When the Border Patrol gathered at Millennium Park, it was two days after one of the agents executed a drive-by pepper-spraying of a young couple and their 1-year-old daughter in Little Village. Five days after they stormed a Spanish-immersion preschool in North Center and arrested a beloved teacher.
It was less than two weeks after a dizzying stretch that left Chicagoans stunned in late October:
On Oct. 23, agents tossed tear gas behind the discount mall in Little Village, the proud Latino neighborhood that, from the beginning of Trump’s immigration enforcement operation in Chicago, had remained a focal point.
On Oct. 24, agents lobbed more tear gas in Lakeview, a wealthy neighborhood that up until that moment had been relatively unaffected by the chaos.
Oct. 25, agents deployed even more tear gas, this time right before a children’s Halloween parade in Irving Park, where a resident raced out of his house, still in his Chicago Blackhawks pajamas, to confront feds who’d tackled a man in his front yard.
On Oct. 31, agents fired pepper balls in Albany Park, pointed weapons and assaulted residents in Evanston and grabbed workers in Edison Park, Hoffman Estates, Skokie and Niles.

Federal immigration officers detain a person in Chicago's Albany Park neighborhood on Oct. 31, 2025. (Armando L. Sanchez/Chicago Tribun