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.

LBS1 Teacher (year round option, $1500 sign on bonus)

Company: LearnWell

Location: Forest Park, IL

Posted Jun 30, 2025

Additionally, you will monitor and adjust teaching strategies to ensure student success and maintain accurate attendance and session reports.

View Details Apply on SimplyHired
full time

Nurse Practitioner

Company: Vascular & Interventional Specialists

Location: Chicago, Illinois

Posted Jun 29, 2025

View Details Apply on healthecareers.com

Engineering Project Manager

Company: JobTarget for Sun Chemical Corporation

Location: Northlake, IL

Posted Jun 28, 2025

Manage engineering consultants and contractors to ensure project success. 5-10 years of experience in project engineering or comparable technical roles.

View Details Apply on SimplyHired

Pharmacist

Company: Loyola University Health System

Location: Melrose Park, IL

Posted Jun 28, 2025

Orders, receives and maintains a perpetual inventory so that PAR levels are properly established and maintained. This position requires a rotating schedule.

View Details Apply on SimplyHired

Sr. Executive Chef- Midwest Region

Company: Aramark

Location: Chicago, IL

Posted Jun 28, 2025

? Select and develop recipes as well as standardize production recipes to ensure consistent quality. ? Requires a bachelor's degree or equivalent experience.

View Details Apply on SimplyHired

Early Career Assistant Planning Project Manager

Company: WSP

Location: Chicago, IL

Posted Jun 29, 2025

Capable interpersonal and communication skills when interacting with others, expressing ideas effectively and professionally to a technical and non-technical…

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Service Coordinator

Company: National Lift Truck

Location: Franklin Park, IL

Posted Jun 30, 2025

Answer phones – transfer calls and take messages accordingly. Open work orders for service calls according to procedure. Issue purchase orders for sublet labor.

View Details Apply on SimplyHired
full time

Neurological Surgery Faculty Position – Neuro-Oncology

Company: The University of Chicago Medicine & Biological Sciences

Location: Chicago, Illinois

Posted Jun 29, 2025

View Details Apply on healthecareers.com

iOS Software Engineer

Company: Examinetics Inc

Location: Chicago, IL

Posted Jun 28, 2025

Bachelor’s Degree, preferably in computer science or related field. Strong skills in RESTful API integration and state management.

View Details Apply on SimplyHired

Grant Accounting Manager

Company: Jane Addams Resource Corporation

Location: Chicago, IL

Posted Jun 30, 2025

Bachelor’s degree in Accounting, Finance, or a related field preferred. Monitor compliance with applicable federal, state, and private grant regulations,…

View Details Apply on SimplyHired

Sales Consultant

Company: Mattress Warehouse

Location: Forest Park, IL

Posted Jun 28, 2025

We use state of the art technology including tablets, mobile point of sales (POS), and our exclusive bedMatch system.

View Details Apply on SimplyHired

607- Sales Associate - Sales Associate

Company: Forman Mills

Location: Burbank, IL

Posted Jun 29, 2025

As one of America's fastest-growing regional retail companies, Forman Mills is constantly seeking the best and brightest talents to drive the continued growth…

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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