For nearly two months, federal agents have been carrying out surprise raids in Chicago in pursuit of the Trump administration’s immigration agenda, emerging from unmarked vehicles in neighborhoods throughout the city to confront and detain stunned members of the public. The arrests have been aggressive and even violent, with agents striking restrained people, deploying tear gas outside of schools, and pointing pepper spray at bystanders who gathered to protest what was happening. A culture of fear has taken hold, particularly in the city’s predominantly Latino communities. Since the operation began in early September, more than 3,300 arrests have occurred, affecting both undocumented individuals and many U.S. citizens. These operations have randomly targeted a variety of neighborhoods, from affluent areas to schools and grocery stores. The crackdown has galvanized Chicagoans, who have banded together to protect their neighbors, documenting events on their phones. Witness accounts detail chaotic scenes, with families torn apart and citizens expressing shock at the use of force by agents. As the Department of Homeland Security and other agencies have remained silent on the issues raised, community resistance continues to grow, reflecting the local anxiety surrounding immigration enforcement.