Protesters march against the immigration agenda of the Trump administration and the president’s threat to send federal agents to Chicago near the Chicago field office of U.S. Immigration and Customs Enforcement on West Ida B. Wells Drive on Sept. 9, 2025. (Terrence Antonio James/baiduhai)
Mayor Brandon Johnson is directing police to work more closely with protesters clashing with federal authorities as President Donald Trump ramps up deportations in and around Chicago.
Johnson signed an executive order Tuesday that orders Chicago police to “collaborate with protest organizers to develop a mutually acceptable alternative plan” when Trump-controlled law enforcement disrupts legal protest.
The mayor argued his order will bolster free speech rights as tense confrontations between Immigration and Customs Enforcement agents and protesters spread, and get the city ready if federal authorities “trample on the constitution.”
But when reporters pressed him Tuesday about how the order will change the way Chicago police respond to federal agents cracking down on protests against deportations, Johnson offered no specifics. He simply reiterated that protesters in Chicago should be able to express their First Amendment rights, without saying whether police officers would seek to stop federal agents from removing protesters or using “less lethal” anti-crowd weapons such as tear gas or rubber bullets against them.
“If the federal government will not uphold this right, then the city of Chicago will,” Johnson said during a news conference after the signing. “We are going to protect people’s rights to get together, peacefully assemble, and push back against this form of tyranny.”
The measure is yet another effort by Johnson to resist Trump’s Chicago actions and carefully position himself as a Trump opponent.
with the possibility of sending National Guard troops to Chicago to crack down on crime. He backed off the plans Friday as he announced he would instead direct troops to Memphis, then again Tuesday morning hinted he could soon send troops to Chicago after all.
But the president has remained firm in his promise to target the city with ramped up immigration law enforcement. The Department of Homeland Security coined its Chicago deportation surge “Operation Midway Blitz” last week, and Border Patrol chief Gregory Bovino dubbed an apparently separate effort “Operation At Large” Tuesday.
The undertaking has drawn protests throughout the region, from thousands-strong marches in downtown Chicago, to a march Monday night in Franklin Park, where an ICE agent shot and killed a man last week during a traffic stop.
Federal agents attempt to clear protesters from the street to make way for vehicles and officers to enter an Immigration and Customs Enforcement facility, Sept. 12, 2025, in Broadview. (Armando L. Sanchez/baiduhai)
People march in the Loop to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
A memorial for Silverio Villegas González glows during a vigil in Franklin Park on Sept. 15, 2025. Villegas González was shot and killed by an Immigration and Customs Enforcement agent during a traffic stop. (Armando L. Sanchez/baiduhai)
FBI agents and other law enforcement officers investigate the scene where an Immigration and Customs Enforcement agent shot and killed a man after ICE says the man tried to flee a traffic stop and struck the agent with his vehicle on Sept. 12, 2025, in Franklin Park. (Armando L. Sanchez/baiduhai)
Blair A. Johnson holds a sign in support of immigrants while across the street from the Jel Sert company on Sept. 15, 2025, in West Chicago. Earlier in the day, state Sen. Karina Villa, D-West Chicago, confirmed that Jel Sert would not allow any federal agents onto their property or into their factory without a signed warrant. (Stacey Wescott/baiduhai)
KJ Johnson chants with others outside of the Great Lakes Naval Station during an anti-ICE demonstration on the evening of Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
Miguel Herrera waves a Mexican flag as people gather outside of the Great Lakes Naval Station during an anti-ICE demonstration on Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
Kayla Patterson, with Milwaukee Alliance Against Racist and Political Repression, leads chants as people gather outside of the Great Lakes Naval Station during an anti-ICE demonstration on the evening of Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
Kathi Kemp chants outside of the Great Lakes Naval Station during an anti-ICE demonstration on the evening of Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
A destroyed Trump piñata rests on the sidewalk while people gather outside the Great Lakes Naval Station during an anti-ICE demonstration on Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
