hottest events in Chicago
top picks that locals are saving to their Outernet maps from TikTok, Instagram, and the web.
Oct 19 – Oct 25, 2026
MON19
room for a little spontaneity
TUE20
WED21
THU22
FRI23
SAT24
11am Pretty Good Fest: Comics & Small Press Fair12pm Dead City Oddities Market9pm Jellyfish Rave at Meeting House Tavern7:30pm Vampire Playlist at El Schomburg3pm Gladiator Fright Night8pm Gladiator Fright Night10am Gethsemane Gardens Fall Children's Fest11am Bryn Mawr Makers Mart — Spooky EditionSee times Oktoberfest Chicago — Chicago's Largest OktoberfestSee times House of the Exquisite Corpse: Blood & Puppets10am Where Memory Lives: 40 Years of Día de Muertos1pm Pumpkin Party at Gallagher Way1pm Lincoln Park Spooktacular6pm Arts in the Dark Halloween Parade
SUN25
3pm Lanterns & Legends AAPI Market4pm Black Girl Art Show1pm Clothing Swap @ Chicago Public Library: Logan Square6pm Gladiator Fright Night11am Bryn Mawr Makers Mart — Spooky EditionSee times Oktoberfest Chicago — Chicago's Largest OktoberfestSee times House of the Exquisite Corpse: Blood & Puppets10am Where Memory Lives: 40 Years of Día de Muertos11am Lincoln Scared Ravenswood1pm Lincoln Park Spooktacular
Curated Chicago picks, updated every Monday from what Outernet Explorers are importing from TikTok, Instagram, and the wild west of the interwebs.
Finding your adventures…
Come outside and adventure!
Outernet makes it easy to explore your city :) Just send in anything from TikTok, Instagram, or the web, and we'll do the research and organization for you.
All your adventures get pinned on a map, you can invite friends to join, and you'll get reminders to explore what you've saved!
hop in