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Copying from Sunday Tribune, because th world shoul now.

In show of force, dozens of armed federal immigration agents patrol downtown Chicago

  • Residents watch while Gregory Bovino, chief U.S. Border Patrol agent, second...
  • Protesters yell as U.S. Border Patrol agents depart Chicago’s Gold...

Residents watch while Gregory Bovino, chief U.S. Border Patrol agent, second from left, and other federal officers finish their march along North Clark Street by the Newberry Library in Chicago’s Gold Coast on Sept. 28, 2025, as part of an immigration blitz show of force. (Brian Cassella/Chicago Tribune)

By Adriana Pérez | adperez@chicagotribune.com | Chicago Tribune and Cam’ron Hardy | chardy@chicagotribune.com

UPDATED: September 29, 2025 at 10:34 AM CDT

Dozens of federal immigration agents were seen patrolling downtown Chicago Sunday afternoon.

Social media livestreams showed agents in front of Tribune Tower on North Michigan Avenue and in front of Millennium Park, detaining individuals. They also showed several U.S. Customs and Border Protection boats on the Chicago River.

The video of the agents walking in clusters downtown was recorded by lawyer Berto Aguayo, advising undocumented individuals to stay away and to be aware of their rights.

Protesters yell and record U.S. Border Patrol agents as they leave in vehicles at the corner Oak and Clark streets in the Gold Coast neighborhood on Sept. 28, 2025. (Eileen T. Meslar/Chicago Tribune)
Protesters yell and record U.S. Border Patrol agents as they leave in vehicles at the corner of Oak and Clark streets in the Gold Coast neighborhood on Sept. 28, 2025. (Eileen T. Meslar/Chicago Tribune)

After sightings near Millennium Park and the Riverwalk downtown, the dozens of federal immigration agents — most of them wearing camouflage uniforms with U.S. Border Patrol patches — made their way up to the Gold Coast — a primarily white, affluent neighborhood — in the early afternoon, flanking the sidewalks of Clark Street.

Roughly 20 bystanders and passersby started following the officers, chanting “ICE, go home!” The agents stopped at the intersection with Oak Street. Several got in vans that drove away. For another 15 minutes, the crowd of protesters around them grew bigger, yelling “shame.”

A shrill whistle cut through the noise repeatedly.

Some of the civilians present confronted Gregory Bovino, the chief U.S. Border Patrol agent, who joined on the patrol.

When asked by the Tribune how many agents had been patrolling downtown Sunday, Bovino said, “a lot.”

Bovino declined to answer any additional questions from the Tribune. When he and the last of the agents drove away, protesters celebrated with applause and cheers. “The people, united, will never be defeated!” they intoned.

Present on Sunday was Enrique Espinoza, an attorney and member of the Hispanic Lawyers Association of Illinois, who said the agents’ presence downtown was performative.

U.S. Border Patrol agents cross the street near the Newberry Library in Chicago's Gold Coast area on Sept. 28, 2025, after walking through downtown as part of an immigration blitz show of force. (Brian Cassella/Chicago Tribune)
U.S. Border Patrol agents cross the street near the Newberry Library in Chicago’s Gold Coast area on Sept. 28, 2025, after walking through downtown as part of an immigration blitz show of force. (Brian Cassella/Chicago Tribune)

Espinoza is an immigrant himself, hailing from Veracruz, Mexico.“Let’s be clear: This was a show. They wanted to get attention, and they got it,” he gestured toward the last remaining protesters as the crowd dispersed.

The Department of Homeland Security, which oversees the federal Immigration and Customs Enforcement agency, could not immediately be reached for comment.

‘A major escalation,’ immigration advocates say

The move comes in the midst of what President Donald Trump’s ICE is calling its “Operation Midway Blitz,” which has sown fear throughout immigrant communities in Chicago and its suburbs. Officials escalated a promised surge in immigration enforcement in the area over the last two weeks, with arrests reported and federal agents sighted near local schools, courthouses and workplaces. ICE claimed last week it had made 550 arrests during the first two weeks of the mission.

