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.

Welder / Fabricator - 2nd Shift

Company: McNichols

Location: Elk Grove Village, IL

Posted Oct 07, 2025

1-2 years of welding experience or comparable technical training required. Must be able to setup welding machine and pass welding test for horizontal and…

View Details Apply on SimplyHired
malpractice insurance relocation assistance hospital

Pulmonary Critical Care Physician – Gottlieb Memorial Hospital

Company: Loyola Medicine

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
full-time be or bc academic

Pulmonary and Critical Care Medicine: Interventional Pulmonary Clinician-Educator

Company: Northwestern University

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com

Program/Project Manager

Company: JPMorganChase

Location: Chicago, IL

Posted Oct 07, 2025

Your role will involve significant cross-functional collaboration, data analysis, and conflict management to align operations initiatives with business strategy…

View Details Apply on SimplyHired

Principal Architect – Networking

Company: Red8

Location: Chicago, IL

Posted Oct 07, 2025

Support field-facing activities (customer briefings, workshops, executive presentations). This senior technical leader drives networking strategy across data…

View Details Apply on SimplyHired
health savings account paid time off tuition reimbursement

RN Clinical Nurse Practice Specialist - Nursing Education (Med/Surg) - Days

Company: Endeavor Health

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
continuing education credits dental insurance employee discount

Oral Surgeon

Company: Smile Jobs

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance loan repayment program

Join Our Team of Excellence: Full-Time Endocrinologist Opportunity Salary Range 290k - 370 K

Company: Mercyhealth

Location: Rockford IL, and Janesville, WI

Posted Oct 06, 2025

View Details Apply on healthecareers.com
401(k) continuing education credits dental insurance

Respiratory Therapist - Evenings

Company: Endeavor Health

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
relocation assistance health system full-time

NeuroEndovascular Opportunity-Suburban Chicago, IL

Company: Advocate Health

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com

Executive Sous Chef

Company: Aramark

Location: Chicago, IL

Posted Oct 06, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

View Details Apply on SimplyHired

Registered Pharmacist

Company: Thorek Memorial Hospital

Location: Chicago, IL

Posted Oct 07, 2025

*General knowledge of IV solutions, aseptic technique, and chemotherapeutic agents*. Participates in the development and implementation of Departmental programs…

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.

Related Pages

All Paid Time Off Jobs 23,177 jobs All Jobs in Chicago, IL 101,241 jobs Paid Time Off in Remote 747,681 jobs Paid Time Off in Other US Location 650,481 jobs Paid Time Off in New York City, NY 172,809 jobs Paid Time Off in Multiple Locations 152,175 jobs Paid Time Off in USA 136,446 jobs Paid Time Off in Washington DC 105,405 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