
City Cast Chicago
🏆 The city's top schools
August 22, 2025 · — Emmi Mack
Happy Friday! The first Friday of the new school year. Hopefully your kids fared better than this sobbing kindergartener in Uptown. (Don’t worry, photographer Colin Boyle said the boy was grinning minutes later — after high-fiving the mayor.)

😭 Now don’t cry! It’s time for your weekly quiz!

What's CITY Talking About?

The Biggest Questions This CPS School Year
As Chicago Public Schools return, major questions remain. How will leaders close the CPS budget gap? What protections are in place for immigrant students? And what’s up between Gov. J.B. Pritzker and the district? On today’s podcast, WBEZ education reporter Sarah Karp and freelance journalist Brandon Pope break down all those challenges. [City Cast Chicago 🎧]
Illinois Doctors Support COVID Shots For Kids
Against recommendations from the Centers for Disease Control and Prevention, the Illinois-based American Academy of Pediatrics still strongly recommends COVID-19 shots for kids between six months and two years old. It’s the first time in decades that the association is diverging from government guidance, and other local doctors are voicing support. [Sun-Times]

The Chicago High School Ranking Is in
Payton College Prep is the best high school in Illinois according to U.S. News and World Report, followed by Northside College Prep, Lane Tech, Whitney Young, and Jones College Prep. Payton, Northside, and Lane also cracked the top 100 high schools nationally. [FOX 32]
This Week’s Must-Read
Have you heard of the Mecca Flats? The lively Bronzeville apartment complex stood as a cornerstone of the Chicago Black Renaissance, inspiring poetry and jazz before its demolition in 1952. Now, an inflatable recreation stands tall in nearby Siegel Field, rendering scenes from the old apartments in black and white. No color photographs of Mecca Flats exist. [Reader]
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Take This Week's News Quiz

School is back in session. But that's not the only big update from this week — have you been paying attention? Test your news knowledge!

What To Do
Friday, Aug. 22
- 🍕 Pizza City Fest | 430 N. Rush St. | River North
- 🇬🇷 Taste of Greektown | Halsted Street between Adams and Van Buren Streets
- 🎥 Technicolor Weekend | Gene Siskel Film Center | Loop
- 🇲🇽 Lakeview Taco Fest | Southport Corridor
- 🦁 “Mufasa: The Lion King” | Bradley Park | Jeffrey Manor
- 🕯️ Candlelight: The Best Of Hans Zimmer | Stan Mansion | Logan Square
- 🚢 Chicago International Boat Show | Navy Pier
- 🌊 “Moana 2″ | Douglass Park | North Lawndale
- 🔈 Chicago House Music Festival | Millennium Park
- 🖼️ A Través De La Pantalla | Agitator Gallery | Hermosa
- 🔥 City in Heat 2 | Roman Susan | Rogers Park
- 💰 Parlour and Raise | Parlour and Ramp | Pilsen
- 😆 Amreeka | Museum of Contemporary Art Chicago | Streeterville
- 🧙🏽 “Wicked” | Edgebrook Park
- 🖼️ WORKROOM Celebration and Closing Reception | Chicago Arts Partnerships in Education | Bridgeport
Saturday, Aug. 23
- 🚶🏼♀️ GWCN Chicago: Albany Park Walk | Kimball Brown Line
- 🏛️ Mobile City Hall | B.U.I.L.D. Chicago | Austin
- 🍕 Pizza City Fest | 430 N. Rush St. | River North
- 🇬🇷 Taste of Greektown | Halsted Street between Adams and Van Buren Streets
- 🚶🏻♀️ Walking Tour | Mary Bartelme Park | West Loop
- 🇲🇽 Lakeview Taco Fest | Southport Corridor
- 🍷 Summer Wine Down | Gallagher Way | Wrigleyville
- 🥃 2025 Chicago Summer Whiskey Tasting Festival | Galleria Chicago | Near North Side
- 🍷 Sangria Festival Chicago | Humboldt Park
- 🧺 “The Wizard of Oz” | Oz Park | Lincoln Park
- 🎥 Technicolor Weekend | Gene Siskel Film Center | Loop
- 🦜 Guided Exhibition Tour: "Winging It" | Newberry Library | River North
- 🎆 Fireworks | Navy Pier
- 🚢 Chicago International Boat Show | Navy Pier
- 🍽️ West Chicago Food Festival | Downtown West Chicago
- ☂️“Mary Poppins Returns” | Osterman Beach | Edgewater
- 🔈 Chicago House Music Festival | Millennium Park
- 🍁 An Autumnal Celebration | McKinley Park
- 🎶 Galewoodstock | Galewood Park
- 🎵 Thalia Hall Free For All | Pilsen
- 💰 Anything But Clothing Swap | Wicker Park
- 🎻 Thirsty Ears Classical Music Festival | ACM School of Music | Ravenswood
- 🖼️ Bucktown Arts Fest | Holstein Park
- 🍕 EEEEEATSCON | Salt Shed | Goose Island
- 🇷🇴 Chicago Romanian Food & Folk Festival | Holy Nativity Romanian Orthodox Church | West Ridge
- 🍷 Sangria Festival | Humboldt Park
- 💃🏻 Freedom From and Freedom To | Elastic Arts | Logan Square
- 🍦 Far Down the Phantom Air closing | Sawhorse | Hermosa
Sunday, Aug. 24
- 🚶🏻♀️ Sheffield Stroll | Fullerton Red/Brown Line | Lincoln Park
- 🍕 Pizza City Fest | 430 N. Rush St. | River North
- 🇲🇽 Lakeview Taco Fest | Southport Corridor
- 🇬🇷 Taste of Greektown | Halsted Street between Adams and Van Buren Streets
- 🍷 Sangria Festival Chicago | Humboldt Park
- 🎥 Technicolor Weekend | Gene Siskel Film Center | Loop
- 🚢 Chicago International Boat Show | Navy Pier
- 🎻 Thirsty Ears Classical Music Festival | ACM School of Music | Ravenswood
- 🖼️ Bucktown Arts Fest | Holstein Park
- 🍕 EEEEEATSCON | Salt Shed | Goose Island
- 🇷🇴 Chicago Romanian Food & Folk Festival | Holy Nativity Romanian Orthodox Church | West Ridge
- 🩰 Barre3 in the Park | Mary Bartelme Park | West Loop
- 💿 Vinyl & Vittles | Charis Listening Bar | Bridgeport
Finally, I want to acknowledge the departure of film critic Michael Phillips from the Chicago Tribune. After 23 years there, Phillips accepted a buyout this week, and his position was dissolved. Richard Roeper took his own buyout from the Sun-Times in March. So, the papers that once housed Gene Siskel and Roger Ebert are left with no original movie reviews.
See you on Letterboxd, I guess? Just kidding, I still opt for RogerEbert.com. (You can find Roeper there too.)
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