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City Cast Chicago

City Cast Chicago

❤️ This is the perfect Chicago day ❤️

August 14, 2025 · — Emmi Mack

Hey Chicago! 🌈 At this point, I’m on the rainbow beat. I’ve seen three this summer! During Tuesday’s sunshower, I spotted this (albeit faint) beauty peeking out over the Walgreens on Irving and Kedzie. Got better pics? HMU at [email protected].

A rainbow in Irving Park
A rainbow in Irving Park, as seen from my Uber window. (Emmi Mack / Hey Chicago)
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What Chicago's Talking About

Cop Who Fatally Shot Partner Now Accused of Attacking Female Officer

Carlos Baker, the Chicago police officer who recently shot and killed his partner Krystal Rivera, allegedly attacked an off-duty female officer Sunday night. She says Baker and another woman approached her outside a Wicker Park bar, pressured her to delete videos, then hit her face. [Sun-Times]

No Loan for CPS?

Chicago Public Schools officials presented a budget proposal Wednesday that does not rely on a loan. Instead, it includes cuts to operations and the central office, refinancing debt, and using a reserve fund. The plan also counts on a $25 million philanthropy grant and an expected $379 million from a city TIF surplus. [WBEZ]

The Loose Sheep Has a (Temporary) Home

A determined sheep escaped a Halsted Street slaughterhouse Monday, shattering the window and going on wild adventure around West Loop. The butcher followed in hot pursuit! After the sheep was captured by animal control, it was taken to the nonprofit Chicago Chicken Rescue. They’re looking for a more permanent home. [CBS]

Our Perfect Summer Day

Bar Belmont Harbor sunrise
Another post-Smart Bar Belmont Harbor sunrise. (Emmi Mack / Hey Chicago)

We’re midway through August. School is starting next week (!), and maybe you feel like summertime Chi is winding down. But not so fast — on today’s podcast, we’re describing our perfect Chicago Summer Day.

Podcast Player: "How to Have the Most Chicago Day Ever"

Emmi’s Perfect Chicago Day

How do you start your morning?
Wake up late, throw on some cowboy boots — I’ll be on my feet all day — and walk East down Armitage Avenue. Stop at Katherine Anne Confections for coffee and keep walking till Red Hot Ranch.

What’s for lunch?
At Red Hot Ranch, I go for the Chicago-style cheeseburger with depression dog toppings.

What are you doing in the afternoon?
I’ll get some shopping done in Wicker Park — many feature on our Chicago vintage shopping guide! There’s also a new place, Vintage House, where I just scored a Diesel cap. After that, I’ll take the Armitage bus to the zoo real quick — just to say hi to the gorillas.

What’s for dinner?

Wieners Circle, naturally. Since I did the burger at Red Hot, I’ll have a char dog here.

How are you spending your evening?

After dinner, I’ll head to Bobby and Chunghwa’s place. You don’t know Bobby and Chunghwa, but rest assured, their place is THE SPOT to pregame. Also, congrats on your engagement, guys!

Any late-night shenanigans?

Smart Bar is a solid option. I’ll usually dance or gossip in the hazy corner till someone agrees to walk to Belmont Harbor with me.

Belmont Harbor is my favorite place to watch the sun rise and to float. I recently did that with my old college roommate, staying up until we inevitably Googled, “What time does Red Hot Ranch open?”

Jacoby’s Perfect Chicago Day

How do you start your morning?

Divvy ebike to Kenwood. Take the scenic route past Chinatown square and Bronzeville Arts District to Carver 47 to get a breakfast sammie and a smoothie before playing pickleball at Gwendolyn Brooks Park. Divvy back up the lake past Oakwood and 31st Street beaches.

What are you doing in the afternoon?

Walking Milwaukee from Division to California — friends probably have a pop-up around here. Maybe hit Una Mae, Round Two, Myopic Books, Mindy's Bakery, or Saint Alfred.

What’s for lunch?

Tacotlan for shrimp and birria tacos or the burger and wings at Mott St.

How are you spending your evening?

Promontory Point kickback.

What’s for dinner?

Monteverde in West Loop.

Any late-night shenanigans?

Expat — get there before 10:45 p.m. Gino and Marty's for cocktails. Chi Cafe or Harold’s for late-night grub.

📍 Wanna see these spots on a map? Check out our list on Overlook.

Neighborhood Shoutouts

And now, it’s time for your weekly Neighborhood Shoutout. Every week, we highlight a rec from our City Cast Chicago Neighbors … want to join the Neighborhood?

This week, Zorin D. is shouting out Squeaky Bea’s in Logan Square: “The best pet store in Chicago.”

What To Do

Thursday, Aug. 14

👩‍💻 Today’s newsletter is packed with recs. You’re welcome. Now, I need a favor from you … please fill out our reader survey? We could really use your help!

It’ll only take seven minutes — you might even win a $250 Visa gift card and Hey Chicago swag!

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