Two parents embrace each other outside of the Rayito De Sol Spanish Immersion Daycare and Pre-School in Chicago, where federal agents conducted an immigration raid that ended in a teacher being detained, on November 5, 2025. Jim Vondruska/Reuters

When Immigration and Customs Enforcement agents arrested a woman at a Chicago day care this month, it sparked local uproar over ICE’s tactics. But it also provided a window into the Trump administration’s latest enforcement initiative — an intense effort to crack down on parents and guardians who paid for children to come across the border.

The arrest of Diana Patricia Santillana Galeano, who after a vehicle stop fled into the childcare center where she taught, came weeks after her sons, ages 16 and 17, had crossed the US-Mexico border. They

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