Chicago Caught In The Trump Administration's Crosshairs

What A Day

Crooked Media

News, Daily News

4.6 • 12K Ratings

🗓️ 2 September 2025

⏱️ 21 minutes

🔗️ Recording | iTunes | RSS

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Summary

The Trump administration is preparing a major Immigration and Customs Enforcement operation in Chicago, and it may come as soon as this week. The details have been few and far between, but it would likely increase the number of ICE and Border Patrol agents in the city significantly. According to “border czar” Tom Homan, the White House is even considering taking over a Naval base north of Chicago to hold the “large contingent” of federal agents. Chicago, unsurprisingly, has long been in the crosshairs of President Donald Trump’s threats to federally invade cities as part of his so-called crackdown on crime. And Chicago Mayor Brandon Johnson is not having it. On Saturday, he signed an executive order instructing local police not to cooperate with troops or federal agents if the President’s threats come to fruition. For more on the impact that federal arrests have on federal courts, we spoke with Jessica Brand, a lawyer and Executive Director of Wren Collective, a non-profit aimed at criminal justice reform and prosecutorial power. And in headlines: Congress is back in session, a federal judge blocks the Trump administration from deporting hundreds of migrant children to Guatemala, and more than 800 demonstrations take place across the country on Labor Day to protest billionaires taking over the government.

Transcript

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0:00.0	It's Tuesday, September 2nd.
0:04.2	I'm Josie Duffy Rice in for Jane Koston, and this is What a Day.
0:08.0	The show congratulating Naomi Osaka on her U.S. Open win on Monday.
0:19.6	On today's show, guess who's back?
0:22.7	Congress, back in session.
0:25.0	Yay?
0:25.7	And people across the U.S. celebrate Labor Day by turning up to protest the Trump administration's love affair with billionaires.
0:32.2	But let's start with federal law enforcement being deployed to major cities.
0:37.1	The Trump administration is preparing a major immigration and customs enforcement operation in Chicago,
0:42.4	and it may come as soon as this week.
0:44.9	Here's Christy Noam on Face the Nation on Sunday.
0:48.0	Well, we've already had ongoing operations with ICE in Chicago and throughout Illinois and other states,
0:53.0	making sure that we're upholding our
0:54.4	laws. But we do intend to add more resources to those operations. I won't disclose the details.
1:01.3	So the administration is staying somewhat mum about its plans, but the operation would likely
1:06.3	significantly increase the number of ICE and Border Patrol agents in the city. In fact,
1:11.5	according to Borders'ar, Tom Homan, the White House is even considering taking over a naval base
1:16.4	north of Chicago to hold the, quote, large contingent of federal agents. Chicago, unsurprisingly,
1:23.4	has long been in the crosshairs of President Donald Trump's threats to federally invade cities
1:27.8	as part of his so-called crackdown on crime.
1:31.2	And I say unsurprisingly, because one of Trump's favorite things to do is fearmonger about Chicago,
1:37.5	because it has a Democratic mayor and a popular Democratic governor and its majority people of color.
	...

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