
City Cast Chicago
🚣🏼♂️ Ways to get out on the water this summer
May 13, 2025 · — Emmi Mack
Hey, Chicago! I’m a little meme'd out with the Pope, I’m not gonna lie. But I am enjoying seeing how Chicago businesses capitalize on the Catholic craze. Today’s newsletter touches on that, as well as which Chicago water activities are still afloat. (RIP swan boats 🦢)

What Chicago's Talking About

The Local Businesses Cashing in on the Pope
As noted in yesterday’s newsletter, Portillo’s quickly launched The Leo sandwich “baptized” in gravy, which Chicagoans know is pretty much a regular Italian beef. Other businesses are getting in on the trend, too. Among them, La Boulangerie, Harebrained, the Beverly-based Oleander & Artesian, and even the Sun-Times. [Block Club]
- Even the Sun-Times is getting in on the action 🙏
- Related: How the new pope got from Chicago to the Vatican. [City Cast Chicago 🎧]

The Battle over CPS’ Interim CEO
Mayor Brandon Johnson’s chief of staff wants to become the school board’s interim CEO, despite lacking a superintendent license. Alderpeople and school board members are pushing back. Meanwhile, Popemania continues. Today’s episode of City Cast Chicago gets into it all. [City Cast Chicago 🎧]
City Council’s Latino Caucus Picks Anti-Johnson Chair
Ald. Andre Vasquez (40th) is now the chair of City Council’s 14-member Latino Caucus. (He’s also a Progressive Caucus co-chair.) An outspoken critic of Mayor Brandon, Vasquez replaces Ald. Rossana Rodriguez-Sanchez (33rd), a longtime mayor ally. Vasquez aims to increase the share of city jobs and contracts going to Latinos. [Sun-Times]
Tips to Navigate Chicago Courts After a Shooting
“Expect nothing” is the general advice for handling court proceedings related to shootings. Estela Díaz, whose teen son was shot and killed, shares her personal experience of a process that can feel slow and insensitive. Other tips include working with a victim advocate, checking in with prosecutors, and preparing an impact statement. [The Trace]
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Don’t miss the new Williamstown Theatre Festival
Adventurous theatre lovers are gathering amongst the Berkshire mountains for the boldly reimagined Williamstown Theatre Festival, including a world premiere by Jeremy O. Harris, Tennessee Williams plays starring Pamela Anderson, Whitney Peak, William Harper Jackson, and more. Discounted hotel rooms available through June 1. Choose a weekend, buy a pass.

What To Do
Tuesday, May 13
- 🧑🧑🧒 Grand Opening: The Place for Children with Autism | 4:45 | Free | Bronzeville
- 🎤 Time Out Tuesdays Open Mic | 6 p.m. | Gresham
- 💕 Meet IRL | Curated Speed Dating | 6:30-9 p.m. | $35 | Near North Side
- 📚 Get Lit: Grown-Up Book Fair | 6:30-9 p.m. | $18+ | Loop
- 📖 Q&A/Book Signing with Avi Rani | 7 p.m. | $25 | Roscoe Village
- 🎞️ Labyrinth Film Fest of Shorts | 8 p.m. | $12 | Lincoln Square
- 🎵 Spelling, Smut | 8 p.m. | $25+ | Lakeview
Wednesday, May 14
- 🧶 Committed Knitters | 11 a.m. to 3 p.m. | Free | Hyde Park
- 🎶 Groove with DJ Kosmo | 5-8 p.m. | Free | Loop
- 🍷 Wine-Not Wednesday | 6 p.m. | $12.50 | Loop
- 🎬 “A Life Unwritten” | 7 p.m. | $25.96 | Streeterville
- 🎵 Anna B Savage | 8 p.m. | $33 | Lincoln Square
- 🤣 Mother!: a night of comedy & revelry | 7-8:30 p.m. | $16.24 | Humboldt Par
- 🎤 Luya #59: poetry & arts open mic | 7:30-10:30 p.m. | $5 | Humboldt Park
🦦 See you out on the water!
Also, I lied: one more Pope meme.
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