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.

Security Analyst

Company: WiseTech Global

Location: Chicago, IL

Posted Mar 13, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

View Details Apply on SimplyHired

Registered Nurse -Pediatrics OVERNIGHT 8PM to 6AM $38/HR (IN HOME HEALTH)

Company: BrightStar Care of Orland Park/Will County

Location: Alsip, IL

Posted Mar 13, 2025

Unencumbered license as a RN in the state of Illinois. Perform patient assessments and monitor vital signs, administering medications and treatments as…

View Details Apply on SimplyHired

Clinical Pharmacy Speclst NEx - Outpatient Oncology Infusion

Company: Rush University Medical Center

Location: Chicago, IL

Posted Mar 06, 2025

May be exposed to certain hazardous materials, including but not limited to blood-borne pathogens, chemotherapeutic agents, cleaning and sanitizing agents.

View Details Apply on SimplyHired

Drain Tech

Company: Precision Today

Location: Franklin Park, IL

Posted Mar 13, 2025

Complete all drain cleaning, jetting and cable work related to in-home, service calls. Company supplied Vehicle – fully stocked, cell phone, and tablets.

View Details Apply on SimplyHired

Experienced Sous Chef (Full Time, Daytime) for a Commissary Kitchen in Chicago

Company: ChefsUnity

Location: Chicago, IL

Posted Mar 06, 2025

Previous experience in kitchen environments producing high volumes of food (restaurants, catering) is a must. Seeking experienced cook at an Chicago commissary…

View Details Apply on SimplyHired

Physical Education/Health Teacher SY 25-26

Company: ACE Amandla Charter High School

Location: Chicago, IL

Posted Mar 13, 2025

Acquire professional knowledge and learn of current developments in the educational field by seeking out and attending seminars, workshops or professional…

View Details Apply on SimplyHired
hospital residency full time

OBGYN - Chicago

Company: SourceMD

Location: Chicago, Illinois

Posted Mar 09, 2025

View Details Apply on healthecareers.com
full time

Chair of the Division of Dermatology (John H. Stroger, Jr. Hospital of Cook County)

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 10, 2025

View Details Apply on healthecareers.com

Community Developer

Company: Ripple Fiber

Location: Lombard, IL

Posted Mar 13, 2025

A bachelor's degree in communications, business, or a related field. This role will work closely with state and local municipalities, developers, and community…

View Details Apply on SimplyHired

Construction Labor - Railroad

Company: GeoStabilization International

Location: Chicago, IL

Posted Mar 06, 2025

More years of experience and technical expertise with the tools and technologies in drilling. Your role will encompass a blend of outdoor physical labor,…

View Details Apply on SimplyHired

Sous Chef

Company: Shaw's Crab House

Location: Chicago, IL

Posted Mar 14, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Mar 10, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

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 472,458 jobs Paid Time Off in Remote 3,489,178 jobs Paid Time Off in Other US Location 3,035,578 jobs Paid Time Off in New York City, NY 806,442 jobs Paid Time Off in Multiple Locations 710,150 jobs Paid Time Off in USA 636,748 jobs Paid Time Off in Washington DC 491,890 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