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.

Electrician Journeyman - 90108690 - Chicago

Company: Amtrak

Location: Chicago, IL

Posted Aug 06, 2025

Experience in electrical repairs, and testing advanced electrical/electronic systems and reading, drafting, and interpreting circuit diagrams, schematics, and…

View Details Apply on SimplyHired
401(k) dental insurance disability insurance

OBGYNs and Pediatricians needed

Company: Stratton Group LLC

Location: Chicago, Illinois

Posted Aug 06, 2025

View Details Apply on healthecareers.com

JANITOR III (DEPARTMENT OF FACILITIES MANAGEMENT) - SEIU 73 - VARIOUS LOCATIONS

Company: Cook County Offices Under the President

Location: Chicago, IL

Posted Aug 06, 2025

Candidates who are contacted will be required to produce original required documents (e.g., current driver’s license, diploma, school transcript, certifications…

View Details Apply on SimplyHired

Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Aug 06, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

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Client Engagement Associate Opening #485258

Company: Rose International

Location: Chicago, IL

Posted Aug 06, 2025

The second key focus is to develop new relationships with prospective clients. Excellent customer service skills and business etiquette.

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Public Safety Officer

Company: Jackson Park Hospital

Location: Chicago, IL

Posted Aug 06, 2025

Posted Date: 8/6/2025 Job Location: Chicago Position Type: Full-Time Division: Ancillary Services Description: Must have 20 Hours Unarmed Certificate PERC…

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CDL A Truck Driver - Pick Your Home Time

Company: K&B Transportation

Location: Chicago, IL

Posted Aug 06, 2025

We offer our OTR truck drivers one of the best health insurance policies in the industry. Road Warrior drivers earn $.70 CPM. 4 Weeks Out / 5 Days Off.

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Maintenance Electrician

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 06, 2025

Maintains a valid driver s license and safe driving record. Working knowledge of building and life safety codes with specific knowledge of city, state and…

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Customer Brand Ambassador & Sales Associate

Company: Legacy Forward Solutions

Location: Elmhurst, IL

Posted Aug 06, 2025

Learn and maintain strong product knowledge to educate customers effectively. Execute brand promotions and in-store marketing strategies.

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Tax Consultant

Company: Recruiting Solutions

Location: Chicago, IL

Posted Aug 06, 2025

Our Tax Consultants work with our experienced professionals to develop and present personalized and comprehensive strategies to the businesses.

View Details Apply on SimplyHired
full time academic be or bc

Pulmonary and Critical Care Medicine: Interventional Pulmonary Clinician-Educator

Company: Northwestern University

Location: Chicago, Illinois

Posted Aug 06, 2025

View Details Apply on healthecareers.com

Experienced Commercial Painter

Company: Southwest Coating Services

Location: Chicago, IL

Posted Aug 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.

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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