#1 Payroll Service for Chicago Small Businesses

Grow Your Business By Outsourcing HR & Payroll
Avoid the time and expense of administering payroll and human resources in-house with a full-service payroll provider serving Chicago businesses. Connect & Simplify brings payroll processing, HR, benefits, time management and workforce administration into one connected system supported by experienced professionals.
Our payroll service for small businesses helps reduce manual data entry, disconnected workflows and time spent coordinating multiple vendors. Chicago employers gain access to an all-in-one business administration platform configured around their workforce, reporting requirements and growth plans. Request a personalized quote and spend more time growing your business instead of managing payroll administration.
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Full Support Payroll & HR Service
Connect & Simplify combines industry-leading payroll software with a dedicated team of specialists who provide responsive, personalized assistance. Instead of working through automated responses or repeating your issue to multiple representatives, you gain knowledgeable professionals familiar with your company and payroll setup. Our integrated HR and payroll service gives Chicago employers one place to manage employee information, payroll processing, reporting and related workforce responsibilities. Businesses can connect payroll with benefits, time tracking, compliance and human capital management without relying on separate systems for every function.
Connect & Simplify Brookfield Branch
Connect Payroll, HR, Benefits and Time in One Platform
Connect & Simplify provides a payroll platform with integrations powered by UKG. The cloud-based system connects payroll with human resources, employee benefits, time and labor management, workers’ compensation and reporting through one convenient gateway. An integrated payroll and benefits system helps employee elections, deductions and payroll records work together more efficiently. Integrated payroll and time management also allows approved hours, overtime, PTO and scheduling information to flow into payroll without repeated manual entry.
With one platform and one login, administrators and employees gain easier access to the information and tools needed to manage daily workforce responsibilities.
15 Payroll Solutions Available Through One Platform
- Tax payment & filing
- State new hire reporting
- General ledger reports
- Extensive report library
- Pay-as-you-go workers' compensation support
- Direct deposits
- Easy-to-use queries
- W-2 reporting
- Non-employee compensation 1099s
- 401(k) match calculations
- Garnishment payments
- Workers' compensation audit reports
- Labor allocation
- Departmentalized payroll
- Date activated deductions
Competitors’ Payroll Mistakes You Can Avoid
Many businesses struggle with payroll providers who miss deadlines, make calculation errors, offer poor support or fail to comply with regulations, leading to frustration, penalties and wasted time. The Benefit Companies provides reliable, accurate payroll services with dedicated support and full compliance, so you can focus on running your business.
Migrate Your Payroll & HR in 6-8 Weeks
Regardless of your current payroll provider, The Benefit Companies through Connect & Simplify has the resources and team for a seamless migration. We regularly migrate small to medium-sized businesses from providers such as:
I'm getting my 30 hours per month of my time back!
"I was the de facto HR department, accountable to things like; Employee time fixes and accountability, new employee onboarding paperwork, legally required notifications about insurance availability at 60 and 90 days, paying employee health savings, and child support withholding. We were even considering hiring an HR person because I shouldn't have to plan my vacations around the payroll calendar.
Now employees are responsible and required to submit their own time off and timeclock fix requests, to be approved by their direct managers. They effectively train themselves, when fixing mistakes is their problem. Now I get to use my time on more important aspects of the business and don't have to hire an HR Manager."
Who We Serve
Small Businesses 20-100 Employees
Our payroll service allows small businesses to automate payroll processing, W-2s and payroll tax responsibilities while keeping IRS compliant. Say goodbye to manual processes done on spreadsheets and paper for a fully integrated, modern solution connecting other business administrative tasks such as HR and employee benefits in a single software.
Medium-Sized Businesses 100-500 Employees
With a different payroll company and experiencing headaches and frustration? Want to improve company culture and drive growth? Connect & Simplify, offered through The Benefit Companies, can solve your problem. Combine payroll with HR, employee benefits, time and attendance, workers comp and human capital management functions under one roof with our single-sign-on software, all complete with our 5-star rated subject matter experts.

HCM Software for Chicago Workforces of 20–500 Employees
Connect & Simplify serves growing businesses with approximately 20–500 employees. Our human capital management platform helps employers manage hiring, onboarding, payroll, employee records, performance, scheduling, time off and workforce reporting from one connected system. Companies with 20–100 employees can replace informal processes and separate administrative tools with a more organized foundation. Employers with 100–500 employees gain stronger visibility across departments, locations, benefits needs and compliance responsibilities.
Use our integrated payroll and HR tools to improve workforce administration, reduce duplicate work and give managers clearer information for daily decisions.
Payroll Service for Chicago Small Businesses and Law Firms
Connect & Simplify provides flexible payroll services for small businesses across a range of Chicago industries. Our specialists configure the platform around different pay schedules, departments, employee classifications, reporting needs and administrative processes. We also offer payroll services for law firms managing billable hours, variable schedules, overtime, reimbursements and multiple employee roles. Integrated time tracking and payroll tools help legal practices maintain cleaner records while reducing administrative work unrelated to client service.
Connect & Simplify pairs UKG technology with personalized support from payroll and HR professionals. Chicago employers receive an integrated platform without losing access to real people who understand their business.