
City Cast Chicago
👑 King(maker) Pritzker
March 23, 2026 · — Emmi Mack
It’s Chicagohenge (again)! At sunrise and sunset today, the sun will align “perfectly” with Chicago’s east-west grid.
Hurry — sunrise is 48 minutes after this newsletter hits your inbox! If you’re reading this after 6:48 a.m., however, try your luck at 7:06 p.m.


Today’s Big Story: Pritzker’s Machine

Last week’s election went well for Gov. JB Pritzker — not just because the governor ran unopposed. Pritzker-backed candidates also found success, pointing to the governor as Illinois’ new power broker.
Stratton’s win: Pritzker’s own lieutenant governor, Juliana Stratton, won the Democratic primary for U.S. Senate, all but clearing the path for her to replace retiring U.S. Sen. Dick Durbin. The race, however, was no sure thing. Competitor U.S. Rep. Raja Krishnamoorthi (8th) boasted a $30 million war chest, and U.S. Rep. Robin Kelly (2nd) attracted progressive voters. Enter Pritzker.
Money — and more: A PAC funded by billionaire Pritzker dropped $15 million on Stratton ads. (He made the biggest donation toward a single candidate this cycle, according to the Trib.) Pritzker also campaigned for Stratton directly, appearing alongside her for the last two weeks of the race and dominating her final commercial.
A clash: After Stratton’s victory, Pritzker’s on the outs with the powerful Congressional Black Caucus, which backed Kelly. While Kelly and Pritzker have long been at odds, CBC says Pritzker was “tipping the scales” unnecessarily.
Other wins: Pritzker’s other endorsement, state Rep. Margaret Croke, squeaked by in the Democratic comptroller race. Pritzker was Croke’s second-biggest donor. Back in 2022, he donated millions toward other winning Democrats, too.
A new kind of machine: With former kingmakers Mike Madigan and Richard M. Daley firmly out the game, Pritzker seems poised to fill something of a power vacuum in Illinois. Though his looks different than the old guard for now: more outwardly left-leaning and loudly anti-Trump.
Looking ahead: Pritzker’s not ruling out a presidential run. If — when? — that happens, a potential Sen. Stratton could be a helpful ally. Meanwhile, at the local level, Pritzker ally Secretary of State Alexi Giannoulias may run for Chicago mayor.
Sponsored Content

The Definitive Guide to Retirement Income
A successful retirement can depend on having a clear plan. Fisher Investments’ The Definitive Guide to Retirement Income can help you calculate your future costs and structure your portfolio to meet your needs. Get insights you need to help build a durable income strategy for the long term.

What's CITY Talking About
Cesar Chavez fallout: Activist Cesar Chavez was posthumously, credibly accused of sexual assault — now what happens to all the stuff named after him? Locals are pushing to rename an elementary school in Back of the Yards and a post office in Pilsen. [Block Club]
A surprise firing: Chicago’s deputy mayor for community safety, Garien Gatewood, is out. Mayor Brandon Johsnon fired him Thursday … despite previously crediting him for the recent drop in violent crime. Gatewood says he’s received little explanation. [Tribune 🔒]
- Yep: Crime is actually down. [City Cast Chicago 🎧]
- Wait: What’s a deputy mayor? [City Cast Chicago 💻]
Lights, camera, action: Illinois’ film industry had record spending last year: $703 million total. Pritzker cites a 35% tax incentive for producers. That program is cemented through 2039. [NBC 5]
- Hey: Have you seen all the shows filmed in Chicago? [City of Chicago]

The Breakfast Sandwich Battle Rages on!

The people have spoken. The final four in our breakfast sandwich battle come from Goddess and Grocer, Loaf Lounge, Build Coffee & Books, and Kasama. Vote now!
Sponsored Content

Experience Art Differently at The Other Art Fair
Discover 115+ independent artists over four vibrant days at The Other Art Fair Chicago. Browse affordable works starting at $100, explore interactive installations, and experience Nostalgia Core: a curated series of artist-led projects celebrating the best of the past. Enjoy local food trucks, a fair bar, and surprises at every turn. Tickets start at $20. Book now to save before prices increase at the door.

What To Do
Monday, March 23
- 🤘 Punk Rock Monday | Delilah’s | Lincoln Park | Free
- 🍽️ Andersonville Restaurant Week | Varies
- 🎨 Make Art Like an Artist | Woodson Regional branch | Washington Heights | Free
- 🕺 PONS | Empty Bottle | Ukrainian Village | Free
- 🍽️ West Town Restaurant Week | Varies
- 📚 Book Swap | Vodak-East branch | East Side
Tuesday, March 24
- 📚 Canto-Kojo open mic | Call & Response Books | Hyde Park | Free
- 📺 ”Hannah Montana” Watch Party | The River Kitchen & Bar | Lakeview
- 🎙 Groundwaves Open Mic | Co-Prosperity Sphere | Bridgeport | Free
- 🐠 Free admission | Shedd Aquarium | Museum Campus
- 👑 Chicago Chess Club | Beat Kitchen | Roscoe Village
- 🎡 Spring Break at the Pier | Navy Pier | Free
💔 RIP to John Hultman of WBBM — and CBS radio.
Free · Daily

