September on September 9, 2025 On September 6, thousands of people protested in the
Chicago Loop against Trump sending
ICE and the National Guard. A similar protest was held outside of the
Great Lakes Naval Base in
North Chicago, Illinois, where federal agents were being sent for the operation. Additional protests against Trump sending
ICE and the National Guard to Chicago were held in
Joliet, Illinois, and
Rockford, Illinois. That same day on Truth Social, Trump posted an AI image depicting him as an officer in the film
Apocalypse Now, stating "Chicago is about to find out why it's called the Department of WAR", a post that was sharply criticized by state and city officials. On September 12, ICE agents in
Franklin Park, Illinois, shot and
killed Silverio Villegas González. After Villegas González was pulled over in his car by two ICE agents, he was shot as he tried to flee, dragging one of the officers with his car, according to DHS officials. He died of multiple gunshot wounds. The injured ICE officer was later released from the hospital after being treated for "severe back injuries, lacerations to the hand and substantial tears on his knee", according to DHS. According to a statement issued by DHS, "During a vehicle stop, the subject resisted and attempted to drive his vehicle into the arrest team, striking an officer and subsequently dragging him as he fled the scene. Fearing for his life, the officer discharged his firearm and struck the subject". However bodycam footage recorded by a local police officer responding to the incident contradicted DHS's injury claims. On the video, the ICE officer, standing in front of the camera, is heard saying the injuries he sustained were "nothing major". Later, he walked to the ambulance that took him to the hospital. El Grito Festival, a festival celebrating
Mexican Independence Day scheduled to take place in
Grant Park on September 13–14, was postponed due to news of increased ICE activity in Chicago. A separate celebration was held in the
Pilsen neighborhood of Chicago on September 15. on September 19, 2025 In northwest suburban
Elgin, federal agents in military uniforms used explosives to breach the door of a residence around 6:00 AM on September 16, while at least one helicopter circled the neighborhood. They detained at least six persons, two of whom were later determined to be U.S. citizens. Secretary of Homeland Security
Kristi Noem may have been present. Noem shared a video of the operation on her social media channels. In downtown
Chicago on September 28, protesters heckled armed
U.S. Border Patrol agents as they marched through the downtown and
Gold Coast neighborhoods, chanting "Shame", "Pigs", and "Get out of Chicago". Agents arrested a Latino family in
Millennium Park, including an 8-year-old and a 3-year-old child, during the patrolling. Bovino said "obviously, the particular characteristics of an individual, how they look. How do they look compared to, say, you?". On September 30, ICE conducted a late-night raid on a
South Shore neighborhood of Chicago, using a Black Hawk helicopter to rappel onto residential buildings. The FBI, U.S. Border Patrol, and ATF assisted in the operation. DHS stated it arrested 37 people in the raid. Stephen Miller declared after the raid that the building was "filled" with Tren de Aragua "terrorists", but later statements by DHS identified no more than two people as suspected gang members. In the
Chicago Loop, hundreds continued to protest
ICE and Trump threatening to send the National Guard.