Chicago Mayor Brandon Johnson said he was closely monitoring the situation in a post on X. “While Chicagoans and visitors are enjoying another gorgeous Sunday, they are being intimidated and threatened by masked federal agents flaunting automatic weapons for no apparent reason. This is another brazen provocation from the Trump administration that does nothing to make our city safer,” Johnson said.

Gregory Bovino, chief U.S. Border agent, stands with other federal officers near the Newberry Library in Chicago's Gold Coast on Sept. 28, 2025, after walking through downtown as part of an immigration blitz show of force. (Brian Cassella/Chicago Tribune)
Gregory Bovino, chief U.S. Border Patrol agent, second from right, stands with other federal officers near the Newberry Library in Chicago’s Gold Coast on Sept. 28, 2025, after walking through downtown as part of an immigration blitz show of force. (Brian Cassella/Chicago Tribune)

Illinois Gov. JB Pritzker also posted on X Sunday afternoon, “This is not making anybody safer — it’s a show of intimidation, instilling fear in our communities and hurting our businesses,” he said. “We cannot normalize militarizing American cities and suburbs.”

By mid-afternoon Sunday, the intersection was cleared, traffic was flowing and things went back to normal — much like in the Loop, where after earlier sightings and reports of a couple of arrests, tourists strolled under the sun and took photos of the city, most of them none the wiser.

After the downtown display, immigrant rights advocates held a news conference alongside local and state officials, including U.S. Reps. Jesús “Chuy” García and Delia Ramírez, Lt. Gov. Juliana Stratton and several aldermen. They did not have an exact number of arrests made.

Sunday’s downtown operation in broad daylight represented a “major escalation by the Trump administration,” said Veronica Castro, deputy director at the Illinois Coalition for Immigrant and Refugee Rights.

Hers was a sentiment echoed by other speakers.

“Today, we witnessed the further militarization of ICE tactics in Chicago, as they showed up downtown to indiscriminately continue to profile against people just because of what they look like, their appearance,” García said. “This … is part of a nationwide effort by Trump and his administration to instill fear in people.” But, he said, “We want Trump and his aides to be clear: We will not take this lying down. You claim that you’re out to get the worst of the worst,” García said. “But we see time and time again that the people that you are apprehending and kidnapping and interrogating and terrorizing are hardworking people that make Chicago and Illinois a better place for everyone.”

U.S. Rep. Jesús "Chuy" García speaks during a news conference at the Illinois Coalition for Immigrant and Refugee Rights headquarters in the Loop on Sept. 28, 2025. (Eileen T. Meslar/Chicago Tribune)
U.S. Rep. Jesús “Chuy” García speaks during a news conference at the Illinois Coalition for Immigrant and Refugee Rights headquarters in the Loop on Sept. 28, 2025. (Eileen T. Meslar/Chicago Tribune)

Illinois state Sen. Graciela Guzmán said the administration is seeking to intimidate immigrants “by air, by water, by force, by any means possible” — alluding to the federal immigration agents, including Bovino, out in boats on the Chicago River on Sunday and Thursday, when they were first spotted.

“I want to remind folks at home that (at) every single level of government, here you have folks that deeply care about you,” Guzmán said. “We are doing everything in our power because you are our constituents. We love you, we will protect you.”

Chicago journalist arrested during Broadview protest released

Early Sunday, a journalist for Unraveled Press, who was detained by federal agents, was released after being detained at a Broadview protest Saturday night.

A social media post late Saturday showed Steve Held being detained by federal agents.

After he was released early Sunday morning, Held described his experience of being detained on the social media app Blue Sky.

His first words were, “I’m out, I’m sore.”

Federal agents stand inside the fence, Sept. 28, 2025, at the U.S. Immigration and Customs Enforcement facility in Broadview. (Brian Cassella/Chicago Tribune)
Federal agents stand inside the fence Sept. 28, 2025, at the U.S. Immigration and Customs Enforcement facility in Broadview. (Brian Cassella/Chicago Tribune)

Held saw four holding rooms while being detailed, he said, two small rooms being used to hold protesters and two larger rooms to hold ICE and Border Protection detainees. He also said he saw a man sitting in a room with gauze wrapped around his head, appearing to have a serious head wound.

