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.

Sales Associate

Company: Instacart

Location: Chicago, IL

Posted Jul 07, 2025

Familiarity with tools of the trade (eg. Microsoft Office, Excel, Google Drive, Salesforce). Act as a primary point of escalation for technical issues.

Sales Representative/Merchandiser

Company: Cordialsa USA

Location: Chicago, IL

Posted Jul 07, 2025

Valid driver's license and proof of insurance. The position requires driving to grocery store customers. Ensure the effective implementation of all Marketing…

Project Manager - Healthcare - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 08, 2025

Train and develop the project team. Our client is a design/build developer who specialize in K-12 and healthcare projects including but not limited to…

Project Manager - Multifamily Projects - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 08, 2025

Ability to hire, train, and develop a team of Project Managers. Car allowance and gas compensation included. Experience on mid to large size projects.

Project Manager - Multifamily Developer

Company: Michael Page

Location: Chicago, IL

Posted Jul 08, 2025

The Project Manager is responsible for scheduling, oversight of construction and communication with project team. Bonus per project (up to 12%).

Director of Annual Giving & Alumni Engagement

Company: Sigma Alpha Epsilon Foundation

Location: Evanston, IL

Posted Jul 08, 2025

This positions lead the strategy, design, execution, and analysis of annual giving campaigns and initiatives through direct mail, email, phone, social media,…

Culinary Director

Company: Soul & Smoke

Location: Chicago, IL

Posted Jul 08, 2025

Driver’s license is strongly preferred. This role partners with the Chef, office team, and kitchen staff to maintain high standards while driving efficiency and…

HVAC Refrigeration Service Technician

Company: Nextech

Location: Downers Grove, IL

Posted Jul 08, 2025

EPA certification and a valid driver’s license. Diagnose and repair HVAC/R systems, including electrical, mechanical, and electronic components.

Employee Service Center Representative - Chicago

Company: MSG Entertainment Holdings, LLC

Location: Chicago, IL

Posted Jul 08, 2025

Act as the primary point of contact for employee inquiries, handling communications via phone calls, in person interactions, and ticketing system, while…

Painter

Company: Potbelly

Location: Chicago, IL

Posted Jul 08, 2025

Travel occasionally for repairs, installations, or deliveries. Competitive pay with performance-based annual raises! FSA and HSA with Employer Contribution.

Insulation Technician-Independent Contractor

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Jul 08, 2025

Reliable transportation and valid driver's license. Operate and maintain insulation equipment and tools. Familiarity with tools and machinery used in insulation…

Brand Ambassador - Sales Associate

Company: Jonathon Wesley

Location: Itasca, IL

Posted Jul 08, 2025

Safe driving record, valid driver’s license, and dependable transportation with valid insurance. Minimum requirement of a high school diploma, bachelor’s degree…

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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