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.

Equity Accountant

Company: Google

Location: Chicago, IL

Posted Jul 28, 2025

Bachelor's degree in Accounting, Finance, Business, a related field, or equivalent practical experience. From developing forward-thinking analysis to generating…

View Details Apply on SimplyHired

Financial Controller

Company: The Mitchell Group

Location: Niles, IL

Posted Jul 28, 2025

Lead the accounting team in maintaining double-entry bookkeeping practices. Supervise accounts payable and accounts receivable functions to maintain efficient…

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Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Jul 28, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

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Staff Accountant

Company: Hogsalt Headquarters

Location: Chicago, IL

Posted Jul 28, 2025

Prepare and file city and state monthly and annual sales tax returns. Compile and analyze financial information to prepare entries to accounts, such as general…

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Senior Presentation Associate

Company: Sealed Air

Location: Chicago, IL

Posted Jul 28, 2025

Able to troubleshoot more complex or advanced tasks, equipment or software concerns on own; understands when to escalate a problem to a supervisory level.

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PROJECT MANAGER

Company: City of Chicago

Location: Chicago, IL

Posted Jul 28, 2025

The position involves the application and integration of comprehensive project controls to the design and construction process beginning in the project planning…

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full time

Academic Dermatologists - Mohs Micrographic Surgery

Company: No Employer

Location: Chicago, Illinois

Posted Jul 28, 2025

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

Director of Clinical Operations UI Health

Company: UI Health

Location: Chicago, Illinois

Posted Jul 27, 2025

View Details Apply on healthecareers.com

Customer Service Representative - Durable Medical Equipment

Company: Advance Medical Equipment, Inc

Location: Chicago, IL

Posted Jul 27, 2025

Complies with all current government/state regulations and professional standards involving patient care and information intake, as well as all applicable…

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Registered Nurse (RN) Licensed Practical Nurse (LPN) ALL SHIFTS AVAILABLE

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jul 26, 2025

Comprehensive Patient Care – Assess, plan, implement, and evaluate care plans for residents based on their health needs.

View Details Apply on SimplyHired

Pharmacist Per Diem - Overnight Shift

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 26, 2025

Licensed or license-eligible in the State of Illinois. Key responsibilities also include coordinating timely medication delivery to nursing units, providing…

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Sales Associate - Car Wash

Company: Jet Brite

Location: Northlake, IL

Posted Jul 28, 2025

Use and develop critical thinking, listening, and technical skills while supporting and collaborating with team members. At least 16 years of age.

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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