Wintrust Financial Corporation is a regional bank holding company headquartered in Rosemont, Illinois, founded in 1991. It serves as a prominent provider of community-focused banking, specialty financ... Wintrust Financial Corporation is a regional bank holding company headquartered in Rosemont, Illinois, founded in 1991. It serves as a prominent provider of community-focused banking, specialty finance, and wealth management services primarily across the Greater Chicago area, southern Wisconsin, west Michigan, northwest Indiana, and southwest Florida. Through its network of over a dozen community banks, Wintrust offers a full suite of personal and commercial financial products, including checking and savings accounts, mortgage originations, real estate and consumer loans, and digital banking solutions. The company also operates non-bank subsidiaries specializing in insurance premium financing, accounts receivable financing, investment management, trust, and mortgage services. Notably, Wintrust is recognized as the second largest banking institution in Chicago, maintaining a significant market presence among medium-sized U.S. banks. The corporation has built its footprint through both organic growth and a strategy of acquiring smaller local institutions, playing an integral role in supporting regional economies and local businesses. Its commitment to community banking and diversified financial solutions positions it as a vital intermediary in the U.S. Midwest financial sector.