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.

Customer Service Representative - Futures Clearing

Company: Royal Bank of Canada

Location: Chicago, IL

Posted Mar 04, 2025

Confirm daily margin settlements for both cash and non-cash collateral and assist in resolving any client queries and service enhancements.

View Details Apply on SimplyHired
hospital full time monday to friday

Full-Time CRNA Opportunity Near Chicago - No Call, Weekends, or Holidays

Company: Jordan Search Consultants

Location: Chicago, Illinois

Posted Mar 03, 2025

View Details Apply on healthecareers.com

Registered Nurse

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Mar 06, 2025

Must possess a current, unencumbered license to practice as an RN in the State of Illinois and/or Wisconsin. Plan, develop, organize, implement, evaluate, and…

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Senior Cyber Threat Analyst

Company: PayPal

Location: Chicago, IL

Posted Mar 05, 2025

Proven ability to communicate complex technical concepts to non-technical audiences. We enable consumers to exchange funds more safely with merchants using a…

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full time academic be or bc

Urologist

Company: Loyola Medicine

Location: Chicago, Illinois

Posted Mar 03, 2025

View Details Apply on healthecareers.com

Assistant Project Manager

Company: Suffolk Construction Company, Inc.

Location: Chicago, IL

Posted Mar 05, 2025

While performing the duties of this job, the employee is regularly required to sit for long periods of time; talk or hear; perform fine motor, hand and finger…

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AI/ML Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Mar 03, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

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Director, Digital Marketing & Communications

Company: DePaul University

Location: Chicago, IL

Posted Mar 05, 2025

A. Develop and implement comprehensive email, social media and video strategies to increase engagement and giving with alumni, donors, and other stakeholders.

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travel

Travel Respiratory Therapist - $1,696 per week

Company: Titan Medical Group

Location: East Chicago, Indiana

Posted Mar 03, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance health system

General Urologist Needed in Chicago Suburbs (Naperville/Bolingbrook)

Company: Duly Health and Care

Location: Chicago Suburbs, IL

Posted Mar 03, 2025

View Details Apply on healthecareers.com
401(k) vision insurance full time

Psychologist

Company: Wexford Health Sources

Location: Chicago, Illinois

Posted Mar 03, 2025

View Details Apply on healthecareers.com

Industrial Electrician

Company: A Finkl & Sons Co

Location: Chicago, IL

Posted Mar 04, 2025

The Industrial Electrician plays a crucial role in ensuring the efficient operation of electrical systems within the steel manufacturing plant.

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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