October 1–15 On October 1, the Federal Aviation Administration (FAA) issued a first-of-its-kind restriction on drones over Chicago. According to
Newsweek, the restriction was at the request of DHS. Centered on Chicago, the restriction zone measured wide, larger than those imposed over Los Angeles and Portland, Oregon, during similar law-enforcement operations. In
Logan Square, an ICE agent threw smoke grenades onto a crowded street, affecting several bystanders. On October 4,
U.S. Border Patrol agents
shot a woman after, according to a report from the Department of Homeland Security, their patrol vehicle was boxed in and then rammed by 10 other vehicles. Local community groups disputed federal claims that the agents had been boxed in, claiming that federal agents crashed into a civilian car and caused a
multi-car crash. The victim was taken to a local hospital and discharged later that day. Protests broke out in
Brighton Park in the area of the shooting, and federal agents shot pepper balls and tear gas at the protesters. Dariana Fajardo, a U.S. citizen, was detained by ICE agents in
Waukegan, Illinois. They claimed she was trying to box in ICE vehicles, a claim she and community leaders denied. On October 7, Trump sent the National Guard to Chicago against the wishes of Governor
J.B. Pritzker and Mayor
Brandon Johnson, and a lawsuit filed by the state of Illinois and the city of Chicago to declare the deployment illegal was pending until a court hearing on October 9. Four workers at a cemetery in
Forest Park, Illinois, were detained by ICE agents after attempting to help a man who was struggling in the
Des Plaines River near the cemetery's perimeter. ICE agents pepper sprayed them before tackling, zip-tying and shackling them. An ICE agent was charged with drunk driving. On October 8, a federal grand jury refused to indict a couple arrested while legally carrying firearms in
Broadview, Illinois in September. Prosecutors also abandoned charges against a third protester arrested on September 27 after reviewing new body camera footage of their arrest. In
Chicago and
Milwaukee, Wisconsin, protests continued over Trump sending ICE and the National Guard to Chicago. On October 9, after detaining four people in the
Rogers Park neighborhood of Chicago, ICE wrote a man a $130 ticket for not having papers on him proving that he was a legal resident. An anti-
ICE protest was held at the
University of Illinois Chicago, following a
viral video showing ICE arresting two women near campus. On October 10, Debbie Brockman, an employee of
WGN-TV, was detained in the
Lincoln Square neighborhood of Chicago by federal agents for seven hours after videotaping agents detaining a Latino man and asking if they had a warrant. On October 14, Brockman's attorney released a statement saying that Brockman was pursuing legal action against ICE and the
Department of Homeland Security for assault and wrongful arrest. In
Broadview, Illinois, protests continued outside of an ICE facility guarded by Illinois State Police instead of the National Guard, which was suspended from being deployed into Illinois by a federal judge. Meanwhile, Illinois senators
Dick Durbin and
Tammy Duckworth were denied entry to the building for a fourth time. On October 11, in
Hoffman Estates, Illinois, officers detained an 18-year-old girl in a video that went
viral, though DHS denies that officers were ICE agents. Over 400 people protested in the
Rogers Park neighborhood after 4 people were detained there by ICE two days earlier. On October 12, ICE agents deployed
tear gas in the
Albany Park neighborhood, in direct violation of a court order that had been handed down by a federal judge just days before. On October 14, several people were detained in ICE raids in the
Pullman and
Roseland neighborhoods. In the
East Side neighborhood, hundreds of residents confronted ICE agents after they rammed a vehicle and caused a multi-vehicle car crash during a chase. ICE agents deployed
tear gas for the second time in violation of a court order handed down on October 9. The tear gas also affected Chicago police officers who were at the scene. Three people who gathered around the site of the crash were arrested. Also on October 14, hundreds of residents attended a
whistle-making event to create whistles to distribute to the public to alert neighbors of observed ICE activity. On October 15, a Cook County judge signed an order barring ICE from arresting people while going to court proceedings, including arrests outside courthouses, in parking lots, surrounding sidewalks and entryways. A U.S. citizen with the first name "Angel" was grabbed off the street and pulled into a vehicle by
U.S. Border Patrol agents in the
South Chicago neighborhood on October 15, 2025. The incident was captured on his cousin's Ring camera. After interrogating him, agents dropped him off a half a mile away from where they had pulled him into the vehicle.
