Trump has taken aim at Chicago for over a decade, including on the 2024 and 2016 presidential campaign trails. He has repeatedly compared the city to Afghanistan and, in 2017, threatened to “send in the feds” due to gun violence in the city, despite historic declines in violent crime in recent years.

The Pentagon has its sights set on Chicago as the next target of plans to crackdown on crime, homelessness, and undocumented immigration.