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.

$40+/Hour-Off-Duty/Retired Law Enforcement Security-Chicago Metro

Company: P4 Security Solutions

Location: Chicago, IL

Posted May 13, 2025

Customer service and front desk reception. Deliver professional and courteous customer service to residents, tenants, employees, students, and guests.

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CDL- A Intermodal Truck Driver - Company Driver - Home Daily

Company: Forward Intermodal

Location: Chicago, IL

Posted May 13, 2025

12 months of verifiable tractor trailer experience. Forward is hiring Class A CDL Company Drivers in your area to run local/regional intermodal routes between…

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Neurologist, MS Specialist - West Suburbs Chicago

Company: Endeavor Health

Location: Naperville & Warrenville IL

Posted May 12, 2025

View Details Apply on healthecareers.com
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Endocrinology Opportunity

Company: Northwestern Medicine Regional Medical Group

Location: Chicago Western Suburbs

Posted May 12, 2025

View Details Apply on healthecareers.com

Archive Data Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 14, 2025

The analyst will be involved in all project activities including archive intake, technical execution, operational workflow review, and validation testing to…

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Full Stack Engineer - Mainapp

Company: Crypto.com

Location: Chicago, IL

Posted May 13, 2025

Development activities include full stack development, proposing architectural decisions, participating in designs, design review, code review and…

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Security Identity Analyst

Company: HUB International

Location: Chicago, IL

Posted May 12, 2025

Contribute with analysis, governance, role mining, and certification operations related to identity management. Willingness to travel up to 10% of working time.

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Executive Director for Innovation & Technology and Non-Tenured Faculty Open Rank

Company: University of Illinois Chicago College of Dentistry

Location: Chicago, Illinois

Posted May 12, 2025

View Details Apply on healthecareers.com

Sr. Manager Partner Marketing

Company: Ursus, Inc.

Location: Chicago, IL

Posted May 13, 2025

8+ years global partner marketing experience in the B2B tech sector driving partner marketing pipeline and supporting revenue growth.

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Senior Manager Audit

Company: LKQ Corporation

Location: Chicago, IL

Posted May 12, 2025

Develop, plan and manage the delivery of reports to the Leadership Team and the Audit Committee providing an independent assessment of the efficiency and…

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HVAC Service Technician

Company: EMCOR Services Team Mechanical, Inc.

Location: Chicago, IL

Posted May 12, 2025

Attend promptly to service calls dispatched through Service and at times direct from customer. Each employee has a responsibility for their own safety, the…

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Unarmed Security Officer

Company: Genric, Inc.

Location: Harvey, IL

Posted May 13, 2025

The Security Officer will provide mobile and foot patrol of the property; traffic direction and control; physical security inspections of plant buildings and…

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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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