Oct25Sun
Things to DoChiTown Drive-In Presents - Sinners
7:00 PM · ChiTown Movies
Oct 20 – 31
Things to Do in Chicago, IL in October 2026 – Page 2
October 2026
48 events · sorted by date
- Oct26MonThings to Do
ChiTown Drive-In Presents - Obsession (2026)
7:00 PM · ChiTown Movies
Oct26MonThings to DoWelcome to the Show with Derek Bish
7:00 PM · Three Top Lounge
Oct26MonThings to Dofrom $28.84Ordinary Peepholes : NOSFERA2 (Early Show)
7:00 PM · Empty Bottle
Oct26MonThings to DoMental Mondays: An Evening of Mindreading with Jason Suran
7:00 PM · Garcia's Chicago
- Oct26MonThings to Do
ChiTown Drive-In Presents - Nightmare on Elm Street
9:15 PM · ChiTown Movies
Oct26MonThings to Dofrom $28.84Ordinary Peepholes : NOSFERA2 (Late Show)
9:30 PM · Empty Bottle
- Oct27TueThings to Do
ChiTown Drive-In Presents - Michael
7:00 PM · ChiTown Movies
Oct27TueThings to DoJoanne McNally
7:30 PM · Vic Theatre
- Oct27TueThings to Do
ChiTown Drive-In Presents - Obsession (2026)
9:15 PM · ChiTown Movies
Oct28WedThings to DoAnnual Haunted House Trip
6:00 PM · Reggies Music Joint
- Oct28WedThings to Do
ChiTown Drive-In Presents - Hocus Pocus
7:00 PM · ChiTown Movies
Oct28WedThings to DoThe Parables Tour with Father Mike Schmitz
7:00 PM · The Chicago Theatre
- Oct28WedThings to Do
Wolf & Bear - Ages 17+
8:00 PM · Subterranean
- Oct29ThuThings to Do
ChiTown Drive-In Presents - Beetlejuce (the Original)!
7:00 PM · ChiTown Movies
- Oct29ThuThings to Do
Ricci Armani
7:00 PM · The Den Theatre
- Oct29ThuThings to Do
ChiTown Drive-In Presents - Killer Klowns from Outer Space
8:45 PM · ChiTown Movies
- Oct30FriThings to Do
ChiTown Drive-In Presents - Hocus Pocus
7:00 PM · ChiTown Movies
- Oct30FriThings to Do
8TURN
7:30 PM · Vic Theatre
- Oct30FriThings to Do
Cobrah w/ Pixel Grip
10:00 PM · Cermak Hall
Oct31SatThings to DoDepaul Blue Demons Womens Volleyball vs. Creighton Blue Jays Womens Volleyball
5:00 PM · McGrath Arena
- Oct31SatThings to Do
ChiTown Drive-In Presents - Monsters, Inc.
6:15 PM · ChiTown Movies
- Oct31SatThings to Do
lilyisthatyou
8:00 PM · Bottom Lounge
- Oct31SatThings to Do
Y2K: LA Era Del Perreo Halloween Edition (18 and Over)
9:00 PM · Riviera Theatre- IL