The room he was held in “stank of sweat & pepper ball powder after just a few hours,” the post said. Another room, he said, “appeared dirty, filled with men dressed for labor, trying to get comfortable to sleep in chairs or on the cold floor in the cinder block room.”

When getting processed, he said he saw the faces of men that looked “heartbreaking.”

“We have never witnessed anything like what ICE has unleashed on our communities this week,” Unraveled Press posted on social media Sunday morning.

And Now H1B

I don’t know what to say. There are so many people affected by this new executive order, especially all those who have just graduated. I talked to several people this morning, trying to tell them to stay calm and wait. Because I hope that this decision will be either reverted or a million exceptions will be added. Otherwise, it could be an economic collapse.

About ICE Raids

I have a little bit of breathing room today, after working non-stop and resolving different conference-related issues, and I want to go back to what happened a week ago.

To be honest, I am shocked by the lack of public attention to this incident. I wouldn’t expect a lot of international attention, but domestic silence alarms me. For those who haven’t heard what has happened: ICE officer stopped a car driven by a person they wanted to arrest. This person was in the US illegally (i.e., without a proper visa). He didn’t have any criminal charges on him, but he had several speeding tickets (as far as we can tell). When he was stopped and realized that he was going to be arrested, he tried to flee the scene. It’s hard to tell what exactly happened because the body cam recording was not released (and I am not sure whether it is available).

DHS claims that this person, Silverio Villegas-Gonzalez, “dragged an officer a significant distance with his car.” There is no way to prove or object to this statement, but what we know for sure is that this ICE officer shot Silverio Villegas-Gonzalez dead. He shot an unarmed person with no criminal record.

If anybody wonders how the DHS reported on this incident, the link is here. I don’t know what else to add. I don’t know how we can have no respect for a person’s life. I don’t understand how anybody would dare to say “but he was here illegally…’

About Politics And Violence

I didn’t want to write anything about Charlie Kirk, but several people asked for my opinion, and I thought I should write a blog post.

On Friday morning, during my escorting shift, other escorts seemed to be overjoyed and almost celebrated the assassination. I would never do that. Yes, there is a cruel irony in the fact that Charlie Kirk mentioned at least in one of his speeches that the right to bear arms can’t be taken away from the American people, even if that means some lives will be lost. It happened to be his life, but honestly, I do not want to build anything on that.

I still maintain that nobody has a right to take other person’s life away. I was always against the death penalty, and I always will be (this does not include the time of war).

Another theme which was circulating during the first couple of days after the assassination was a conspiracy theory (like Trump had organized it all). I understand why people want to believe in this conspiracy, but I find no ground in it’s support. I do not think it’s right that the Minnesota political assassinations went pretty much unnoticed and uncommented by the White House, and at the same time, the flags ran half-staff for the Kirk’s assassination. I do not think it’s right that the killing of Villegas-Gonzalez didn’t make headlines except for the Chicago local news.

And I hope that these events won’t become an excuse for any political opression. We’ll keep watching.

Chicago Is Staying Strong!

It’s old news now, but I still want to celebrate Chicago’s victory last week. I know it sounds surreal that the city had to defend itself against the president, but that’s not the first and not the last surreal thing happening these days. However, it proves that it is possible to resist this administration, even without lengthy court battles (although the governor clearly indicated that he was ready to go to court), and also proves that when the city and the elected official are united to achieve their goals, they win.

On a more sober note, the Friday killing of Silverio Villegas-Gonzalez by an ICE officer. Still, I do not think this tragedy annuls what Chicago did last week.

Over The Weekend

My friend Lena and I had a great time in the city, and although I was nervously looking at my phone all the time, nothing happened. In fact, Trump said that “he was not going to war with Chicago” (yea!), and even went so far as calling it “fake news.” I still listened to the sounds of helicopters more than I usually would (they are up there all the time), but once again, nothing happened.

