Paid Time Off Jobs in Chicago, IL

72,501 open positions · Updated daily

Looking for Paid Time Off jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Paid Time Off position in the Chicago, IL area.

Manager, IT Infrastructure

Company: Equity Residential

Location: Chicago, IL

Posted Feb 12, 2025

Assists in proactively researching the necessary tools and processes to identify troublesome trends as they develop; help analyze/predict trends and develop a…

Senior Graphic Designer

Company: ZS

Location: Chicago, IL

Posted Feb 12, 2025

Bachelor's degree in graphic design, advertising or a related field. We are seeking a creative innovator and collaborative digital-first graphic designer with a…

HVAC Technician - ORD Airport

Company: ERMC Aviation LLC

Location: Chicago, IL

Posted Feb 12, 2025

Must have a current valid driver’s license and CFC certification. ERMC Aviation, LLC is seeking an HVAC Technician to develop and execute departmental and…

Mitigation Project Manager

Company: Real Restoration Group

Location: Chicago, IL

Posted Feb 11, 2025

Valid driver's license with a clean driving record. Conduct site inspections, develop scopes of work, and ensure project timelines and budgets are met.

Frequently Asked Questions

What are typical salary ranges for PTO roles by seniority?
Entry‑level PTO Analyst salaries range from $55,000 to $70,000 annually, mid‑level analysts earn $70,000 to $90,000, and senior PTO Program Managers or HRIS specialists command $90,000 to $120,000 plus bonus potential.
What skills and certifications are required for PTO positions?
Core skills include proficiency with HRIS platforms (Workday, SAP SuccessFactors, BambooHR), data analysis in Excel or Power BI, and regulatory knowledge of FMLA, ADA, and state leave laws. Certifications such as Certified Compensation Professional (CCP), HR Certification Institute (HRCI) HR-CP, or Workday HCM Associate enhance credibility.
Can PTO roles work remotely?
Yes, many PTO analysts and program managers operate fully remote, especially in tech firms. Remote work is supported by cloud‑based HRIS, secure VPNs, and collaboration tools like Slack and Microsoft Teams. Some roles still require occasional on‑site visits for policy rollout.
What are common career progression paths in PTO?
A PTO analyst can advance to Senior PTO Analyst, then to PTO Program Manager, followed by Director of Employee Benefits or HR Director roles. Lateral moves into broader HR analytics or compensation strategy are also common.
What industry trends are shaping PTO work?
Trends include the adoption of unlimited PTO policies, AI‑driven leave prediction models, integration of PTO data with wellness initiatives, and increased regulatory scrutiny on equitable leave practices. Companies also use data analytics to demonstrate ROI on PTO policies.

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