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.

travel retirement plan

Travel Nurse RN - ICU - Intensive Care Unit - $2,203 per week

Company: Planet Healthcare

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com
contract travel health insurance

Travel Nurse RN - PICU - Pediatric Intensive Care - COVID19 - $2,577 per week

Company: Stability Healthcare

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com
staffing agency contract travel

Travel Nurse RN - ICU - Intensive Care Unit - $2,310 per week

Company: MedPro Healthcare Staffing

Location: Chicago, Illinois

Posted Feb 14, 2025

View Details Apply on healthecareers.com
hospital part time full time

Travel Nurse RN - Med Surg - $2,057 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com
staffing agency contract travel

Travel Nurse RN - Med Surg - $2,244 per week

Company: MedPro Healthcare Staffing

Location: Chicago, Illinois

Posted Feb 14, 2025

View Details Apply on healthecareers.com
relocation assistance staffing agency contract

Travel Nurse RN - Med Surg - $2,298 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Feb 14, 2025

View Details Apply on healthecareers.com
travel health insurance

Travel Nurse RN - ICU - Intensive Care Unit - $1,972 per week

Company: Skyline Med Staff Nursing

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com
travel holidays 401(k)

Travel Nurse RN - Med Surg - $2,012 per week

Company: Triage Staffing

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com
relocation assistance staffing agency contract

Travel Nurse RN - Med Surg - $2,298 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com

Security Officer-Lead (PT)

Company: City Colleges of Chicago

Location: Chicago, IL

Posted Feb 14, 2025

Respond to alarms and/or service calls to ensure appropriate actions are taken by security personnel to mitigate the situation in a positive, safe, professional…

View Details Apply on SimplyHired
hospital staffing agency full time

Travel Nurse RN - ICU - Intensive Care Unit - $2,190 per week

Company: Travel Nurses, Inc.

Location: Chicago, Illinois

Posted Feb 13, 2025

View Details Apply on healthecareers.com

Fund Accountant - Real Estate Funds

Company: Alter Domus

Location: Chicago, IL

Posted Feb 13, 2025

Taking an active part in the initial setup of any new funds take-on and liaising with independent tax specialists, lawyers, and notaries as part of the set up…

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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