A man will remain in custody on charges that he impersonated a police officer during this past Thursday's protest against U.S. Immigration and Customs Enforcement in downtown Chicago.A judge on Sunday said it was very concerning that Willie Matthews Jr.

Thousands across the Chicago area rallied for "No Kings Day" protests against the Trump administration. There seemed to be a never-ending crowd of people marching from Daley Plaza all throughout the Loop.

Activists march on South Carpenter Street in the Lower West Side neighborhood to protest recent ICE arrests in the city and around the country Sunday June 8, 2025, in Chicago. The protest started at the Plaza Tenochtitlán and ended at Benito Juarez Community Academy. (Armando L. Sanchez/Chicago Tribune)

At 4 p.m. as protesters were gathering, a counterprotester came to the scene — prompting angry chants to erupt from the main protest.

The city is bracing for more demonstrations in the coming days as more U.S. Immigration and Customs Enforcement raids are expected in Chicago too.

Thousands of protesters marched in Chicago against Immigration and Customs Enforcement raids in their city and President Trump’s deployment of troops in Los Angeles.

A car sped through a protest in Chicago today that drew thousands to the Loop to decry Trump policies and ICE.

Heather Blair, 66, suffered a broken arm when a driver crashed into her Tuesday in the Loop. Blair said she's disappointed her injury will prevent her from attending Chicago’s “No Kings” demonstration on Saturday.

A peaceful protest against mass deportations became violent with three people taken into custody on Tucson's south side.

Chicago is an anchor city for the "No Kings" protests Saturday, and city officials said they are prepared for the crowds expected.