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Takeaways from AP report on a Chicago raid that signals a major escalation of immigration crackdown

The raid targeted the Venezuelan gang Tren de Aragua and led to 27 arrests amid a broader crackdown that has detained over 1,000 immigrants since early September, officials said.

  • On Oct. 8, 2025, U.S. Customs and Border Protection raided 7500 South Shore Drive, Chicago, targeting the Venezuelan gang Tren de Aragua and arresting 27 immigrants.
  • The operation was part of Operation Midway Blitz that began in early September, a Chicago crackdown the White House says targets gang members and immigrants swarming the city.
  • Masked, armed agents carried out forceful entry, zip-tying Tony Wilson, third-floor resident, and the Department of Homeland Security released edited video with more than 6.4 million views.
  • The raids have shaken the city and sparked protests, with officials reporting 27 arrests and soldiers called to protect federal facilities in Broadview, Illinois.
  • Critics argue the crackdown serves political aims in a Democrat-run state and city, saying the White House targets Illinois Gov. JB Pritzker while opponents cite the city murder rate falling roughly by half since the 1990s.
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Takeaways from AP report on a Chicago raid that signals a major escalation of immigration crackdown

A raid last month in Chicago has signaled a sharp escalation in the White House’s immigration crackdown and ratcheted up tensions in a city already on edge.

·United States
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Winnipeg Free Press broke the news in Winnipeg, Canada on Tuesday, October 21, 2025.
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