School Climate & Safety Q&A

Inside the Fear at Chicago Schools Amid Federal Immigration Raids

By Ileana Najarro — October 31, 2025 5 min read
Sylvelia Pittman stands for a portrait outside of Nash Elementary School in Chicago on Oct. 30, 2025.
  • Save to favorites
  • Print

Since early September, masked and armed federal immigration agents in unmarked trucks have been patrolling Chicago neighborhoods in an immigration crackdown known as “Operation Midway Blitz.”

U.S. Department of Homeland Security officials have said the effort targets criminals staying in the country illegally. But most recently, agents have been seen deploying tear gas canisters in neighborhoods, including near elementary schools and in areas where children were gathering for a Halloween parade, according to local reports.

A group of U.S. Senate Democrats has urged U.S. Secretary of Education Linda McMahon to ensure that Immigration and Customs Enforcement, or ICE, officers don’t conduct operations near schools, according to The Hill. In January, the Trump administration rescinded a long-held policy that classified schools as “protected areas” from immigration enforcement. While DHS spokesperson Tricia McLaughlin has said ICE is not going into schools to arrest children, she added that “if a dangerous illegal alien felon were to flee into a school, or a child sex offender is working as an employee, there may be a situation where an arrest is made to protect public safety.”

Sylvelia Pittman, an interventionist and multi-tiered system of supports lead at Henry H. Nash School of Fine and Performing Arts in the Austin community on Chicago’s West Side, has worked in Chicago public schools for 24 years. In an interview with Education Week, she said she’s never experienced the fear and uncertainty she is currently grappling with as immigration enforcement ramps up in her neighborhood and directly disrupts the lives of students and coworkers.

Pittman shared what it’s been like to teach under such circumstances and what advice she has for fellow educators across the city and country. This interview has been edited for length and clarity.

What’s been happening near your school over the last two months regarding immigration enforcement?

We’ve seen activity near our school … in our neighborhood. It’s been [happening] a couple of blocks from our school. [ICE agents are] just in the vicinity.

We have had a couple of our families be impacted—not just the students, even my colleagues. One of my colleagues, her husband was actually questioned the other day. Another one, her cousin had been deported back to Mexico. So it’s hit home. It’s not just stories anymore.

It has impacted those that we work with, so we are checking in on each other, making sure you are asking, “Are you OK today?”

How is “Operation Midway Blitz” affecting your day-to-day work as a teacher?

It hits differently, because when you come to work, the first thing that comes to mind when you don’t see a certain student, you’re wondering if they’re OK, if their family is OK. It’s almost like you don’t want to be in fear, but it makes you feel some type of way. You have to stay calm in front of the students, because you don’t want them to be upset. You don’t want them to know that you are worried about them.

We are also taking more precautions. We have weekly meetings for our safety team. We go over what is going on in the neighborhood, and we are coming up with plans if our kids are outside at recess, if they’re starting to get on the bus, all of those different things we have to think about now. You feel like you’re watching over your back every time you go outside.

Sylvelia Pittman stands for a portrait outside of Nash Elementary School in Chicago on Oct. 30, 2025.

How is your school working to keep students and families safe and willing to come to school?

We always say school is the best place for them to be because this is their norm. This is their place where they feel the most normal. At this particular time, when they are not at home, it’s probably the safest place for them to be during the day, and their families know their children are being cared for, that they’re being watched, and [we’re] making sure that they have everything they need.

We check on our students. We’re having discussions about their feelings, what it is that they need, [and] how they feel in this moment.

We’re careful about what is being said around our students when we know their parents have been detained. We had two moms who were detained. I can’t imagine being 4 or 5 years old and not understanding why my mom is not at home with me, and I don’t know when I’ll get a chance to see her, or I don’t know if she’s coming back. That’s a little disturbing. So we try to make them feel as comfortable as we can at this time, and even ask the fathers what they need from us.

There’s a crew of people who are at each door, who are ushering the students into the building and ushering them out of the building.

We’re in the process now of trying to make sure that we have rapid response teams, just in case we need to contact one. [In the event of ICE presence at the school], they [as community organizations] would help us with making sure that all of our students are able to get out of the building—safely into the cars or just walking in the neighborhood.

Have you experienced anything like this in your teaching career?

I’ve never experienced this. I feel like I’m living during a time I’ve heard about that transpired in the 1960s for our civil rights, when my grandparents and great grandparents fought for me to be able to be free to have a public education, to be able to have a higher education.

The things that my forefathers, my ancestors have fought for and I learned about as a little girl growing up—now, I actually live in it, making sure that my grandchildren that come to school with me every day are safe. I feel like it’s history repeating itself.

Any advice for educators who may find themselves in similar scenarios?

