Chicago may face significant challenges under a second Trump presidency, with potential impacts on several major projects and policies. The city has invested over $440 million in supporting migrants, but fears a possible mass deportation effort that could undermine its sanctuary status. Federal funding for the $5.3 billion CTA Red Line extension to 130th Street, which recently received a substantial boost, could also be at risk. Additionally, the ongoing expansion of O’Hare International Airport, already scaled back due to cost overruns, may face further obstacles in securing federal support.
The administration of Mayor Brandon Johnson remains cautious after Trump’s recent comeback, which overcame numerous legal and political hurdles. Senior adviser Jason Lee expressed concerns about Trump potentially prioritizing billionaire interests and pursuing authoritarian policies that could restrict freedoms.
During his first term, Trump frequently criticized Chicago, labeling it as a crime-ridden city. With a GOP-led Congress, his second term could make Chicago a political target. Lee, however, hopes Trump’s unifying rhetoric will extend to supporting all U.S. cities, including Chicago.
The Red Line extension project, a longtime city goal, could be especially vulnerable. The CTA plans to finalize federal funding before Biden leaves office, though officials worry about any attempts by a new administration to revoke funds. Similarly, O’Hare’s modernization—critical for national competitiveness—depends on federal funds, and further cuts may be needed if funding stalls.
Meanwhile, Johnson’s administration continues to seek federal support for policing, violence prevention, and migrant assistance. Lee warned that a mass deportation policy could have damaging economic and ethical consequences nationwide, increasing costs and straining the economy.
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