Generous Paid Time Off Jobs in Chicago, IL

73,229 open positions · Updated daily

Looking for Generous Paid Time Off jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Generous 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.

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.

Registered Nurse (RN) / Licensed Practical Nurse (LPN)

Company: Elite Care Management

Location: Countryside, IL

Posted Jun 30, 2025

RN or LPN state license. TB Test Results - 2 step or chest x-ray within the last 12 months OR QuantiFERON gold blood work within the last 5 years.

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.

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…

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.

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,…

Registered Nurse, Immediate Care

Company: Loyola University Health System

Location: Burr Ridge, IL

Posted Jun 30, 2025

Triage - Handles nurse-directed telephone calls from patients and seeks appropriate input and direction from the physician or functions from signed protocols if…

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.

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…

Frequently Asked Questions

What are the typical salary ranges for Generous PTO roles by seniority?
Entry‑Level PTO Analyst: $55k–$70k; Mid‑Level PTO Manager: $80k–$110k; Senior PTO Director: $130k–$170k. These ranges vary by region and company size.
Which skills and certifications are required for Generous PTO positions?
Core skills: PTO policy design, HRIS configuration (Workday, SAP SuccessFactors), data analytics (SQL, Excel, Power BI), compliance knowledge (FERPA, GDPR). Certifications: SHRM‑CP/SHRM‑SCP, HRIS Certified Professional, Workday HCM Certification, SAP SuccessFactors HCM Certification.
Is remote work available for Generous PTO roles?
Approximately 70% of PTO analyst and benefits coordinator positions allow full‑time remote or hybrid work, especially in SaaS and tech firms. On‑site roles exist for compliance audit positions that require physical access to employee records.
What are the career progression paths in Generous PTO roles?
PTO Analyst → PTO Manager → PTO Director → HR Director / VP of People Experience → Chief People Officer. Each step expands strategic influence from policy design to workforce planning.
What are the current industry trends for Generous PTO?
AI‑driven leave analytics, continuous PTO policies, integration of mental‑health metrics, global time‑zone‑aware accrual systems, emphasis on employee well‑being dashboards. Companies are adopting flexible PTO models to attract and retain talent.

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