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.

Truck Driver/Laborer

Company: Tuscany Construction

Location: Addison, IL

Posted Aug 04, 2025

Valid driver’s license and ability to drive company stake bed truck. Ability to travel to out of state job location preferred. Ability to lift 50-60 lbs.

View Details Apply on SimplyHired
full time be or bc academic

Urologist

Company: Loyola Medicine

Location: Chicago, Illinois

Posted Aug 04, 2025

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

Urologist - Andrology Infertility

Company: Loyola Medicine

Location: Chicago, Illinois

Posted Aug 04, 2025

View Details Apply on healthecareers.com

Consumer Promotions Senior Analyst

Company: Kimberly-Clark

Location: Chicago, IL

Posted Aug 04, 2025

While technical proficiency is essential—particularly in Power BI—you’ll also need to be a clear communicator who can distill complex data into accessible…

View Details Apply on SimplyHired

Independent Contractor Roofer

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Aug 04, 2025

The ideal candidates will have extensive experience in installing metal, shingle, and various other roofing materials, along with an OSHA 30 certification.

View Details Apply on SimplyHired

Customer Service Representative - 5NE Surgical Services (Evenings)

Company: University of Illinois

Location: Chicago, IL

Posted Aug 04, 2025

Under general supervision, performs complex customer service functions, day to day document verification and revision, automated and manual/electronic data…

View Details Apply on SimplyHired

Retail Sales Associate, Evergreen Plaza - Flex

Company: Macy’s

Location: Evergreen Park, IL

Posted Aug 04, 2025

Frequent use of computers and other technology, necessary to perform job functions, including handheld equipment, cash register and ability to process register…

View Details Apply on SimplyHired

Welder II/pressure valves

Company: Midland Manufacturing, OPW, a Dover Company

Location: Skokie, IL

Posted Aug 04, 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

Data Quality Analyst

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Aug 04, 2025

Ability to develop data quality controls (using SQL or a similar programming language), and establish reporting processes via Scheduling tools like Control M.

View Details Apply on SimplyHired

Market Research Analyst, Online Communities

Company: Ipsos

Location: Chicago, IL

Posted Aug 04, 2025

Work with the client and account team to develop and implement a successful community strategy incorporating engagement, content and communications.

View Details Apply on SimplyHired

ELECTRICAL CONSTRUCTION PROJECT MANAGER

Company: GPac

Location: Chicago, IL

Posted Aug 04, 2025

Journeyman or Master Electrician license is a plus, but not required. Coordinate field teams to ensure timely and safe execution of work.

View Details Apply on SimplyHired

Armed Armored Car Guard & Driver

Company: Ferrari Express, Inc.

Location: Schiller Park, IL

Posted Aug 04, 2025

Must have a valid *Illinois Driver’s License* with a clean driving record. Completion of 20-hour state-approved armed guard training (required).

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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