Find the courage to be able to be there for yourself and for the families that you’re representing, because the only way that anybody is going to be safe is if we stick together, and we keep each other safe. We don’t need federal agencies to come in here and make our spaces safe. It’s up to us as the citizens of the city, the citizens of the state and our neighborhoods, to keep each other safe.

Find the courage to be able to stand with your colleagues and with your families, and to make sure you’re educated. Educate your parents and your community about their rights.

A version of this article appeared in the January 01, 2026 edition of Education Week as Inside the fear at Chicago schools amid federal immigration raids

Events

This content is provided by our sponsor. It is not written by and does not necessarily reflect the views of Education Week's editorial staff.
Sponsor
School Climate & Safety Webinar
Belonging as a Leadership Strategy for Today’s Schools
Belonging isn’t a slogan—it’s a leadership strategy. Learn what research shows actually works to improve attendance, culture, and learning.
Content provided by Harmony Academy
This content is provided by our sponsor. It is not written by and does not necessarily reflect the views of Education Week's editorial staff.
Sponsor
School & District Management Webinar
Too Many Initiatives, Not Enough Alignment: A Change Management Playbook for Leaders
Learn how leadership teams can increase alignment and evaluate every program, practice, and purchase against a clear strategic plan.
Content provided by Otus
This content is provided by our sponsor. It is not written by and does not necessarily reflect the views of Education Week's editorial staff.
Sponsor
Artificial Intelligence Webinar
Beyond Teacher Tools: Exploring AI for Student Success
Teacher AI tools only show assigned work. See how TrekAi's student-facing approach reveals authentic learning needs and drives real success.
Content provided by TrekAi

EdWeek Top School Jobs

Teacher Jobs
Search over ten thousand teaching jobs nationwide — elementary, middle, high school and more.
View Jobs
Principal Jobs
Find hundreds of jobs for principals, assistant principals, and other school leadership roles.
View Jobs
Administrator Jobs
Over a thousand district-level jobs: superintendents, directors, more.
View Jobs
Support Staff Jobs
Search thousands of jobs, from paraprofessionals to counselors and more.
View Jobs

Read Next

School Climate & Safety This Key Factor Helps Students Feel Safe at School
Students who believe educators take their safety concerns seriously are more likely to feel safe.
3 min read
A hallway at a school in Morrisville, Pa., on Nov. 13, 2025. Data from a recent survey shows the link between safety and relationships come as schools carve out portions of their increasingly limited budgets on school security measures, safety training, and mental health programs to keep students safe.
A recent survey shows the link between safety and relationships as schools struggle to carve out portions of their increasingly limited budgets for school security measures, safety training, and mental health programs. A hallway at a school in Morrisville, Pa., is shown on Nov. 13, 2025.
Rachel Wisniewski for Education Week
School Climate & Safety Shootings at School and Home in British Columbia, Canada, Leave 10 Dead Including Suspect
Canadian Prime Minister Mark Carney said he grieved with families "whose lives have been changed irreversibly today."
3 min read
The road is blocked off before the Tumbler Ridge Secondary School, in Tumbler Ridge, B.C., Canada, on Wednesday, Feb. 11, 2026.
The road is blocked off before the Tumbler Ridge Secondary School, in Tumbler Ridge, B.C., Canada, on Wednesday, Feb. 11, 2026.
Jesse Boily/Canadian Press via AP
School Climate & Safety 4 Ways Schools Can Build a Stronger, Safer Climate
A principal, a student, and a researcher discuss what makes a positive school climate.
4 min read
A 5th grade math class takes place at Lafargue Elementary School in Effie, Louisiana, on Friday, August 22. The state has implemented new professional development requirements for math teachers in grades 4-8 to help improve student achievement and address learning gaps.
Research shows that a positive school climate serves as a protective factor for young people, improving students’ education outcomes and well-being during their academic careers and beyond. A student raises her hand during a 5th grade class in Effie, La., on Aug. 22, 2025.
Kathleen Flynn for Education Week
School Climate & Safety Schools Flag Safety Incidents As Driverless Cars Enter More Cities
Agencies are examining reports of Waymos illegally passing buses; in another case, one struck a student.
5 min read
In an aerial view, Waymo robotaxis sit parked at a Waymo facility on Dec. 8, 2025 , in San Francisco . Self-driving taxi company Waymo said it is voluntarily recalling software in its autonomous vehicles after Texas officials documented at least 19 incidents this school year in which the cars illegally passed stopped school buses, including while students were getting on or off.
Waymo self-driving taxis sit parked at a Waymo facility on Dec. 8, 2025, in San Francisco. Federal agencies are investigating after Austin, Texas, schools documented incidents in which the cars illegally passed stopped school buses. In a separate incident, a robotaxi struck a student at low speed as she ran across the street in front of her Santa Monica, Calif., elementary school.
Justin Sullivan/Getty Images via TNS