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City Cast Chicago

City Cast Chicago

๐Ÿ‘ฉ๐Ÿผโ€๐Ÿ’ป Take the Milwaukee Avenue personality quiz

August 29, 2025 ยท โ€” Emmi Mack

Hey Chicago! On a recent walk, I found peace in River Park near Chicagoโ€™s last waterfall. All I can say is get out there and take a stroll before the weather turns! Labor Day is fast approaching.

Come for the waterfall, stay for the greenery. (Emmi Mack / Hey Chicago)

Now, onto the news and a special City Cast personality quiz ๐Ÿ˜ฎ

What's CITY Talking About?

No Loan, No Guaranteed Pension Payment in CPS Budget

After nearly a year of conflict between the mayor's office and CPS leadership, the Chicago Board of Education approved a budget Thursday night. It does not include a loan for the debt-plagued district. It also relies on additional funds from the city that may or may not come. [WBEZ]

Podcast: Why 200 Students Don't Have Classrooms. Plus, Weed DUIs From Rogue Crime Lab

Why Are Some Students Without Classrooms?

As CPS waits to place about 200 students with disabilities in classrooms, Chalkbeatโ€™s Samantha Smylie shares how families are managing. Also on todayโ€™s podcast, Injustice Watch reporter Maya Dukmasova explains how a former UIC crime labโ€™s questionable forensics science led to multiple cannabis DUI convictions. [City Cast Chicago ๐ŸŽง]

Beach Drummers Get the Boot in Woodlawn

Drummers and other musicians used to convene every day in a circle at 63rd Street Beach. This tradition, which began in 1970, ended abruptly in July, when the Park District fenced off the circle. The fence is part of a gated parking pilot, but the alderman hopes the drummers can get accommodations.ย [Block Club]

Pope house
The popeโ€™s boyhood home has become a place of pilgrimage. (Raymond Boyd/Getty Images)

This Weekโ€™s Must-Read

โ€œWe were in hell, and now weโ€™re in heaven,โ€ one Dolton bar owner put it. Between the scandals of recent Mayor Tiffany Henyard and the ascension of Robert Prevost to Pope Leo XIV, the struggling village is striving for reinvention. It just acquired the old Prevost house for $375,000 โ€”ย far less than its owner might have earned at auction. Meanwhile, the village faces a $3.65 million deficit. [Chicago magazine]

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Milwaukee Avenue Personality Quiz

Milwaukee Avenue
The corner where Milwaukee Avenue meets Wolcott Avenue and Wood Street โ€” on the route of Meet Me On Milwaukee! (Flickr / Steven Vance)

Meet Me On Milwaukee! That's the idea of a new pilot program that will turn a stretch of Milwaukee Avenue in Wicker Park car-free on three separate days: Aug. 31, Sept. 28, and Oct. 26. The pedestrianization will reach from the intersection of North and Damen all the way to Ashland Avenue.

That corner of the city is always changing โ€” so is the diagonal street that cuts through it. Milwaukee Avenue is Chicago's bike highway. It has strong immigrant roots. It's also an artistic street, full of independent businesses stretching far beyond the confines of Wicker Park.

How you spend a day on Milwaukee says a lot about you. Take this quiz to determine your Milwaukee Avenue Personality (and learn which City Cast Chicago team member shares your type)!

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It's the heartwarming true story of a small Newfoundlandย town that turned 6,579 stranded passengers into family on 9/11โ€”packed with inspiring songs, itโ€™sย a celebration of kindness and community.ย Tickets available at paramountaurora.com

What To Do

Friday, Aug. 29

Saturday, Aug. 30

Sunday, Aug. 31

Monday, Sep. 1

๐Ÿ˜˜ I hope you have a restful โ€” who am I kidding, I hope you have a lit โ€” holiday weekend! Hey Chicago will be back in your inbox Tuesday morning.

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