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.

MIG Welder

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Welding classes and/or technical training is a plus but not required. Our ideal candidate should be proficient in MIG welding (in and out of position ideally)…

View Details Apply on SimplyHired
relocation assistance sign-on bonus health system

Join our established Endocrinology team in South Chicago

Company: Advocate Health

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

TIG Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of TIG welding and be able to set and adjust their own machine as needed.

View Details Apply on SimplyHired
staffing agency contract travel

Travel Respiratory Therapist - $1,726 per week

Company: MedPro Healthcare Allied Staffing

Location: Chicago, Illinois

Posted Apr 28, 2025

View Details Apply on healthecareers.com

Stick Welder/Fabricator

Company: Suburban Welding and Steel

Location: Franklin Park, IL

Posted Apr 26, 2025

Our ideal candidate should be proficient in all aspects of Stick welding as well as carbon arc cutting (arc gouging) and be able to set and adjust their own…

View Details Apply on SimplyHired
travel life insurance retirement plan

Travel CT Technologist - $2,464 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com
staffing agency contract travel

Travel Nurse RN - Interventional Radiology - $2,735 per week

Company: MedPro Healthcare Staffing

Location: Chicago, Illinois

Posted Apr 28, 2025

View Details Apply on healthecareers.com
full time academic

Academic Physicians - Pediatric Pulmonologists

Company: The University of Chicago

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

Sous Chef

Company: Pizzeria Portofino

Location: Chicago, IL

Posted Apr 26, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired
malpractice insurance paid time off relocation assistance

Minimally Invasive Surgery - Chief

Company: Trinity Health

Location: Chicago, Illinois

Posted Apr 28, 2025

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

Travel Telemetry RN - $1,373 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Apr 28, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

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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