If you own a business in Chicago, Aurora, Naperville, Joliet, or anywhere in Illinois with 5+ employees, the Illinois Secure Choice penalty is real — and it’s escalating.
For the full rules, deadlines and penalty schedule, see the My Illinois Savings requirements and deadlines page.
Year 1: $250 per eligible employee.
Year 2+: $500 per eligible employee per year.
For a Chicago business with 20 employees, that’s $10,000/year in fines. The good news: it’s completely avoidable — and the alternative saves you money.
Who Must Comply with Illinois Secure Choice?
Illinois employers must enroll in IL Secure Choice if they:
- Have 5 or more employees
- Have been in business for 2 or more years
- Do not already offer a qualifying retirement plan (401k, SEP IRA, SIMPLE IRA, pension)
The Penalty Timeline
Illinois is aggressive about enforcement:
- First calendar year of non-compliance: $250/employee fine issued
- If unresolved: the penalty repeats every year you remain non-compliant
- Each subsequent year: $500/employee
A 15-person Naperville business that ignores this for 3 years = $18,750 in cumulative penalties.
Option 1: Enroll in IL Secure Choice
Register at myilsavings.com (the program was renamed My Illinois Savings in June 2026), integrate with payroll, and facilitate employee IRA contributions. No employer contributions required. Stops the penalty clock.
Option 2: Set Up a Private Plan (Better for Most IL Businesses)
A 401(k), SEP IRA, or SIMPLE IRA exempts you from IL Secure Choice entirely. And SECURE 2.0 Act tax credits mean you profit from making the switch:
- Up to $5,000/year × 3 years in startup credits
- Up to $1,000/employee/year in contribution credits
For a Chicago business with 15 employees, the startup credit caps at $3,750 a year for three years ($250 per eligible non-highly-compensated employee), plus contribution credits on employer contributions you make.
Chicago Small Business Owner Case Study
A Naperville restaurant with 18 employees was facing IL Secure Choice enrollment. Instead, they set up a SIMPLE IRA:
- Annual plan cost: ~$2,400/year
- SECURE 2.0 startup credit Year 1: up to $2,400 (based on eligible plan costs, capped at $5,000)
- Net Year 1 result: credits can offset much of the startup cost while fully exempting from the mandate
Bottom Line for Illinois Employers
Don’t wait for the fine notice. Whether you choose IL Secure Choice or a private plan, act now. For most Illinois businesses with 5+ employees, the private plan math is clearly better.
We offer free compliance audits for employers in Chicago, Aurora, Naperville, Joliet, Rockford, Springfield, and across Illinois. Book your free 15-minute audit →
This content is for educational purposes only and does not constitute financial, tax, legal, or investment advice. State requirements and penalties are subject to change. Consult a qualified professional before making compliance decisions.

