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.

Carpenter

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Apr 14, 2025

Build, set decoration and possible painting – design, organization of materials (building, painting, dressing). Middle School- Grades 6-8.

View Details Apply on SimplyHired

Plumbing Assistant

Company: Chicago Plumbing Repair LLC

Location: Chicago, IL

Posted Apr 12, 2025

We are looking for a plumber with a little experience who wants to work For the Chicago area and suburbs we offer full-time work Job Type: Full-time Pay:…

View Details Apply on SimplyHired

International Tax and Transaction Services - Transaction Tax Advisory Manager

Company: EY

Location: Chicago, IL

Posted Apr 10, 2025

You’ll be advising clients throughout the transaction lifecycle on key drivers to increase value and reduce the risks and uncertainty inherent in transactions.

View Details Apply on SimplyHired

Retail Paint Sales Associate - Hinsdale

Company: JC LICHT

Location: Hinsdale, IL

Posted Apr 10, 2025

Answer customer telephone calls promptly and in an appropriate manner per company guidelines. Assist store managers with outside sales calls when necessary.

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HVAC Technician

Company: S & C Electric Company

Location: Chicago, IL

Posted Apr 11, 2025

Tasks include measuring, working from ladders, dismantling equipment, reading and interpreting drawings, disconnecting and reconnecting equipment, cutting,…

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HVAC Technician

Company: Seven Executive

Location: Chicago, IL

Posted Apr 10, 2025

Respond to emergency customer calls (on-call approximately one week every 1-2 months). Minimum 4 years of HVAC field experience (chiller experience preferred).

View Details Apply on SimplyHired

Electrician

Company: Source Solar

Location: Chicago, IL

Posted Apr 10, 2025

Hanging combiner panels, disconnects, back feeding breakers, installing taps, main panel upgrades, meter relocations, battery install and finally, commissioning…

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travel life insurance retirement plan

Travel PACU RN - $1,240 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 14, 2025

View Details Apply on healthecareers.com

Registered Nurse 11-7 Night Shift

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Apr 11, 2025

Must possess a current, unencumbered license to practice as a RN or LPN in the State of Illinois and/or Wisconsin. Nursing assessment of change of condition.

View Details Apply on SimplyHired

Senior Client Services Specialist

Company: Colliers

Location: Chicago, IL

Posted Apr 14, 2025

Valid real estate license in the state of Illinois or willingness to become licensed. Twelve weeks (for birth parents) and 4 weeks (for non-birth parents,…

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contract travel health insurance

Travel Telemetry RN - $1,607 per week

Company: Stability Healthcare

Location: Chicago, Illinois

Posted Apr 15, 2025

View Details Apply on healthecareers.com

Sales Associate, Part Time - Chicago

Company: Charles Tyrwhitt Inc

Location: Chicago, IL

Posted Apr 16, 2025

Quarterly bonus based on team sales performance. Previous experience in a similar position is a huge advantage to this role. Part-time paid sick leave!

View Details Apply on SimplyHired

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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