
City Cast Chicago
What Trump's bill could mean for Chicago
July 1, 2025 · — Emmi Mack
Happy July! There’s lots going on this month in Chicago. Luckily, we’ve got you covered — beyond the NASCAR takeover and Fourth of July festivities. Your guide to July is officially here!

Now, make like a kid at the lakefront and dive in 😎

What Chicago's Talking About
How Trump’s Tax Bill Would Affect Illinois
The Senate spent Monday deliberating President Donald Trump’s “big, beautiful” tax bill. The measure includes $1.2 trillion in social safety cuts. Should it pass, more than 500,000 Illinoisans would lose their health coverage while about 427,000 could lose their food assistance. [Sun-Times]
CPS Laid Off 161 Employees. Are More Cuts Coming?
Chicago Public Schools laid off 161 employees last week as it grapples with a $734 million deficit. The layoffs included many crossing guards, district office employees, and a handful teachers union employees. Additionally, more than 200 vacant positions won’t be filled. [Chalkbeat]
Who is the Douglass Park Lifeguard Who Shot Two Teens?
A 55-year-old Chicago Park District lifeguard, Charles Leto, has been charged with shooting two teens, killing one. The other, a cousin of Laquan McDonald, was injured. The lifeguard approached and quarreled with the teens, apparently over his bike, and is claiming self-defense. A judge has ordered the lifeguard be held until trial. [CBS]
Pitch Into a New Plan For 71st Street
The CorridorLive plan aims to reenvision 71st Street in South Shore by increasing resident-led and -owned business along the corridor. The full plan will be unveiled Aug. 24 at the South Shore Summer Fest. [Block Club]

What To Do
Tuesday, July 1
- ⚾️ “The Sandlot” | Millennium Park | Loop
- 🌮 Taco Tuesdays | Spicy Taco | Logan Square
- 📚 "The Girls Who Grew Big" Book Event | Women and Children First | Andersonville
- 💕 Speed Dating | The Native | Logan Square
- 🍿 “Despicable Me 4” | Eugene Field Park | Albany Park
- 🎤 Tuesday Good Show | Gallery Cabaret | Bucktown
- 🏳️🌈 Tragic Mike Variety Show | The Baton | Uptown
- 🎶 Music Bingo Night | Offshore Rooftop | Navy Pier
- 🎷 Tuesdays on the Terrace | Museum of Contemporary Art | Streeterville
- 🍽️ Maria’s Patio Jam | Maria’s Packaged Goods & Community Bar | Bridgeport
Wednesday, July 2
- 🖼️ City Script: A Mural Experience & Artist Showcase | PSA Chicago | Wicker Park
- 🏎️ NASCAR Family Fest | Navy Pier
- 🎆 Fireworks | Navy Pier
- 🎶 House Music Cook-Out | Boxville | Bronzeville
- 🍹 Bottomless Margaritas & Fireworks on the Riverwalk | Riverwalk
- 🦁 “Mufasa: The Lion King“ | Hermitage Park | Englewood
- 🦁 “Mufasa: The Lion King“ | Oakdale Park | Washington Heights
- 🎤 Beyond Believing: A Fact or Fiction Comedy Show | The Newport Theater | Northalsted
- 🦔 “Sonic” | Smith (Joseph Higgins) Park | Ukrainian Village
- 🤣 Free Wednesday Comedy Show | Laugh Factory | Lakeview
- 🍹 Tropical Wednesdays | Vintage Bar | Little Italy
- ⁉️ Whaddayaknow Trivia | Carol’s Pub | Uptown
- 🎤 Red Room Open Mic | Red Room Comedy Club | Rogers Park
🦦 In cute animal news, the Shedd’s new sea otter finally has a name: Jade! Now, it’s time to name the piping plover chicks at Montrose Beach.
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