In May 2026, the City of Chicago issued updated rules to clarify how employers must administer paid leave requirements and address common compliance questions. The updated rules took effect June 1, 2026, applying to all covered Chicago employers.

Background

Chicago’s Paid Leave and Paid Sick and Safe Leave (PL/PSSL) Ordinance requires employers to provide eligible employees with up to 40 hours of Paid Leave and 40 hours of Paid Sick Leave annually. Chicago PL/PSSL applies to employers with employees working within the City of Chicago.

Key Changes and Clarifications

The June 2026 update introduces a number of compliance clarifications:

  • Joint Employer Responsibility
    The rules define “joint employment” and confirm that all joint employers are jointly responsible for compliance and must count shared employees toward coverage thresholds.
  • Accrual Clarifications
    Non-exempt employees must be permitted to accrue leave on all hours worked, including overtime, while exempt employee accrual may be capped at a 40-hour workweek.
  • Expanded Childcare Coverage
    Paid Sick Leave may be used when a child’s “place of care” is unexpectedly unavailable, including informal arrangements such as babysitters or family caregivers.
  • Combined PTO Policies Permitted
    Employers may satisfy the ordinance through a single PTO policy if employees can accrue up to 80 hours annually and all ordinance requirements (accrual, use, carryover) are met.
  • Successor Employer Obligations
    Employees must retain accrued leave in business transfers, with both original and successor employers potentially liable for noncompliance.
  • Discipline for Misuse of Sick Leave
    Employers may take disciplinary action, including termination, for misuse of Paid Sick Leave, including patterns such as unscheduled leave around weekends or after denied PTO requests.

Employer Action

  • Review and update PTO and sick leave policies, especially combined PTO programs to ensure compliance with accrual, usage, and carryover requirements.
  • Evaluate any staffing arrangements, acquisitions, and vendor relationships to confirm responsibility for joint employment compliance or Merger & Acquisition leave transfer obligations.
  • Review payroll and leave administration practices to confirm accruals (including overtime) and document handling of any suspected leave misuse.

This document is designed to highlight various employee benefit matters of general interest to our readers. It is not intended to interpret laws or regulations, or to address specific client situations. You should not act or rely
on any information contained herein without seeking the advice of an attorney or tax professional. © My Benefit Advisor. All Rights Reserved. CA Insurance License #0G33244

Contact Us

Our Advisors offer in-depth analysis and are ready to help you successfully navigate employee benefits and health insurance.

Our website uses cookies.  Click here to view our privacy policy.