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Middle Market Lending Solutions

Middle Market Lending Solutions

Find the Lending Support You Need

As a business owner, the more resources you have the better off your business is. Our teams are prepared to offer customizable, flexible, and reliable lending solutions to help you reach your business goals. If you're looking for a tool to help with cash flow, or help you achieve your long-term plans, we can help. 



A Team Dedicated to Your Business

Farming and agriculture banking can be complicated, but not for our team of specialized ag bankers. Learn how they can help support you from farm gate to table.


Asset-Based Lending

Creative, Competitive Lending

Use what you have to leverage more with asset-based lending. Our specialized team of experts can help you get started. 


Commercial Real Estate

Local Support for Your Business

We're dedicated to helping companies build this area. If your business is looking to expand into a new location, start here.


Condo, Townhouse & Homeowners Associations

Solutions for Your Association

If your condominium, townhome, or homeowners association is looking for solid financial services, look no further. Learn about our division, Wintrust Community Advantage.


Construction, Engineering & Architecture

Ready to Support Your Industry

The local construction, engineering, and architecture industries are vital to building Chicagoland. Our team understands that and is ready to support you.


Wintrust Ventures

Chicago Start-ups Count on Us

We began with an idea that we grew into a well-established company, so we have a soft spot for local start-ups. If you're looking for support, we can help.


Family Office Banking

The Resources to Support Your Family Practice

We have a number of sophisticated tools and a variety of robust resources to ensure your clients' complex needs are met. Our team is ready to support you.


Franchise Finance

Solutions for Your Franchise

Franchise owners and operators know how important it is to have a team of bankers that understands your challenges. Ours do. Learn more about our franchise finance division.


General Lending

Flexible, Local Lending

We're dedicated to supporting the businesses that help this area thrive. That means offering loan structures tailored to your specific needs.


Government & Municipalities

Tools to Support Your Municipality

Our dedicated team is prepared to provide the sophisticated financial tools necessary to help your municipality run more smoothly.


Government, Not-For-Profits & Healthcare

Our Team was Built for Not-for-profits

As a company built on giving back, we know how important it is to support the not-for-profit entities working to improve our area. We have a team dedicated to you.



Customized Leasing Solutions

If your company is looking for a sophisticated lease solution to help support an acquisition, expansion, or to help you run day-to-day, our team can help. 


Payroll & Staffing

Specialized Support for Your Staffing Company

No one can offer payroll financing and financial services like a group of staffing industry professionals. And, that's exactly what the experts at our sister company, Tricom, are.


Premium Finance For Insurance Agents & Brokers

Banking & Premium Finance Tools for You

Learn more from our companies that offer insurance premium finance, for both property and casualty and life insurance, and about our insurance agency banking services.


Professional Practices

Banking & Premium Finance Tools for You

If you're running a dental, optometry, veterinary, physician, or pharmaceutical practice, you're focused on your clients. We're focused on you.



Take Advantage of Every Opportunity

Don't be deterred by the name: If you haven't considered a U.S. Small Business Administration (SBA) loan, you haven't exhausted all your options.