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.

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Emergency Medicine - Full Time - Chicago, IL

Company: Advocate Health

Location: Chicago, Illinois

Posted Jul 20, 2025

View Details Apply on healthecareers.com

Software Engineer - Platform (Hybrid)

Company: Enova International

Location: Chicago, IL

Posted Jul 21, 2025

Expertise with building software features, enterprise architecture, and API integration to facilitate first in class software.

View Details Apply on SimplyHired

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

View Details Apply on SimplyHired

Janitorial

Company: HELPING HANDS CLEANING SERVICE

Location: Elmhurst, IL

Posted Jul 21, 2025

Restock supplies in bathrooms, break rooms, and common areas. Monitor and report any necessary repairs or replacements. Proficiency in English is required.

View Details Apply on SimplyHired

Retail Security Officers $18.50/Hr

Company: Per Mar Security Services

Location: Chicago, IL

Posted Jul 21, 2025

The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

View Details Apply on SimplyHired

Public Works Laborer

Company: City of Hickory Hills

Location: Hickory Hills, IL

Posted Jul 21, 2025

Desired specialties include but are not limited to: electrical experience, water plant operators license, heavy equipment operations , concrete, asphalt or…

View Details Apply on SimplyHired

Business Data Analyst

Company: UTLX Full Service

Location: Chicago, IL

Posted Jul 21, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. Data analytics: 3 years (Required).

View Details Apply on SimplyHired

Accountant, Real Estate and Workplace Services

Company: Google

Location: Chicago, IL

Posted Jul 21, 2025

The gRRR (Google REWS, Reporting & RCS) team helps to develop and support new processes and business relationships with a variety of cross-functional…

View Details Apply on SimplyHired

Supervisor, Environmental Services

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 21, 2025

Certification reimbursement (up to 1 certification). Demonstrates knowledge operating mechanical floor cleaners such as vacuums, scrubbers, and burnishers.

View Details Apply on SimplyHired

REGISTERED NURSES (RN) Evening shift

Company: Austin Oasis

Location: Chicago, IL

Posted Jul 21, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

View Details Apply on SimplyHired
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Join Our Team of Excellence: Full-Time Endocrinologist Opportunity

Company: Mercyhealth

Location: Rockford IL, and Janesville, WI

Posted Jul 21, 2025

View Details Apply on healthecareers.com

Product Specialist

Company: Manufacturer Company

Location: Bensenville, IL

Posted Jul 21, 2025

Check incoming orders for accuracy, answering phones, inputting customer data, processing orders, record keeping, email maintenance and other office duties.

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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