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.

contract travel 401(k)

Travel Nurse RN - PCU - Progressive Care Unit - $2,218 per week

Company: GHR Healthcare

Location: East Chicago, Indiana

Posted Apr 20, 2025

View Details Apply on healthecareers.com
dental insurance health insurance life insurance

Director of Nursing Operations - Endoscopy

Company: Cook County Health

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com
travel life insurance retirement plan

Travel Emergency Room RN - $1,287 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com

Manual Horizontal Boring Mill Operator

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 22, 2025

Read and interpret blueprints, technical drawings, and work instructions to determine machining specifications.

View Details Apply on SimplyHired

Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Apr 20, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

View Details Apply on SimplyHired

Corporate Analyst-Japanese Bilingual

Company: Pasona N A, Inc.

Location: Chicago, IL

Posted Apr 22, 2025

Provide quality service to the bank’s clients mostly over the telephone and e-mail; working closely with Account Officers in case of complex transactions and…

View Details Apply on SimplyHired

CNC Mill Machinist

Company: ERA Industries LLC

Location: Elk Grove Village, IL

Posted Apr 21, 2025

Ability to use measuring tools including, but not limited to, micrometers, calipers, thread gages, bore gages, dial and test indicators and height gages.

View Details Apply on SimplyHired
part time full time contract

Travel Interventional Radiology Technologist - $2,281 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

Senior Graphic Designer, Things Remembered

Company: PMall

Location: Burr Ridge, IL

Posted Apr 21, 2025

Expert in Design Software: Proficiency in Adobe Creative Suite (Photoshop, Illustrator, InDesign) and other design tools; basic understanding of HTML and CSS;…

View Details Apply on SimplyHired
hospital holidays

Breast Sonographer - $40-60 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com
hospital staffing agency full time

Travel Emergency Room RN - $1,620 per week

Company: Travel Nurses, Inc.

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

Manager, Ontology & Data Modeling

Company: Capital One

Location: Chicago, IL

Posted Apr 22, 2025

Understand and leverage technology and end-state architecture vision in partnership with Technology, Machine Learning, and other Capital One teams to 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