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.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

View Details Apply on SimplyHired

Power BI Analyst

Company: Machine Solution Providers, Inc.

Location: Downers Grove, IL

Posted Sep 08, 2025

Bachelor's degree in computer science, engineering, data science, or a related field; or equivalent work experience. Develop and maintain Power BI reports.

View Details Apply on SimplyHired

Retail Leasing Associate

Company: Bridge33 Capital

Location: Chicago, IL

Posted Sep 09, 2025

A minimum of 1-2 years’ leasing experience in a retail leasing or marketing role in commercial real estate; property management or related field.

View Details Apply on SimplyHired

Network Analyst - Security and Compliance

Company: Illinois Municipal Retirement Fund (IMRF)

Location: Oak Brook, IL

Posted Sep 08, 2025

1+ year experience working with enterprise security tools and technologies. Currently certified in GSOC OR CompTIA Security+ OR CompTIA CySA+ OR similar…

View Details Apply on SimplyHired

Welder

Company: OPW

Location: Skokie, IL

Posted Sep 07, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

View Details Apply on SimplyHired

Floor Technician/Housekeeper

Company: Northbrook Health and Rehab

Location: Northbrook, IL

Posted Sep 08, 2025

Dress in appropriate uniform and be at appointed workstation promptly when the shift starts and work consistently until the shift ends.

View Details Apply on SimplyHired

Threat Analyst

Company: Alliant Credit Union

Location: Chicago, IL

Posted Sep 06, 2025

Ensures compliance with all applicable state and federal laws, company procedures and policies. Use tools such as Atomic Red Team, CALDERA, or custom scripts to…

View Details Apply on SimplyHired

Senior Manager, Software Engineering, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Sep 08, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

View Details Apply on SimplyHired
full-time new grad

Senior Uro-Oncologists

Company: University of Chicago

Location: Chicago, Illinois

Posted Sep 06, 2025

View Details Apply on healthecareers.com

General Labor / Holiday Lights Installer

Company: American Roof Preservers, Inc.

Location: Woodridge, IL

Posted Sep 05, 2025

Driver’s license preferred (but not required). Whether you’re looking for Christmas light installation jobs, temporary labor jobs, or just love working outdoors…

View Details Apply on SimplyHired

Executive Chef (Earn up to $100k+/yr + Bonus Structure)

Company: Bavette's

Location: Chicago, IL

Posted Sep 09, 2025

Review and maintain store financials daily, including tracking food costs, and work with the General Manager to manage comps, expenses, labor, and overall…

View Details Apply on SimplyHired

Executive Chef

Company: Aramark

Location: Chicago, IL

Posted Sep 09, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

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.

Related Pages

All Paid Time Off Jobs 23,177 jobs All Jobs in Chicago, IL 168,735 jobs Paid Time Off in Remote 1,246,135 jobs Paid Time Off in Other US Location 1,084,135 jobs Paid Time Off in New York City, NY 288,015 jobs Paid Time Off in Multiple Locations 253,625 jobs Paid Time Off in USA 227,410 jobs Paid Time Off in Washington DC 175,675 jobs Travel in Chicago, IL 79,837 jobs Full Time in Chicago, IL 46,687 jobs Retirement Plan in Chicago, IL 43,124 jobs 401(K) in Chicago, IL 37,542 jobs Health Insurance in Chicago, IL 34,384 jobs Life Insurance in Chicago, IL 33,039 jobs