Company: WTFCN
Filing Date: 2025-05-09
Form Type: 424B5
Source: 0001104659-25-046769
Chunk: 2

Company: WINTRUST FINANCIAL CORP
Filing Date: 2025-05-09
Form: 424B5
Chunk 2
---
 | ​ | ​ | ​                   | $ | 25.0000 | ​ | ​ | ​ | ​     | $ | 425,000,000 | ​ | ​ |
| Underwriting discounts(2)        | ​ | ​ | ​                   | $ |  0.5405 | ​ | ​ | ​ | ​     | $ |   9,187,700 | ​ | ​ |
| Proceeds, before expenses, to us | ​ | ​ | ​                   | $ | 24.4595 | ​ | ​ | ​ | ​     | $ | 415,812,300 | ​ | ​ |

(1) Plus accrued dividends, if any, from May 22, 2025 to the original issuance date. (2) Reflects 14,608,000 depository shares sold to institutional investors, for which the underwriters received an underwriting discount of $0.5000 per depository share, and 2,392,000 depository shares sold to retail investors, for which the underwriters received an underwriting discount of $0.7875 per depository share. Investing in the depositary shares involves risks. See “Risk Factors” beginning on page S-10and “Item 1A. Risk Factors” in our Annual Report on Form 10-K for the year ended December 31, 2024for a discussion of certain risks that you should consider in connection with an investment in the depositary shares. Neither the Securities and Exchange Commission nor any state securities commission has approved or disapproved of these securities or passed upon the accuracy or adequacy of this prospectus supplement or the accompanying prospectus. Any representation to the contrary is a criminal offense. The depositary shares are not savings accounts, deposits or other obligations of any of our bank or non-bank subsidiaries and are not insured or guaranteed by the Federal Deposit Insurance Corporation, the Board of Governors of the Federal Reserve System or any other government agency. The underwriters expect to deliver the depositary shares in book-entry form only, through the facilities of The Depository Trust Company (“DTC”) for the accounts of its participants, including Euroclear Bank SA/NV, as operator of the Euroclear System (“Euroclear”) and Clearstream Banking S.A. (“Clearstream”), on or about May 22, 2025, which is the tenth business day after the date hereof. Sole Book-Running Manager RBC Capital Markets Co-Managers

| ​ | Keefe, Bru