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.

Graphic Signage Installation

Company: Black Diamond Technologies

Location: Chicago, IL

Posted May 06, 2025

The ideal candidate will have experience with vinyl graphics installation and excellent customer service skills. Purchase necessary graphics and materials.

Ambulatory RN 2 - Allergy/Immunology Clinic

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 08, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

Laborer I

Company: Norridge Park District

Location: Norridge, IL

Posted May 09, 2025

4 years’ relevant experience in street repair, construction, maintenance (general and/or park related) or related field. A high school diploma or higher.

EXPERIENCED LATHE MACHINIST (MAZAK) / Doświadczony Tokarz CNC (Mazak)

Company: Eclipse Precision Machining LLC

Location: Elk Grove Village, IL

Posted May 08, 2025

Read and interpret blueprints, engineering drawings, and work orders. The ideal candidate will be responsible for setting up machines and producing high-…

Middle School Mathematics Teacher

Company: ReGeneration Schools

Location: Chicago, IL

Posted May 07, 2025

*Valid PEL or Substitute license preferred (application in process accepted)*. Reflect critically on teaching practice and implement improvement strategies as…

Diverse Learner Teachers

Company: ReGeneration Schools

Location: Chicago, IL

Posted May 07, 2025

Reflect critically on teaching practice and implement improvement strategies as needed. By implementing this plan, staff will help the students develop their…

CNC Operator

Company: Billco Corporation

Location: Addison, IL

Posted May 08, 2025

Strong understanding of blueprint reading and technical drawings. 2-3 years experience using measuring tools such as micrometers and calipers for quality…

Receptionists Concierge and Customer Service

Company: Loyola University Health System

Location: Maywood, IL

Posted May 11, 2025

This role involves answering inquiries, directing or escorting individuals throughout the hospital, and assisting with physical needs such as wheelchair support…

Laser Set-up & Operator

Company: Chicago Metal Fabricators

Location: Elk Grove Village, IL

Posted May 09, 2025

Must be able to inspect laser-cut parts using basic shop math and standard precision measuring tools (calipers, micrometers, height gauges, etc.).

Experienced Commercial Painter

Company: Southwest Coating Services

Location: Bridgeview, IL

Posted May 06, 2025

Reliable vehicle, valid driver's license and proof of insurance. 401K matching after 6 months of employment. Wallcovering installation a plus, but not required.

Client Services and Showroom Representative

Company: Closet Factory Chicago

Location: Elk Grove Village, IL

Posted May 07, 2025

*Team Collaboration:* Collaborate closely with sales, design, and installation teams to ensure a smooth and positive client experience from start to finish.

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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