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.

Maintenance Plumbing Technician

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Oct 13, 2025

Valid driver’s license with a clean driving record. Proven sales experience in home services, plumbing, or related field.

Lead Sewer Lining Technician

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Oct 13, 2025

Valid driver’s license and reliable transportation. Operate and maintain various drain cleaning and lining equipment, including Picote, Hydro Jetter, and other…

Bathroom Remodeling Installer

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Oct 13, 2025

Valid plumbing license or current apprenticeship status (apprenticeship sponsorship available). Read and interpret blueprints and technical drawings for…

Jewelry Sales Associate

Company: Diamonds Direct

Location: Schaumburg, IL

Posted Oct 13, 2025

Experience in *luxury sales, jewelry, or customer-focused retail* (GIA certification a plus). *Showcase exceptional collections* – Work with top designers and…

Plumbing Service Technician

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Oct 13, 2025

Valid driver’s license with a clean driving record. Proficiency with plumbing tools and equipment. Perform repairs and maintenance on plumbing systems in…

Senior HVAC Project Manager

Company: Admiral Heating & Ventilating

Location: Hillside, IL

Posted Oct 13, 2025

Work with field and others on the project team to maintain project tracking and reporting to insure work progress and budget compliance.

Janitor

Company: Senior Suites of Norwood Park

Location: Chicago, IL

Posted Oct 13, 2025

In this role you will be responsible for supervising the overall day-to-day operations of the property to ensure the highest quality operation in accordance to…

Marketing Strategist

Company: 1905 New Media

Location: Chicago, IL

Posted Oct 13, 2025

Bachelor’s degree in mass communications, marketing or related field. Advanced knowledge of marketing principles and brand management, including an…

1st Shift - Manufacturing Technician

Company: Taubensee Steel & Wire Co.

Location: Bridgeview, IL

Posted Oct 13, 2025

Ability to read measuring tools (i.e.: micrometer, tape measure, etc.). 1-3 years of experience in manufacturing or related area.

Residential Service Electrician

Company: AA Service Co. Heating, Cooling, and Plumbing

Location: Northbrook, IL

Posted Oct 13, 2025

Proficiency in using Service Titan or similar field management software a plus. Excellent problem-solving skills and the ability to diagnose technical issues…

Construction Project Manager

Company: Arete Renovators

Location: Chicago, IL

Posted Oct 13, 2025

Well versed in all construction methodologies including the ability to read and interpret contracts, architectural and design drawings, and construction…

Chef

Company: DO & CO

Location: Des Plaines, IL

Posted Oct 13, 2025

Bachelor’s degree in Culinary Arts or a related field is preferred; relevant certifications are a plus. Supervise the daily production of fresh, high-quality…

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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