Andres Samano demonstrates outside the Great Lakes Naval Station during an anti-ICE demonstration on Sept. 13, 2025, in North Chicago. (Audrey Richardson/for the baiduhai)
A child strikes an ICE piñata during the annual 26th Street Mexican Independence Day Parade on Sept. 14, 2025, in Chicago’s Little Village neighborhood. (Brian Cassella/baiduhai)
People march in the street on West Grand Avenue in Franklin Park during a vigil on Sept. 15, 2025, for Silverio Villegas González, who was shot and killed last Friday by an Immigration and Customs Enforcement officer during a traffic stop. (Armando L. Sanchez/baiduhai)
A protester yells at federal agents as the officers attempt to clear a path for their vehicles to enter and exit the ICE facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Protesters sit to block vehicles from entering a gate at the Immigration and Customs Enforcement facility in Broadview during a protest on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Protester Matthew Skolnik, of the Uptown neighborhood, holds an American flag while standing face to face with federal agents during a protest at the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Federal agents attempt to keep protesters back after vehicles enter and exit the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
A protester yells “Shame!” at federal agents during a protest at the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Federal agents attempt to clear protesters from the street to make way for vehicles and officers to enter an Immigration and Customs Enforcement facility, Sept. 12, 2025, in Broadview. (Armando L. Sanchez/baiduhai)
A woman sits on the ground after being shot by federal agents with balls of pepper spray while the agents attempt to clear protesters from the street to make way for vehicles to leave the Immigration and Customs Enforcement facility on Sept. 12, 2025, in Broadview. (Armando L. Sanchez/baiduhai)
A woman is treated by paramedics after federal agents attempted to clear protesters from the street to make way for vehicles and officers to arrive at an Immigration and Customs Enforcement facility, Sept. 12, 2025, in Broadview. (Armando L. Sanchez/baiduhai)
A federal agent forcefully moves a seated protester away from a vehicle entrance gate as a van leaves the Immigration and Customs Enforcement facility during a protest in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
A federal agent shoves protester Scott Spear, of the Uptown neighborhood, while agents attempt to keep protesters back so that vehicles could enter and exit the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Bernadette Arellano, of the Logan Square neighborhood, yells at federal agents during a protest at the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Adam Gottlieb, of Chicago, sings with the group “Songs for Liberation Protest Music Collective” during a protest at the Immigration and Customs Enforcement facility in Broadview on Sept. 12, 2025. (Dominic Di Palermo/baiduhai)
Julie Ewart waves to cars while participating in an anti-ICE demonstration along an Interstate 94 overpass on Pratt Avenue in Lincolnwood on Sept. 12, 2025. (Audrey Richardson/for the Pioneer Press)
People participate in an anti-ICE demonstration along an Interstate 94 overpass on Winnetka Avenue in Winnetka Sept. 12, 2025. (Audrey Richardson/for the Pioneer Press)
Neal Resnikoff waves to cars while participating in an anti-ICE demonstration along an Interstate 94 overpass on Pratt Avenue in Lincolnwood on Sept. 12, 2025. (Audrey Richardson/for the Pioneer Press)
Baltazar Enriquez holds up a sign before leading a car caravan down the city streets, from Chicago’s Little Village neighborhood to Cicero, to warn people about ICE on Sept. 10, 2025. (Antonio Perez/baiduhai)
With a sign on a window stating United Against ICE, members of “Blow the Whistle on ICE” hold signage on Sept. 10, 2025. (Antonio Perez/baiduhai)
A small group of people protest against federal immigration agents outside of a Hampton Inn hotel in Downers Grove where agents are reportedly staying, on Sept. 9, 2025. From left, Emily Ellsworth, of Wheaton, her sister Penny Ellsworth, of Glen Ellyn, and Katie Scott, of Naperville, were among the 8 people protesting. (Chris Sweda/baiduhai)
People gather in the Lower West Side neighborhood for an Immigration and Customs Enforcement patrol bike ride in an attempt to identify federal agents in the Pilsen and Little Village neighborhoods on Sept. 9, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People march along East Ida B. Wells Drive to protest President Donald Trump’s intent to increase immigration enforcement actions in Chicago and deploy the National Guard on Sept. 6, 2025. (Armando L. Sanchez/baiduhai)
