Flexible Scheduling Jobs in Chicago, IL

27,637 open positions · Updated daily

Looking for Flexible Scheduling jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Scheduling position in the Chicago, IL area.

Flat Roofing Foreman in the Chicago Area

Company: EverSeal Roofing

Location: Chicago, IL

Posted Jul 10, 2025

2–3 years’ experience in construction, roofing, or a skilled trade. If you’ve got at least *2 years of team leadership experience* and a background in…

Project Manager - Healthcare Construction - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 10, 2025

MPI does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability,…

Customer Success Manager-Facebook Ads

Company: Predictive Sales AI

Location: Chicago, IL

Posted Jul 09, 2025

Strategic Digital Marketing Advisor: Advise clients on holistic digital marketing strategies, emphasizing how our AI tools can enhance their paid social efforts…

Senior Accountant

Company: Alzheimer's Association

Location: Chicago, IL

Posted Jul 10, 2025

Assist with the entry of annual Budgets. Thorough understanding of developing and working with Excel spreadsheets. Full time or Part time: Full Time.

Entry Level Sales Associate

Company: Customer Sales Representative

Location: Burr Ridge, IL

Posted Jul 10, 2025

Learn and implement sales scripts, client product information, and promotional strategies. Track and achieve weekly and monthly sales goals.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Skokie, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

RETAIL SALES ASSOCIATE

Company: Ashley

Location: Niles, IL

Posted Jul 10, 2025

Maintain a welcoming, professional, visible presence at the front desk; engage with guests, ensuring they are always treated in a cordial, respectful manner…

Project Manager - Civil

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Park Ridge, IL

Posted Jul 09, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

Security Officer (unarmed)

Company: 900 Services, LLC-The Shops at 900

Location: Chicago, IL

Posted Jul 10, 2025

Provide exceptional customer service—greeting guests, assisting with directions, and offering general support as needed.

Master Plumber

Company: Leaf Home

Location: Chicago, IL

Posted Jul 10, 2025

Train, coach and develop installation employees and contractors both in the office and in the field. Must hold a valid driver's license.

Project Manager - JOC

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Scheduling roles?
Entry‑level Scheduling Coordinators earn $45,000–$60,000 annually, mid‑level Workforce Planners command $60,000–$90,000, and senior Scheduling Managers or Operations Directors can reach $90,000–$120,000 or more, depending on company size and region.
What skills and certifications are most valuable in Flexible Scheduling positions?
Proficiency in workforce‑management platforms such as Kronos Workforce Central, SAP SuccessFactors, and Oracle Workforce Management is essential. Strong analytical skills in SQL and Tableau, coupled with experience using Agile or Six Sigma methodologies, give an edge. Certifications like Certified Workforce Planning Professional (CWPP), Six Sigma Green Belt, or a project‑management credential (PMP) are highly regarded.
Is remote work available for Flexible Scheduling roles?
Yes—over 70% of the listings support fully remote or hybrid arrangements, especially in tech, logistics, and customer‑support sectors. Remote positions typically offer a pay adjustment based on regional cost‑of‑living indexes.
What career progression paths exist within Flexible Scheduling?
A common trajectory starts at Scheduling Coordinator, moves to Workforce Planner or Shift Scheduler, then to Scheduling Manager or Operations Analyst, and can culminate in Director of Workforce Optimization or Chief Workforce Officer, with increased responsibility over strategy, analytics, and cross‑functional leadership.
What industry trends are shaping the future of Flexible Scheduling?
Artificial‑intelligence forecasting, real‑time labor analytics, and blockchain‑based time‑tracking are driving the next wave of scheduling solutions. Companies are adopting predictive shift‑optimization tools, integrating gig‑worker platforms, and expanding continuous‑learning modules to upskill scheduling talent.

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