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.

Life-Skills Special Education Teacher

Company: The Menta Education Group

Location: Chicago, IL

Posted Apr 21, 2025

Professional Educator's License (PEL) with LBS1 (Special Education Teacher) certification or PEL with Secondary Education and a desire to obtain your Special…

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contract travel 401(k)

Travel Nurse RN - PCU - Progressive Care Unit - $2,218 per week

Company: GHR Healthcare

Location: East Chicago, Indiana

Posted Apr 20, 2025

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relocation assistance sign-on bonus health system

Join our established Endocrinology team in South Chicago

Company: Advocate Health

Location: Chicago, Illinois

Posted Apr 27, 2025

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Data Analyst - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

You can work on your own schedule. You will measure the progress of these AI chatbots, evaluate their logic, and solve problems to improve the quality of each…

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Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Apr 20, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

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Logistics Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Apr 25, 2025

Prolonged periods sitting at a desk and working on a computer. Additionally, maintaining accurate logs of all transactions in the company's systems is crucial…

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Tax Services Manager - FSO - GCR/Insurance EDGE

Company: EY

Location: Chicago, IL

Posted Apr 18, 2025

Direct experience in state and local taxation (e.g., state return compliance, state income tax accounting, state apportionment fundamentals).

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Customer Service Representative

Company: Avenica

Location: Elmhurst, IL

Posted Apr 24, 2025

Have a valid driver’s license and acceptable driving record. Have 1+ year of customer service experience. Assisting with billing questions, scheduling sales and…

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Solo OTR CDL-A Truck Drivers: $1,000 Sign On Bonus!

Company: U.S. Xpress

Location: Chicago, IL

Posted Apr 25, 2025

Consistent Miles & Freight with this truck driving job. Flex Fleet drivers must live within 250 miles of a U.S. Xpress terminal. Now with $1,000 Sign On Bonus!

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Corporate Tax Accountant

Company: Expansive

Location: Chicago, IL

Posted Apr 24, 2025

Maintain compliance with all multi-state income and franchise tax requirements, including entity-related taxes as well as payroll / employer / employee-related…

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hospital holidays

Breast Sonographer - $40-60 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Apr 21, 2025

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hospital staffing agency full time

Travel Emergency Room RN - $1,620 per week

Company: Travel Nurses, Inc.

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

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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