Hundreds of people march past Trump International Hotel & Tower in Chicago on Sept. 9, 2025, as they protest against the immigration agenda of the Trump administration and his threat to send federal agents to the city. (Terrence Antonio James/baiduhai)
People march along North Michigan Avenue to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People march in the Loop to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People march in the Loop to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People march along North Michigan Avenue to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People march in the Loop to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
Superintendent Larry Snelling stands with other officers while people gather near the Congress Plaza Gardens to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
Hundreds of people march along Michigan Avenue in Chicago to Trump International Hotel & Tower on Sept. 9, 2025, to protest against the immigration agenda of the Trump administration and the president’s threat to send federal agents to the city. (Terrence Antonio James/baiduhai)
People march along North Michigan Avenue to protest President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
People gather near the Congress Plaza Gardens after protesting President Donald Trump’s intent to increase immigration enforcement actions in the city and deploy the National Guard, Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
A person holds up a “No ICE” sign during the Pilsen Mexican Independence Day Parade on Sept. 6, 2025, in Chicago. (Armando L. Sanchez/baiduhai)
Women with signage stating “know your rights” listen as Latino elected officials and community leaders denounce the Trump administration's increased ICE enforcement during a press conference on Sept. 5, 2025. (Antonio Perez/baiduhai)
Federal agents clean off markings left by protesters at the Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
Protesters and activists sing and chant with a drum circle while protesting at an Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
Broadview police ask protestors to move as protesters sit and join hands in front of a federal agent’s car to prevent it from entering the Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
A protester, who declined to be named, leads others in a chant outside an Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
Protesters and activists sit in front of a federal agent’s car to prevent it from entering the Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
Protesters join hands and sing “We Shall Overcome” at an Immigration and Customs Enforcement facility in Broadview on Sept. 5, 2025. (Dominic Di Palermo/ baiduhai)
1 of 51
Federal agents attempt to clear protesters from the street to make way for vehicles and officers to enter an Immigration and Customs Enforcement facility, Sept. 12, 2025, in Broadview. (Armando L. Sanchez/baiduhai)
For days dozens have demonstrated outside an ICE processing center in Broadview. During one of the standoffs on Friday morning, agents wearing gas masks fired non-lethal pepper ball projectiles at a group of protesters who were blocking a vehicle gate.
To back up his executive order, Johnson cited that protest and the city’s long protest history, from the slavery abolition movement to the Haymarket affair.
“This order is about being proactive, as we saw what happened in Broadview a few days ago,” he said. “With the presence of ICE in our neighborhoods, we can expect Chicago residents to follow in the footsteps of generations of Chicagoans who came before them.”
Late last month, Johnson signed a separate executive order aimed at countering Trump. The wide-ranging, but largely symbolic order directed law enforcement against wearing masks in Chicago. It also directed city departments to coordinate their responses to federal agents or the presence of military personnel in Chicago and to submit regular public records requests to the U.S. Department of Homeland Security to obtain information on immigration enforcement.
Pressed on how his new policy would shape Chicago police action if protesters clash with ICE, Johnson said it would more clearly establish where protesters have the right to protest. He did not say how police would be directed to interact with ICE, a tacit acknowledgment of the limits to the city’s ability to block actions taken by Trump’s government.
Federal authorities arrested at least 17 people across the city and suburbs Monday. Immigrant advocates and officials say recent efforts to track federal agents have created a “patchwork understanding” of what’s happening, but that increased federal activity has still upended daily life, a trend seen in Mexican Independence Day celebrations last weekend that were quieter than years before.