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.

Thermoforming - Process Technician

Company: Pactiv Evergreen

Location: Bridgeview, IL

Posted Jul 19, 2025

Two or four year technical degree or certification. Partner with plant Training Coordinator to develop and conduct training programs for line operators and…

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Registered Nurse - Elementary School - Full-time

Company: Community Consolidated School District 64

Location: Park Ridge, IL

Posted Jul 18, 2025

JobID: 2703 Position Type: Pupil Services/Nurse Date Posted: 7/18/2025 Location: Franklin Elementary School Date Available: 08/18/2025 Closing Date:…

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Security Specialist

Company: Smart Solutions

Location: Chicago, IL

Posted Jul 19, 2025

Provide assistance to staff, students, and visitors. Multiple school sites across Chicago and Suburbs. Requirements: Valid Illinois PERC card Must pass a…

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Project Manager - Large Complex Projects

Company: Michael Page

Location: Chicago, IL

Posted Jul 19, 2025

They have a proven track record in the construction industry and have become one of the top general contractors in Chicago. Car allowance and Gas card.

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Line Cook Food Service Cook Chef Full time Rotating

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 19, 2025

We offer a wide range of benefits that provide employees with tools and resources to improve their physical, emotional, and financial well-being while providing…

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Midnight Pharmacist

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 19, 2025

Clinical pharmacists provide comprehensive pharmaceutical care to designated service areas or patient populations to achieve optimal patient outcomes and safety…

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full time academic be or bc

Assistant/Associate/ Professor of Otology

Company: University of Illinois Chicago

Location: Chicago, Illinois

Posted Jul 20, 2025

View Details Apply on healthecareers.com

CDL Class A Hazmat Team Driver

Company: Black Baron Transport LLC

Location: Chicago, IL

Posted Jul 20, 2025

Valid commercial driver's license (CDL) with appropriate endorsements. Proven experience as a truck driver or similar role. TSA CERTIFIED DRIVERS A PLUS.

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Managing Consultant - Life Sciences Advisory - Strategy & Data Analytics (Pharma & Biotech)

Company: Guidehouse

Location: Chicago, IL

Posted Jul 19, 2025

Work with strategy consulting teams and data science teams to design and execute data-driven projects, such as market sizing/segmentation, patient journey,…

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Inpatient Pharmacist Registry Rotating Shifts

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 19, 2025

Actual compensation will fall within the range but may vary based on factors such as experience, qualifications, education, location, licensure, certification…

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Software Test Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jul 20, 2025

Additionally, the applicant must have employment experience with: (1) Full stack SDET QA (Front end, API & Non- Functional testing); (2) Test automation…

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Registered Nurse ED Day Shift Full-Time

Company: Loyola University Health System

Location: Melrose Park, IL

Posted Jul 19, 2025

Illinois Board of Nursing license prior to hire. Certification reimbursement (up to 1 certification). A Degree from an accredited school/college of nursing is…

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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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