Israel Cross Smart Museum of Art · Free
- 4 PM Montrose Monster Mash A variety of Ravenswood small businesses · Free
- 5 PM The ETA Afterparty, 5:00 to 10:00 p.m. CT citizenM Chicago Downtown · Free
- 6 PM Halloween Party at Howl at the Moon Chicago Howl at the Moon Chicago · Free
Sat Oct 31
- 9 PM Dance Planet Halloween Banger Emporium Arcade Bar · Free
- 11 PM Asian Elements Halloween Night w/ Comrade Dimps Fame Nightclub · Free
Sun Nov 1
- 10 AM Harvest Fest Aville Grows · Free
- 12 PM Day of the Dead Celebration Taqueria Los Comales · Free
- 6 PM Entre Mundos - a Día de Muertos experience Dorothy · Free
- 7 PM SUNDAY NOVEMBER 1: CHICAGO'S BEST COMEDY SHOW The Comedy Bar - Chicago Main Stage · Free