Wintrust Financial Corporation

Item 8.01. Other Events. On June 13, 2025, Wintrust Financial Corporation (the “Company”) announced and provided notice to holders of its Fixed-to-Floating Rate Non-Cumulative Perpetual Preferred Stock, Series D (the “Series D Preferred Stock”), 6.875% Fixed-Rate Reset Non-Cumulative Perpetual Preferred Stock, Series E (the “Series E Preferred Stock”), and related depositary shares (the “Depositary Shares”), each representing a 1/1,000th interest in a share of the Series E Preferred Stock, that on July 15, 2025, the Company will redeem (i) all of the 5,000,000 issued and outstanding shares of Series D Preferred Stock for a redemption price of $25.00 per share; and (ii) all of the 11,500 issued and outstanding shares of Series E Preferred Stock and all of the related 11,500,000 issued and outstanding Depositary Shares for a redemption price of $25,000 per share of Series E Preferred Stock (or $25.00 per Depositary Share). These redemptions will be funded with a portion of the net proceeds from the Company's previously disclosed public offering of depositary shares, each representing a 1/1,000th interest in a share of its 7.875% Fixed-Rate Reset Non-Cumulative Perpetual Preferred Stock, Series F, which was completed on May 22, 2025. The regular quarterly dividends on the Series D Preferred Stock and the Series E Preferred Stock represented by the Depositary Shares will be paid separately on July 15, 2025 to holders of record on July 1, 2025. A press release announcing the Company’s intent to redeem the Series D Preferred Stock, Series E Preferred Stock and related Depositary Shares is attached to this report as Exhibit 99.1.