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.

Information Security Analyst (Hybrid, Greater Chicago Area)

Company: Byline Bank.

Location: Chicago, IL

Posted Aug 13, 2025

Participates in risk assessments to identify and assess security risks of new, existing, or proposed infrastructure.

RN REGISTERED NURSES

Company: Center Home for Hispanic Elderly

Location: Chicago, IL

Posted Aug 14, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

Sales Engineer (Healthcare)

Company: Gong.io Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Customer facing experience in a sales engineering role (pre-sales) or a combination of sales engineering and other relevant work experience (ie: Sales…

Marketing Manager

Company: Confidential

Location: Chicago, IL

Posted Aug 13, 2025

Education: Bachelor's degree in Marketing or a related field, MBA or masters within the applicable field or tenor experience preferred.

Banquet Chef

Company: Rivers Casino Des Plaines

Location: Des Plaines, IL

Posted Aug 13, 2025

Ensures that all guests are treated in a prompt, professional and courteous manner. Accredited degree or certification in culinary arts, hospitality, or…

Graphic Designer

Company: FISHER PRINTING

Location: Bridgeview, IL

Posted Aug 13, 2025

Candidate will work with our database to locate and import graphic and text files. Fisher Printing designs ads and signage for retailers nationwide that are…

Manager, Full-Stack Software Engineer - Fintech & Tax Domain

Company: Deloitte

Location: Chicago, IL

Posted Aug 14, 2025

A bachelor's degree in computer science, software engineering, or a related discipline. Prior software engineering experience with the understanding of Business…

Customer Care Coordinator

Company: Residential Real Estate Council

Location: Chicago, IL

Posted Aug 13, 2025

Engage in member recruitment and retention efforts, including proactive outreach via phone calls, emails and social media. Become part of our dynamic team...

Welder

Company: Sureway Group, Inc.

Location: Franklin Park, IL

Posted Aug 13, 2025

Ability to read and interpret technical drawings and specifications. The Welder will work with different materials and tools, contributing to the production of…

Bilingual Customer Service (Haitian Creole/English) – Call Center

Company: American Freedom Insurance Company

Location: Mount Prospect, IL

Posted Aug 13, 2025

*Career Development:* Paid training, ergonomic workstations, and state licensing reimbursement, professional development with advancement opportunities.

CNC Machine Operators-All Levels

Company: Strange Engineering

Location: Morton Grove, IL

Posted Aug 14, 2025

Familiar and able to read blueprints and use measuring instruments. Operate multiple machines when needed. Experience with Mazak or Okuma machines preferred.

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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