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.

CDL A Local Owner Operator Truck Driver

Company: IMC Logistics

Location: Cicero, IL

Posted Apr 10, 2025

At IMC Logistics, we encourage our CDL-A truck drivers to work hard while also making time for their loved ones. Gross $3,500-$4,500 per week.

View Details Apply on SimplyHired

Digital Marketing Acquisition Manager

Company: KeyBank National Association

Location: Chicago, IL

Posted Apr 09, 2025

Set affiliate marketing strategy for checking and credit cards. Coordinate creative and landing page updates, and providing input on design and strategy.

View Details Apply on SimplyHired
hospital travel travel reimbursement

Travel Nurse RN - Telemetry - $1,601 per week

Company: Travel Nurse Across America Nursing

Location: Chicago, Illinois

Posted Apr 06, 2025

View Details Apply on healthecareers.com

Electrical and Instrumentation Technician

Company: Alsip MiniMill, LLC

Location: Alsip, IL

Posted Apr 04, 2025

Demonstrated competence in heavy industrial continuous-process environment (i.e., oil refinery, chemical plant, power plant, etc.). Life/ADD, STD/LTD Insurance.

View Details Apply on SimplyHired

HVAC Service Tech

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Diagnose, troubleshoot, and repair HVAC systems, including forced air and…

View Details Apply on SimplyHired

General Laborer

Company: Infinity Remodeling

Location: Lombard, IL

Posted Apr 07, 2025

We specialize in residential remodeling (kitchens, basements) and light commercial remodeling— including interior framing, tiling, light electrical, light…

View Details Apply on SimplyHired

UACL LOOKING FOR VAN LOCAL & REGIONAL OWNER OPERATOR

Company: UACL Logistics, LLC

Location: Chicago, IL

Posted Apr 04, 2025

6 Months free trailer rental. \*\* UACL LOOKING FOR VAN OWNER OPERATORS\*\**. Route is going from Chicago, IL to OH, OK, MI, LA. What it takes to join our team:

View Details Apply on SimplyHired

CDL A Independent Contractor

Company: IMC Logistics

Location: Oak Lawn, IL

Posted Apr 10, 2025

Refer your friends to IMC Logistics and get paid! At IMC Logistics, we encourage our CDL-A Independent Contractors to work hard while also making time for their…

View Details Apply on SimplyHired

Journeyman Plumber

Company: Renuity

Location: Bensenville, IL

Posted Apr 08, 2025

Previous technical and trade experience (5+ years). Current and valid Journeyman Plumbing License in Posted State is required. Competitive Pay: $55-60/hr.

View Details Apply on SimplyHired
hospital full time new grad

Travel Physical Therapist - $2,088 per week

Company: TheraEX Staffing Services

Location: East Chicago, Indiana

Posted Apr 06, 2025

View Details Apply on healthecareers.com
travel 401(k) health insurance

Travel Nurse RN - ICU - Intensive Care Unit - $2,025 per week

Company: Cross Country Nurses

Location: East Chicago, Indiana

Posted Apr 06, 2025

View Details Apply on healthecareers.com

Plumber - Residential

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Ability to troubleshoot, repair, and collect payment.

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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