City Cast Chicago
❤️🔥 How spicy are Chicago singles mixers?
September 22, 2026 · — Emmi Mack
Hey Chicago! It’s officially fall, and we’re starting with some good news: Caleb Williams’ hamstring looks alright!
Celebrate with a special edition of City Cast Chicago. In today’s newsletter, we explore Chicago singles nights 😘
What's CITY Talking About
Are County Jails In Crisis? Also, Changes at MSI
Following a historic number of deaths in 2023, growing concerns over standards violations, and more, some Cook County Commissioners are calling for renewed independent oversight for the state’s largest county jail. We discuss the news on today’s podcast. Also: major renovation plans at the Museum of Science and Industry. [City Cast Chicago 🎧]
Everyone Running For the School Board
Chicago votes on its first-ever fully elected school board Nov. 3. Here’s a clear guide as to who’s running in each local district, in addition to the four candidates vying for president. [Sun-Times]
Illinois’ Carbon Footprint
Illinois has reduced its carbon footprint 32% since 2005, but it’s still falling behind the 2050 goal of “net zero” emissions. According to a new report, additional investments and regulations could help while producing a net benefit worth billions per year. [Capitol News]
Help Shape the Bronzeville Trail
Got thoughts on the walking/biking trail coming to Bronzeville? There’s a free open house Wednesday at King College Prep for neighbors to share feedback. Bonus: It includes dinner. [Block Club]
- Interested? Sign up here.
Sponsored Content
Walk With Us to Prevent Suicide
Suicide touches far too many lives. In Illinois, it's the 3rd leading cause of death for ages 15-34, and 4th for ages 35-54. But there is HOPE, and together, we can save lives.
Join us at the Out of the Darkness Chicagoland Walk on October 3 at Montrose Harbor. Walk in honor of someone loved, in memory of someone lost, or in support of your own mental health.
Learn more, register, or donate at afsp.org/Chicago.
What To Do
Tuesday, Sep. 22
- 🏀 Sky vs. Toronto Tempo | Wintrust Arena | South Loop
- ⚾ Cubs vs. Marlins | Wrigley Field
- 🤣 Ilana Glazer Live | The Chicago Theatre | Loop
- 🎞️ $7 Movie Night | Harper Theater | Hyde Park
- 🎶 Open Jam | Gallery Cabaret | Logan Square | Free
- 🧑🌾 SOAR Farmers Market | MCA Plaza | Streeterville | Free
- ♟️ Open Play Chess | Monday Coffee | North Lawndale | Free
Wednesday, Sep. 23
- 🎞️ Chicago Underground Film Festival Opening | Gene Siskel Center | Loop
- ⚾ Cubs vs. Marlins | Wrigley Field
- 🎉 We Outside Wednesday | Gold Coast Social
- 🌅 After Work Sunset or Fireworks Cruise | Anita Dee II Boarding at DuSable Harbor | Near East Side
- 🥊 Self Defense for Organizers, Educators, Artists & Liberators | 18th Street Casa de Cultura | Pilsen | Free
- 📸 Filter Photo Festival Kickoff | Leica Gallery | Streeterville
… Meanwhile, I’m STILL trying to get the mud off my Riot Fest boots. At one point, schlepping to Alanis Morissette, it came up mid-calf, solid like quicksand.
Some festgoers didn’t care, as evidenced by this mud-drenched man chugging sparkly green Malört.
Free · Daily