REBECCA SANTANA and ELLIOT SPAGAT.

The Chicago city skyline is seen from Diversey Harbor, Wednesday, Aug. 27, 2025. (AP Photo/Erin Hooley)

Chicago is in the Trump administration’s sights for its next immigration crackdown

President Donald Trump’s administration plans to send officers to Chicago for an immigration crackdown. That’s according to two U.S. officials speaking on the condition of anonymity Friday to discuss plans that had not been made public. It’s the latest move by the Republican president to expand the federal law enforcement presence in major Democratic-run cities. Chicago has strong rules against cooperating with federal immigration enforcement, often clashing with the Trump administration’s deportation agenda. U.S. Immigration and Customs Enforcement, Customs and Border Protection and other federal agencies will participate. The operation is focused on immigration and isn’t expected to rely on the National Guard like in the federal police takeover in Washington.

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