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.

PART TIME SALES ASSOCIATE

Company: Von Maur

Location: Glenview, IL

Posted Oct 12, 2025

Own the customer experience – greet people sincerely, be friendly and thank every customer. Ring POS transactions and key account information.

View Details Apply on SimplyHired

Advanced Analytics Analyst Senior - Medical Economics

Company: Elevance Health

Location: Chicago, IL

Posted Oct 10, 2025

Proven ability to design modeling studies and experience with data models, addressing data quality issues in study design, and constructing robust and efficient…

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Director of Intake Operations

Company: Aspire Home Health Care

Location: Morton Grove, IL

Posted Oct 10, 2025

Certification in case management or related field. Conduct initial clinical assessments to determine patient needs and develop preliminary care plans.

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loan repayment program malpractice insurance relocation assistance

Endocrinologist in Galesburg, Illinois

Company: OSF Medical Group Provider Recruitment

Location: Peoria and Galesburg, IL

Posted Oct 12, 2025

View Details Apply on healthecareers.com
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Breast Imaging Radiologist

Company: Endeavor Health

Location: Chicago, Illinois

Posted Oct 12, 2025

View Details Apply on healthecareers.com

Senior Lead Data Engineer

Company: Capital One

Location: Chicago, IL

Posted Oct 13, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

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Work from Home Clinical Pharmacist

Company: Adecco

Location: Chicago, IL

Posted Oct 13, 2025

Serve as a clinical resource working from a computer, reviewing prior authorizations and receiving phone calls from prior authorization pharmacy technicians and…

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Handyman/Laborer, Tradesman, 1099 Contractor

Company: Tenth Group LLC

Location: Chicago, IL

Posted Oct 12, 2025

Skills in construction painting, tile laying, flooring installation, frame carpentry, door hanging, caulking, trim carpentry, and glass installation.

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Director of DevRel

Company: Team TPS (The Paradigm Shifters)

Location: Chicago, IL

Posted Oct 11, 2025

This role is both highly technical and deeply community-focused, serving as the bridge between engineering, product direction, the broader developer community…

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Manager Marketing Innovation

Company: Nestlé Health Science

Location: Chicago, IL

Posted Oct 10, 2025

Bachelor's degree in marketing or a related field; MBA preferred. Analyze and identify new whitespace innovation opportunities and benefit spaces, collaborating…

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Graphic Design Assistant

Company: GC America Inc

Location: Alsip, IL

Posted Oct 10, 2025

Pursuing or have completed bachelor’s degree in graphic design or related field. Closely work with Marketing and Regulatory Affairs to develop and/or edit…

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Project Manager

Company: HCLTech

Location: Chicago, IL

Posted Oct 11, 2025

Drive solution design and architecture in collaboration with technical stakeholders. Lead the M&A IT integration project, providing strategic guidance to…

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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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