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.

InfoSec Compliance Analyst #Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 07, 2025

Facilitate IT issue management by work with employees on scheduling calls and going over the issue and resolution. Work from home up to 3 days a week.

View Details Apply on SimplyHired

Principal Technology Architect - MFG

Company: Infosys

Location: Chicago, IL

Posted Jun 07, 2025

You will identify technology big bets, develop solution propositions around them, do solution prototypes and proactively take it to the market.

View Details Apply on SimplyHired
dental insurance health insurance life insurance

Advanced Practice Nurse – Nurse Practitioner – Peds/Neonatology (7A.M. - 7P.M.)

Company: Cook County Health

Location: Chicago, Illinois

Posted Jun 08, 2025

View Details Apply on healthecareers.com

Research Chef

Company: LifeSpice Ingredients

Location: Chicago, IL

Posted Jun 07, 2025

Work with flavor companies and other suppliers to identify or develop new raw materials. Culinary degree from accredited Culinary School.

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Multi-Location Retail Inventory Associate

Company: Room & Board

Location: Chicago, IL

Posted Jun 07, 2025

Maintain welcoming stock room environments that are safe, organized, efficient and support the selling teams and the customer experience.

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People and Compensation Data Analyst

Company: Optiver

Location: Chicago, IL

Posted Jun 06, 2025

Bachelor's degree in a quantitative, business, or related field. Proficient in Excel; familiarity with data visualization tools like Power BI or Tableau is a…

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Carpenter Helper 1

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 06, 2025

Valid driver’s license and must successfully complete the University’s Motor Vehicle Records process required. Cut and install ceiling tile.

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Special Education Teacher

Company: Parkland Preparatory Academy

Location: Oak Lawn, IL

Posted Jun 09, 2025

Teachers work to design instructional opportunities for students to access state learning standards, achieve IEP goals, BIP goals and transition goals.

View Details Apply on SimplyHired

Electrician

Company: RWS Global

Location: Chicago, IL

Posted Jun 07, 2025

Valid driver’s license required. Preferred: Vocational or technical training – Field of Study: welding, engineering, rigging, carpentry, electronics, audio,…

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full time

Faculty - General Neurosurgeons

Company: The University of Chicago Medicine & Biological Sciences

Location: Chicago, Illinois

Posted Jun 08, 2025

View Details Apply on healthecareers.com

Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Jun 08, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

View Details Apply on SimplyHired

Design Manager

Company: Avant Communications LLC

Location: Chicago, IL

Posted Jun 09, 2025

Chicagoland based, this role will oversee three designers that work across digital, print, events and video, and will also serve as an individual contributor in…

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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