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.

full time be or bc call-in/on-call

Seeking for an Oral and Maxillofacial Surgery

Company: Department of Veterans Affairs

Location: North Chicago, Illinois

Posted May 11, 2025

View Details Apply on healthecareers.com
fellowship contract new grad

Speech/Language Pathologist - Clinical Fellowship School - (SLP - Clinical Fellowship School)

Company: AMN Healthcare, Inc. Medical

Location: NORTH CHICAGO, Illinois

Posted May 11, 2025

View Details Apply on healthecareers.com
health system full time be or bc

Endocrinology Opportunity

Company: Northwestern Medicine Regional Medical Group

Location: Chicago Western Suburbs

Posted May 12, 2025

View Details Apply on healthecareers.com

Ambulatory RN 2 - Allergy/Immunology Clinic

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 08, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

View Details Apply on SimplyHired

Laborer I

Company: Norridge Park District

Location: Norridge, IL

Posted May 09, 2025

4 years’ relevant experience in street repair, construction, maintenance (general and/or park related) or related field. A high school diploma or higher.

View Details Apply on SimplyHired

EXPERIENCED LATHE MACHINIST (MAZAK) / Doświadczony Tokarz CNC (Mazak)

Company: Eclipse Precision Machining LLC

Location: Elk Grove Village, IL

Posted May 08, 2025

Read and interpret blueprints, engineering drawings, and work orders. The ideal candidate will be responsible for setting up machines and producing high-…

View Details Apply on SimplyHired
travel 401(k) life insurance

Physical Therapist - Acute - (PT - Acute)

Company: AMN Healthcare, Inc. Medical

Location: EAST CHICAGO, Indiana

Posted May 11, 2025

View Details Apply on healthecareers.com

Middle School Mathematics Teacher

Company: ReGeneration Schools

Location: Chicago, IL

Posted May 07, 2025

*Valid PEL or Substitute license preferred (application in process accepted)*. Reflect critically on teaching practice and implement improvement strategies as…

View Details Apply on SimplyHired

CNC Operator

Company: Billco Corporation

Location: Addison, IL

Posted May 08, 2025

Strong understanding of blueprint reading and technical drawings. 2-3 years experience using measuring tools such as micrometers and calipers for quality…

View Details Apply on SimplyHired
403(b) 457(b) ad&d insurance

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

Laser Set-up & Operator

Company: Chicago Metal Fabricators

Location: Elk Grove Village, IL

Posted May 09, 2025

Must be able to inspect laser-cut parts using basic shop math and standard precision measuring tools (calipers, micrometers, height gauges, etc.).

View Details Apply on SimplyHired

Receptionists Concierge and Customer Service

Company: Loyola University Health System

Location: Maywood, IL

Posted May 11, 2025

This role involves answering inquiries, directing or escorting individuals throughout the hospital, and assisting with physical needs such as wheelchair support…

View Details Apply on SimplyHired

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.

Related Pages

All Generous Paid Time Off Jobs 2,162 jobs All Jobs in Chicago, IL 472,458 jobs Generous Paid Time Off in Remote 3,489,178 jobs Generous Paid Time Off in Other US Location 3,035,578 jobs Generous Paid Time Off in New York City, NY 806,442 jobs Generous Paid Time Off in Multiple Locations 710,150 jobs Generous Paid Time Off in USA 636,748 jobs Generous Paid Time Off in Washington DC 491,890 jobs Travel in Chicago, IL 79,837 jobs Full Time in Chicago, IL 46,687 jobs Retirement Plan in Chicago, IL 43,124 jobs 401(K) in Chicago, IL 37,542 jobs Health Insurance in Chicago, IL 34,384 jobs Life Insurance in Chicago, IL 33,039 jobs