Big spender: Willie Wilson purchases $5.2M Loop condo in fourth bid for Chicago mayor

Willie Wilson, one of Chicago’s mayoral candidates, has bought the Loop condo he had been renting, showing his seriousness about his political campaign and an investment in downtown Chicago. According to the Chicago Tribune in its exclusive report, the businessman paid $5.2 million in July for the 49th-floor unit.

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The condo was sold privately and was not publicly listed, the Chicago Tribune reported. Cook County values the apartment at $4.615 million, the report confirmed, and the parking space included in the deal is assessed at $47,400.

According to the same report, the condo had a 2025 property tax bill of $95,836, while the parking space was taxed at $985.

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Fourth run for mayor

Wilson confirmed that he is making his fourth bid for Chicago mayor in the 2027 election, after three unsuccessful campaigns, as reported by the Block Club Chicago. He has also lost races for the U.S. Senate and president.

According to Block Club’s report, Wilson told supporters, “I do not use big words. I speak plain and have good common sense,” and added, “City Hall could use more common sense.”