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.

Bilingual Spanish - Retail Sales Associate

Company: My Wireless - AT&T Authorized Retailer

Location: Chicago, IL

Posted Oct 04, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Director, Software Engineering-Card Partnerships Data

Company: Capital One

Location: Chicago, IL

Posted Oct 04, 2025

Candidates should be passionate about maintaining a well-managed suite of systems centered around Partnerships Data, while driving innovation and forward-…

Project Manager (m/f/d)

Company: Damovo

Location: Chicago, IL

Posted Oct 06, 2025

The ideal candidate will assist in coordinating efforts between clients, internal teams, and external partners to ensure projects are completed on time, within…

Architect - Development (DevSecOps) REMOTE

Company: Wesco

Location: Glenview, IL

Posted Oct 06, 2025

You will serve as the technical expert, this role will identify and develop areas for modification in existing programs, as well as test and evaluate new…

CDL A Truck Driver - Home Weekly

Company: Imperial Express LLC

Location: Chicago, IL

Posted Oct 06, 2025

Imperial Express, LLC, is hiring a full-time motivated class A CDL professional with a clean driving record and at least 1 year of experience.

Energy Business Analyst

Company: CME Group

Location: Chicago, IL

Posted Oct 04, 2025

The Energy BLM Analyst will work in partnership with the Energy Products team to design and implement the business line strategy. And we’re looking for more.

Pre Assessment Risk Analyst

Company: Bank of America

Location: Chicago, IL

Posted Oct 04, 2025

You will interact regularly with Enterprise Vendor Managers and Third Parties and act as single point of contact to prepare the Third Party for the assessment…

Bilingual Spanish - Retail Sales Associate

Company: My Wireless - AT&T Authorized Retailer

Location: Chicago, IL

Posted Oct 04, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Customer Service Representative

Company: Help at Home

Location: Chicago, IL

Posted Oct 04, 2025

Proactively communicates schedules and changes with clients, field staff, referral sources, team leads, managers, and the branch manager.

Welder / Layout

Company: Unlimited Steel Construction Inc

Location: Arlington Heights, IL

Posted Oct 06, 2025

Must be able to read blueprints. Steel fabricator located near O'Hare is looking to hire experienced welder / layout person, for beams, columns, railings and…

PART TIME NIGHT TRASH PORTER - $20-$65 per day, $400-$1300 per month! TRUCK REQUIRED!

Company: Greenway Waste & Recycling

Location: Westmont, IL

Posted Oct 04, 2025

Have independence and work on your own in an active setting. We recruit, employ, train, compensate, and promote without regard to race, religion, creed, color,…

Concrete Laborer

Company: American Wilbert Vault

Location: Des Plaines, IL

Posted Oct 06, 2025

You must have a valid driver's license w/clean record, a CDL is a plus. Obtain the CDL license within 90-days from date of permit issuance.

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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