October 2019
- Gramaphone 50: Steve “Silk” Hurley + Derrick Carter + Ron Trent + Michael Serafini
- Wherewithall
- Don Giovanni
- Toro y Moi + Channel Tres
- Oedipus Rex
- The Wickhams: Christmas at Pemberley
- The First Deep Breath
- Lindiwe
- Hoodoo Love
- Rutherford and Son
- Dead Man Walking
- Laura and the Sea
- DĂa de los Muertos: Love Never Dies Ball
- Day of the Dead Parade and Celebration
- Found Footage Festival
- Storm Area 51: Halloween at City Hall
- Halloween: An Ode to Stephen King
- Tool + Killing Joke
- HalloWolfbat: The Hu + Doomriders + Lightning Born
- Saint Olive's Garden
- Funkback Steakhausen
- Field Notes HQ
- Notre
- Asadito Taco
- Magnificent Mile Lights Festival
- Cards Against Humanity plans Logan Square café with hundreds of board games
- Wreathing of the Lions
- Taste of Donuts
- Millennium Park Art Market
- On Tour’s Easy Halloween Party
- Terror From the Top Halloween Party
- Nevermore Park
- Kentucky
- You can help save one of Chicago’s last surviving video rental stores
- MADE: Recycled Modern + Nia Anne
- Grey House
- Grab your free copy of Time Out Chicago magazine this week
- “Andy Warhol—From A to B and Back Again”
- Hopewell Halloween Party: Enter the Void
- ACRE Zombi Disco
- Chicago fully embraces Warhol madness with cocktails, tasting menus and exhibits
- Hilton | Asmus Contemporary
- “David Gamble: Andy Warhol's House”
- Mosquitoes
- Chicago Podcast Festival
- Jim Gaffigan
- Chicago Record Store Crawl
- Poetry off the Shelf: John James & Dorothea Lasky
- Poetry off the Shelf: A Celebration of Seamus Heaney
- Flora Fauna
- The best free art museums and galleries
- Chicago Red Stars Semi-Finals Pre-party
- Luisa Miller
- Monster Market
- House of Beetle
- Nightmare Before Halloween: A Tim Burton Experience
- Maggie Daley Park Fall Fest
- Pilsen Open Studios
- Chris Gethard
- Kinton Ramen
- Tao Song Halloween
- Alice's Wonderland of Horrors
- The Darling
- Urbanbelly
- Young Thug + Machine Gun Kelly
- Lana Del Rey
- Legent Bourbon and Burgers Pop-up
- The craziest things people steal from Chicago restaurants and bars
- Soccer is coming back to the city when the Chicago Fire moves to Soldier Field in 2020
- Questlove (All Prince DJ set) + Shazam Bangles
- Win the ultimate Chicago staycation, courtesy of Time Out Market and The Hoxton
- Tyler Childers + Courtney Marie Andrews
- Tracksmith Chicago Marathon Pop-up
- Bacci Block Party
- It Halloween Pop-up
- Machine: Engineered Dining & Drink
- Dusek's Blocktoberfest
- Chicago vs. Chicago
- Chicago Campfire Festival
- Liquid Dreams Festival
- The best Chicago food tours
- Danny Brown + Ashnikko + Zelooperz
- Bad Bunny
- FKA Twigs
- The Museum of Science and Industry has a new name—and it’s a mouthful
- Twin Peaks + The Nude Party + Ohmme
- Latin History for Morons
- PRYSM Nightclub
- Sugar In Our Wounds
- Hell Followed With Her
- A Man of Good Hope
- Brothers Size
- Christkindlmarket Wrigleyville
- Sundown, Yellow Moon
- A Doll’s House
- Jay Som + Gia Margaret + Boy Scouts
- JĂłnsi & Alex Somers
- Adults Night Out: The Great Pumpkin Glow
- Jidenna
- Sleater-Kinney + Shamir
- The absolute coziest things to do in Chicago
- Yarnify!
- Centered Studios