October 16–31 On October 16, in
Hanover Park, Illinois, ICE detained a police officer named Radule Bojovic, an immigrant from
Montenegro, claiming that his tourist visa had expired in 2015. Hanover Park officials stated that Bojovic had a current work authorization card from the federal government and was legally authorized by the federal government to work in the U.S. Lake County was the site of several raids on October 17. On October 18, as many as 250,000 people took part in a
No Kings demonstration in
Grant Park, which included Governor
JB Pritzker and Chicago mayor
Brandon Johnson as speakers. Other rallies were held in
Arlington Heights,
Elgin,
Evanston,
Geneva,
Lisle,
Mount Prospect, and
Schaumburg. On October 22, during an ICE raid in the neighborhood of
Little Village and neighboring
Cicero, Illinois, ICE detained eight people, including four U.S. citizens and two members of
Alderman Michael Rodriguez's staff. On October 23, ICE returned to
Little Village and fired
tear gas at a crowd, the third time ICE used tear gas in the city in direct violation of a court order handed down on October 9. They detained around five people, including a high school student. On October 24, ICE detained several people in the
Lakeview and
Lincoln Park neighborhoods and deployed
tear gas into a crowd of approximately 50 people, going against a court order handed down on October 9 for the fourth time. Judge
Sara Ellis ordered
Gregory Bovino to appear in court on October 28 as part of an ongoing inquiry into potential violations of her restraining order on crowd-control tactics used during "Operation Midway Blitz," including tear gas. On October 25, ICE deployed
tear gas in the neighborhoods of
Old Irving Park and
Avondale, once again in violation of the court order. Three people were arrested, including two U.S. citizens, and an agent violently pushed a woman to the ground. A children's
Halloween parade was disrupted and canceled as a result. In
Aurora, Illinois, two U.S. citizens were detained by ICE after they began filming them outside of an elementary school. to alert neighbors of observed ICE activity. Note the whistles carried here during a protest in the
Lincoln Park neighborhood on October 26, 2025. On October 26, ICE agents conducted a stop at a supermarket Sunday morning in Addison, Il. The manager of the store recorded the incident on social media. Agents broke the vehicle's window to arrest the individuals inside the parked vehicle. Two people were detained and a third person, who was the driver, showed the agents her green card and was let go. Community members lined the street along the supermarket on Sunday afternoon to protest. Family members said the two individuals, now in federal custody, had no criminal history or record. On October 31, ICE detained at least three U.S. citizens in the
Albany Park neighborhood, and caused a vehicle crash in
Evanston, Illinois.
November On November 3, community members of the
Village of Wheeling came together to advocate for a resolution that would prohibit civil immigration enforcement agencies from using Village-owned property. The resolution was introduced after immigration officers attempted to use a fire station's parking lot. The resolution ultimately passed in an almost unanimous vote. On November 5, hundreds of people protested in the
North Center neighborhood after ICE took a teacher out of a daycare and detained her while children and parents were present that morning. On November 8, the
Department of Homeland Security again deployed
tear gas in the
Little Village neighborhood, claiming that an unidentified person had shot at them from a moving vehicle. No injuries were reported. That same day in
Cicero, Illinois, a U.S. citizen stated that he, his wife and their 1-year-old child were pepper sprayed in a
Sam's Club parking lot by an ICE agent and he required hospitalization due to an asthmatic reaction. On November 10, ICE agents posed for a photo op at
The Bean downtown. The photo op came after agents tear-gassed a
Little Village street and were spotted in the area numerous times. At the Bean, one agent shouted, "Everyone say, 'Little Village!'" On November 13,
Greg Bovino left
Chicago to go to
Charlotte, North Carolina, and the
Department of Homeland Security left the
Great Lakes Naval Base while stating that operations in Chicago would continue throughout the winter. Meanwhile, the Department of Homeland Security released a list of 608 names of people that ICE had detained in the Chicago area and that were ordered released from custody by Judge Jeffrey Cummings on November 12, due to their arrests violating the Castañon Nava consent decree and the
Fourth Amendment. Of the 608 people on the list, only 16 had criminal histories. On November 15, a
Department of Defense official stated that hundreds of National Guard troops that were dispatched to
Chicago and
Portland, Oregon but not deployed due to legal challenges would be returning to Texas and California.
December On December 31, Trump announced that the National Guard deployment to Chicago was now over. == Legality ==