Igor attended the “No Trump No Troops” rally, reporting way above average concentration of Palestinian protesters, which obviously bothered me as well, but I think it only means there should be more of “us” there.

I honestly think that Chicago showed enough resistance and readiness to fight to scare some crazy people away.

ODS

Yesterday, I was going to make dinner at the ODS, but then it turned out that the current volunteer coordinator had put in their notice, and forgot or didn’t have time to purchase supplies for making dinner. I went to the shelter anyway, picked up some sweets from Vanille, and spent two hours in conversations with staff and residents. There were too many private moments in these conversations, so I am not sharing them except for one thing: I was thinking about taking a break from volunteering for the Night Ministry, but I am not going to do it.

Even though I am not there often enough, I still can do something good. And a little bit is better than nothing.

Yesterday was a very emotional and a very long day, and the whole week seems to be long and emotional. The fear of the National Guard’s appearance dominates the environment and touches my life in many different ways. Between escorting, which I did twice this week, ODS volunteering, and conference attendees coming from abroad, and all the conversations I have with people, it’s almost too much.

However, I have a hope (maybe too soon) that Chicago’s readiness to fight back stopped the worst that could happen. We’ll have to see, but I really hope…

Holding A Conference In These Challenging Times

All this week, I worried about my friend from Kenya, who was going to travel to Chicago to participate in next week’s conference. I worried that she would land in Chicago in the midst of raids and social unrest.

A couple of hours ago, I received a mass e-mail from the conference organizers, which I am just going to copy/paste here.

We’re excited to see you in Chicago! We know that travel in the United States may not feel as safe and easy as it has in past years.

To help provide some peace of mind, we’ve built a Travel Safety Check system. You can enter your contact and arrival info as well as an emergency contact. DEFNA board members will reach out to you via Whatsapp or Signal soon after your scheduled arrival to make sure you made it safely. If we’re unable to reach you, we’ll notify your emergency contact.

We know travel can be stressful whether you are traveling within the country or flying in from abroad. If you’re traveling alone, it can feel especially overwhelming, and we want you to know you don’t have to navigate it entirely on your own.

If that sounds like something that would give you some peace of mind, please register today. Only DEFNA board members have access to the system, and we’ll delete the data 30 days after the conference.

What’s going on in Chicago?

There has been a lot of posturing and public comment over the past week or so about the US federal government sending National Guard troops or Immigration and Customs Enforcement (ICE) agents to Chicago. At this point it looks like movements are being made to follow through on this, but we do not know exactly what to expect on the ground–or when.

Here’s what we know: – Immigration and Customs Enforcement (ICE) has increased its activity in the Chicago area. These agents tend to wear masks over their faces, baseball caps, and minimal uniforms that say “police.” If you see people fitting this description, avoid them. They are likely looking for someone particular rather than wanting to investigate the general population in the area. We do not expect them to be active in the downtown area where the conference is located.


The National Guard is making logistical movements that make it look like they are planning to send troops to Chicago in the near future. These are military troops wearing a proper uniform. From what we’ve seen in other cities where they have been deployed, their job is going to be to stand around and not bother anyone. They may well do this in the downtown area near the conference.


The Chicago Police Department is completely separate from both these groups and has an official policy of not cooperating with ICE or the National Guard. Chicago Police officers will have patches on their uniforms that say “Chicago Police” and tend to wear a blue shirt with dark pants. They want all our attendees to have a great time in their city and are people you can approach for help should you need it.

In the United States, you are allowed to record the police and military in public. If you or someone you’re with has an encounter with agents, take a video recording and please report the incident to the Code of Conduct team.

We do not expect any of these developments to directly impact you while you’re in Chicago for DjangoCon US, but we do want to be prepared. Please attend opening remarks each day during the conference as we will provide any updates to these situations at that time. We may also send emails to attendees if there are important developments to be aware of.

Sign up for the DjangoCon US Travel Safety Registration System

Please reach out if you have any questions, – DEFNA

Today’s Labor Day Demonstration

From TIME Magazine: How Chicago Is Getting Ready…

Link to the article

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