Which Is a Better Investment, Associated Banc-Corp or Wintrust Financial Corporation Stock?

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Sifting through countless of stocks in the Banks industry can be tedious, and sometimes two stocks are just too similar to judge which is the better investment. If you’re on the fence about investing in Wintrust Financial Corporation or Associated Banc-Corp because you’re not sure how they measure up, it’s important to compare them on a few factors before making your decision.

Read on to learn how Wintrust Financial Corporation and Associated Banc-Corp compare based on key financial metrics to determine which better meets your investment needs.

About Wintrust Financial Corporation and Associated Banc-Corp

Wintrust Financial Corporation operates as a financial holding company. It operates in three segments: Community Banking, Specialty Finance, and Wealth Management. The Community Banking segment offers non-interest bearing deposits, non-brokered interest-bearing transaction accounts, and savings and domestic time deposits; home equity, consumer, and real estate loans; safe deposit facilities; and automatic teller machine (ATM), online and mobile banking, and other services. It also engages in the retail origination and purchase of residential mortgages; and provision of lending, deposits, and treasury management services to condominium, homeowner, and community associations, as well as asset-based lending for middle-market companies. In addition, this segment offers loan and deposit services to mortgage brokerage companies; lending to restaurant franchisees; direct leasing; small business administration loans; commercial mortgages and construction loans; and financial solutions. It provides personal and commercial banking services primarily to individuals, small to mid-sized businesses, local governmental units, and institutional clients. The Specialty Finance segment offers commercial and life insurance premiums financing for businesses and individuals; accounts receivable financing, value-added, and out-sourced administrative services; other specialty finance services; equipment financing through structured loan and lease products; and property and casualty premium financing; as well as data processing of payrolls, billing, and cash management services to temporary staffing industry. The Wealth Management segment provides wealth management services, such as trust and investment, asset management, tax-deferred exchange, securities brokerage, and retirement plan services. Wintrust Financial Corporation was founded in 1991 and is headquartered in Rosemont, Illinois.

Associated Banc-Corp, a bank holding company, provides various banking and nonbanking products and services to individuals and businesses in Wisconsin, Illinois, and Minnesota. The company offers lending solutions, including commercial loans and lines of credit, commercial real estate financing, construction loans, letters of credit, leasing, asset-based lending and equipment finance, loan syndications products, residential mortgages, home equity loans and lines of credit, personal and installment loans, auto finance and business loans, and business lines of credit. It also provides deposit and cash management solutions, such as commercial checking and interest-bearing deposit products, cash vault and night depository services, liquidity solutions, payables and receivables solutions, and information services; specialized financial services comprising interest rate risk management and foreign exchange solutions; fiduciary services consisting of administration of pension, profit-sharing and other employee benefit plans, fiduciary and corporate agency services, and institutional asset management services; and investable funds solutions, including savings, money market deposit accounts, IRA accounts, CDs, fixed and variable annuities, full-service, discount, and online investment brokerage; investment advisory services; and trust and investment management accounts. In addition, the company offers deposit and transactional solutions, including checking, credit and debit cards, online banking and bill pay, and money transfer services. Associated Banc-Corp was founded in 1861 and is headquartered in Green Bay, Wisconsin.

Latest Banks and Wintrust Financial Corporation, Associated Banc-Corp Stock News

As of March 3, 2025, Wintrust Financial Corporation had a $8.1 billion market capitalization, compared to the Banks median of $395.3 million. Wintrust Financial Corporation’s stock is down 7.2% in 2025, down 5.7% in the previous five trading days and up 26.25% in the past year.

Currently, Wintrust Financial Corporation’s price-earnings ratio is 11.8. Wintrust Financial Corporation’s trailing 12-month revenue is $2.3 billion with a 29.6% net profit margin. Year-over-year quarterly sales growth most recently was 17.7%. Analysts expect adjusted earnings to reach $10.326 per share for the current fiscal year. Wintrust Financial Corporation currently has a 1.6% dividend yield.

As of March 3, 2025, Associated Banc-Corp had a $4.0 billion market cap, putting it in the 68th percentile of all stocks. Associated Banc-Corp’s stock is down 1.8% in 2025, down 2.9% in the previous five trading days and up 17.39% in the past year.

Currently, Associated Banc-Corp’s price-earnings ratio is 33.7. Associated Banc-Corp’s trailing 12-month revenue is $952.9 million with a 12.9% net profit margin. Year-over-year quarterly sales growth most recently was -54.1%. Analysts expect adjusted earnings to reach $2.457 per share for the current fiscal year. Associated Banc-Corp currently has a 3.8% dividend yield.

How We Compare Wintrust Financial Corporation and Associated Banc-Corp Stock Grades

Stock evaluation requires access to huge amounts of data and the knowledge and time to sift through it all, make sense of financial ratios, read income statements and analyze recent stock movements. AAII created A+ Investor, a robust data suite that condenses data research in an actionable and customizable way suitable for investors of all knowledge levels, to help investors streamline and work through such data.

AAII’s proprietary stock grades come with A+ Investor. These offer intuitive A‐F grades for each of five key investing factors: value, growth, momentum, earnings estimate revisions and quality. Here, we’ll take a closer look at Wintrust Financial Corporation and Associated Banc-Corp’s stock grades to see how they measure up against one another.

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