
City Cast Chicago
👗 Where to score deals on Vintage Day
May 15, 2025 · — Emmi Mack
👠 Hey fashionistas! Today we’re talking shop. Literally. National Vintage Store Day is coming up, and we’ve got you covered with recs in the newsletter and on the podcast. In fact … I’m making my on-air debut.
I’m (mostly) qualified — before writing Hey Chicago, I actually worked at the ole Belmont Army Vintage. And boy, do I have stories.

What Chicago's Talking About
Community Law Office Opens in Roseland
The Freedom Defense center will offer legal representation, mental health support, and other services in the Far South Side neighborhood. Cook County officials hope the first-of-its-kind law office will bring traditional legal services out of the courtroom and into neighborhoods. [WBEZ]
CPS Students Win Debate Championship After Donors Save Program
The district slashed funding this fall for the Chicago Debates program. But after individuals and organizations stepped in to support, two sets of CPS students are now national debate champions. Congratulations to Kenwood Academy seniors Kate’lynn Shaw and Amanti Washington and Back of the Yards College Prep’s Ángel Tierrablanca and Wendy DePaz! [Block Club]
Aurelio’s to Close in Chicago
We just learned it’s a favorite of Pope Leo’s, but the pizzeria announced it’s closing its only Chicago location this week. At least you can still find “Pope-a-Roni” at the original Homewood location and dozens of others around the suburbs. [Sun-Times]
- Related: How our hometown pope made it from Chicago to the Vatican. [City Cast Chicago 🎧]
Sponsored Content

Switch for Good: Rediscover Neighborhood Banking
Marquette Bank is celebrating our 80th Anniversary. Now’s the perfect time to rediscover neighborhood banking and let us help you on your financial journey. Enjoy a more rewarding banking experience with popular mobile and online banking options, plus assess to real bankers to help you achieve your financial goals.

What To Do
Thursday, May 15
- 📖 “It’s a Mood” book signing | 5:30-7:30 p.m. | Free | Lincoln Square
- 🍾 Spirits & Spice | 5:45-6:15 p.m. | $12.51 | Near North Side
- 🏳️🌈 LGBTQ+ Networking | 6-9 p.m. |$17.85 | River North
- 📚 Poetry Reading | 6-7:30 p.m. | Free | Near North Side
- 🎤 Grown Folks Stories | 7-9 p.m. | $13.95+ | Hyde Park
- 💕 POC Speed Dating | 7-10 p.m. | $15.71+ | Avondale
- 👑 Beyoncé: Cowboy Carter Tour | 7 p.m. | $150+ | Soldier Field
Friday, May 16
- ✍️ Generative Poetry Workshop | Noon to 2 p.m. | Free | Near North Side
- ⚾️ Crosstown Classic | 1:20 p.m. | $76.16+ | Wrigleyville
- 🍺 Mayfest | 4-10 p.m. | Free | Lincoln Park
- 🍹 Windy City Margarita Fest | 5-10 p.m. | $5 suggested | Pilsen
- 🎵 La Cantera | 7-9 p.m. | $5 | Humboldt Park
- 💥 ‘80s Prom | 8:30 p.m. | $55.20 | Lincoln Park
- 💪 Borderless House Party | 7:30-9:30 p.m. | $35+ | Buena Park
- 🎤 Central Cee | 8 p.m. | $68.88 | Uptown
- 🎵 Lettuce + GZA | 8 p.m. | $52.96 | Bridgeport
- 🕺🏻 Silent Party | 10 p.m. | $13.95+ | Hyde Park
Sponsored Content

Navy Pier: Where fun is always in the forecast
With skyline views from the Centennial Wheel, exciting cultural events, and local flavors, Navy Pier is yours to discover all season long.
Free · Daily


