Stories by Matt Masterson
Chicago Journalists, Protesters Suing Trump Administration Over Alleged First Amendment Violations at Broadview ICE Facility
| Matt Masterson
The Chicago Headline Club, Chicago Newspaper Guild Local 34071, Block Club Chicago and other media groups filed the suit alongside protesters in federal court alleging their First Amendment rights have been violated.
2 Chicagoans, Including Woman Shot by Federal Agents, Charged with Ramming Border Patrol Vehicle
| Heather Cherone
Marimar Martinez, 30, and Anthony Ian Santos Ruiz, 21, are facing felony charges of “forcibly assaulting, impeding, and interfering with a federal law enforcement officer,” federal prosecutors announced Sunday.
Trump to Send 300 National Guard Troops to Chicago Despite Objections: Pritzker
| Heather Cherone
Illinois Gov. JB Pritzker said military officials called Saturday morning and “gave me an ultimatum: call up your troops, or we will. It is absolutely outrageous and un-American to demand a Governor send military troops within our own borders and against our will.”
Week in Review: Federal Agents Patrol Downtown; Chicago Bears Seek Public Funding
| Nick Blumberg
Another week of aggressive immigration raids — including patrols on peaceful downtown streets. And the Trump administration wants to pause $2.1 billion in infrastructure funding for Chicago.
Gov. Pritzker Orders State Agencies to Probe Treatment of Kids Detained by Feds During South Shore Raid
| Heather Cherone
Gov. JB Pritzker, who is running for a third term as governor and considering a run for president in 2028, said he was “appalled by the reports of excessive use of force against children as well as the many innocent bystanders who were punished simply for residing in that building.”
Key Panel Rejects Scaled-Back Effort to Have City Crews Clear Sidewalks of Snow and Ice
| Heather Cherone
Even though Chicago’s 2025 budget included $500,000 for the program, the effort will not move forward after the City Council’s Pedestrian and Traffic Safety Committee, meeting in a joint session with the Transportation Committee, rejected officials’ plan to plow sidewalks in two small parts of the city.
Looking for Peak Fall Foliage in and Around Chicago? These Fall Color Reports Won’t Leave You Hanging
| Patty Wetli
There are a number of local fall forecast resources that will point you in the direction of peak color.
It’s Pumpkin Spice Season. These Chicago-Area Coffee Shops Are Serving Up Fall Favorites
| Nicole Cardos
While it may not feel like fall yet, pumpkin spice season has arrived. Get your fall-themed beverage fix at these local businesses.
Chicago Ald. Jessie Fuentes Handcuffed by Federal Agents While Asking About Patient’s ICE Warrant at Hospital
| Matt Masterson
Chicago Ald. Jessie Fuentes was detained by federal agents inside Humboldt Park Health, as tensions continue to rise between local residents and officials and immigration agents conducting enforcement operations in the city.
Trump Pauses $2.1B for Chicago’s Red Line Extension and Other Infrastructure Projects, Citing ‘Race-Based Contracting’
| Heather Cherone
The pause affects a long-awaited plan to extend the city’s Red Line train. The money was “put on hold to ensure funding is not flowing via race-based contracting,” budget director Russ Vought wrote on social media.
ChiArts Board Won’t Renew High School’s Contract With CPS
| Matt Masterson
Citing financial issues, the Board of Directors overseeing Chicago’s only public arts high school informed the school district earlier this week that it would not submit a renewal application.
Local, State Police Set Up Designated Protest Areas Outside Broadview ICE Facility as Demonstrations Continue
| Matt Masterson
Illinois and Cook County law enforcement have constructed designated areas for protesters to “safely exercise their rights” outside the Immigration and Customs Enforcement facility in suburban Broadview.
Appeals Court Rejects Michael Madigan’s Bid to Stay Out of Prison Pending Appeal
| Matt Masterson
The Seventh Circuit Court of Appeals on Friday denied Madigan’s request to remain out on bond, meaning the longtime speaker must report to federal prison Oct. 13.
Transit Budget Gap Down to $200M, RTA Says; Advocates Aim to Keep Up Pressure for Reform, Funding
| Nick Blumberg
The announcement comes just a week and a half before lawmakers are set to return to Springfield for the fall veto session, during which numerous legislators say transit will be a main priority.
Oct. 2, 2025 - Full Show
| WTTW News
More demand for legal aid amid ramped-up immigration enforcement. And the Chicago Fire stadium project is moving forward — despite some concerns from residents.
Approval of New Chicago Fire Stadium at The 78 Has Some Community Members Concerned
| Joel Ortiz
The stadium is set to hold 22,000 fans and is expected to break ground in early 2026 with hopes of it being ready in time for the 2028 season.
Latino Pharmacist Bridging Cultural, Language Gaps on Chicago’s Northwest Side
| Joanna Hernandez
“I love giving back, and the thing is, us pharmacists, we’re the most accessible health care provider in the community,” pharmacist Freddy Gomez said.
Chicago City Treasurer Melissa Conyears-Ervin Agrees to Pay $30K for Firing Whistleblowers, Misusing City Resources
| Heather Cherone
Conyears-Ervin, who is running to represent Illinois’ 7th Congressional District, had been fined a total of $70,000 by the Chicago Board of Ethics in two separate probes.
New Dashboards Track Immigration Aid Requests Around Chicago as Advocates Say Calls Have ‘Skyrocketed’
| Matt Masterson
Calls from local residents seeking legal aid have “skyrocketed” in recent months, Chicago immigration advocates said Thursday, as families are increasingly seeking out assistance amid ongoing federal enforcement operations.
Trump Administration Cuts Nearly $8B in Clean Energy Projects in Blue States
| Associated Press
These cuts are likely to affect battery plants, hydrogen technology projects, upgrades to the electric grid and carbon-capture efforts, among many others, according to the environmental nonprofit Natural Resources Defense Council.
Chicago Cop Who Falsely Blamed an Ex-Girlfriend for Dozens of Traffic Tickets Pleads Guilty but Avoids Prison
| Jennifer Smith Richards — ProPublica
A former Chicago police officer facing trial for perjury and forgery has admitted he lied under oath dozens of times when he used an audacious alibi to get out of numerous speeding tickets and other traffic violations.
Trump Uses Government Shutdown to Dole Out Firings and Political Punishment
| Associated Press
President Donald Trump has seized on the government shutdown as an opportunity to reshape the federal workforce and punish detractors, meeting with budget director Russ Vought on Thursday to talk through “temporary or permanent” spending cuts.
Trump Asks 9 Colleges to Commit to His Political Agenda in Exchange for Favorable Access to Federal Money
| Associated Press
The pact asks the schools to accept the government’s priorities on admissions, women’s sports, free speech, student discipline and college affordability, among other topics.
September in Chicago Was Warmer Than Normal and One of the Driest in 150 Years
| Patty Wetli
September in Chicago felt like a continuation of summer, with above-normal temperatures. But the real story was the lack of rain.
Chicago Tonight: Black Voices, Oct. 1, 2025 - Full Show
| WTTW News
Chicago City Council prepares to navigate a billion-dollar budget deficit. And local businessman Willie Wilson on his vision to curb crime in the city.
Willie Wilson on Public Safety in Chicago, National Guard Troops: ‘This Is Very Personal to Me’
| Shelby Hawkins
Local businessman and former Chicago mayoral candidate Willie Wilson, 79, welcomes the possibility of soldiers in the city. “This is very personal to me,” Wilson said. “I’ve lost a son to violence.”
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