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.

Carpenter

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Apr 14, 2025

Build, set decoration and possible painting – design, organization of materials (building, painting, dressing). Middle School- Grades 6-8.

International Tax and Transaction Services - Transaction Tax Advisory Manager

Company: EY

Location: Chicago, IL

Posted Apr 10, 2025

You’ll be advising clients throughout the transaction lifecycle on key drivers to increase value and reduce the risks and uncertainty inherent in transactions.

Retail Paint Sales Associate - Hinsdale

Company: JC LICHT

Location: Hinsdale, IL

Posted Apr 10, 2025

Answer customer telephone calls promptly and in an appropriate manner per company guidelines. Assist store managers with outside sales calls when necessary.

Database Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

HVAC Technician

Company: S & C Electric Company

Location: Chicago, IL

Posted Apr 11, 2025

Tasks include measuring, working from ladders, dismantling equipment, reading and interpreting drawings, disconnecting and reconnecting equipment, cutting,…

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.

Full Stack Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Senior Data Engineer / Analytic Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 18, 2025

As a Senior Data Engineer / Analytic Engineer (Microsoft Fabric), you will lead the design, implementation, and optimization of data engineering pipelines and…

Front-End Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Senior Data Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 10, 2025

You will design, implement, and optimize data pipelines and ETL processes, ensuring high performance, scalability, and reliability.

Senior Client Services Specialist

Company: Colliers

Location: Chicago, IL

Posted Apr 14, 2025

Valid real estate license in the state of Illinois or willingness to become licensed. Twelve weeks (for birth parents) and 4 weeks (for non-birth parents,…

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…

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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