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.

Clinical Diagnostician

Company: The Place for Children with Autism

Location: Chicago, IL

Posted May 05, 2025

Active (or license-eligible) Clinical Psychologist license in Illinois. Lead the design and implementation of workflows, documentation practices, and service…

Merchandise & Gate Worker - New Lenox, IL (Chicagoland Area)

Company: Perfect Game Incorporated - Part Time

Location: Chicago, IL

Posted May 05, 2025

Maintain the commitment to work the full duration of time/event you signed up for. Where you will ensure every customer purchases a. Apparel at all PG Events.

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL A Truck Driver- Increased Driver Pay

Company: PAM Transport

Location: Chicago, IL

Posted May 05, 2025

Earn more at PAM Transport, with our newly increased driver pay. Retirement plan w/ company matching. 3 months of CDL-A Tractor Trailer experience in the last…

Chicago Tutor/Teacher – All Subjects

Company: Grade Potential Tutoring

Location: Chicago, IL

Posted May 05, 2025

Professional independence – use your own materials and teaching methods. Willing to travel within your preferred local radius to meet the student (typically 5-…

Assistant Director of Nursing

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted May 05, 2025

Current, unencumbered license to practice as a RN in this state. Coordinates an effective orientation program that orients the new employee to the RAI process…

Software Engineer

Company: Wellbe Senior Medical

Location: Chicago, IL

Posted May 06, 2025

Bachelor’s Degree in computer science or related field. Design and develop software systems responsible for integrating and maintaining data integrity among…

Plumber Installer

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted May 06, 2025

Valid license to practice the profession (license or apprenticeship). Ability to handle plumbing tools and equipment (pipe wrenches, pipe cutters, plungers, etc…

Sr. Golang Software Engineer - Chicago, IL or Reston, VA- ONSITE -

Company: Comcast Corporation

Location: Chicago, IL

Posted May 05, 2025

Bachelor's or master's degree in computer science or a related field. Design and develop client-facing audience products, features, and applications using…

Senior Manager, Software Engineering, Mobile Development

Company: Capital One

Location: Chicago, IL

Posted May 05, 2025

Develop iOS client code solutions that deliver on Product Strategy and adhere to established engineering best practices, design guidelines and principles.

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.

Related Pages