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.

CDL-A Truck Drivers: Regional Home Weekly

Company: U.S. Xpress

Location: Chicago, IL

Posted Jun 24, 2025

CDL A Truck Drivers earn GREAT PAY, consistent miles and 24/7 support with plenty of freight with this truck driving job at U.S. Xpress. $1,000 Sign On Bonus.

Registered Nurse

Company: Oak Street Health

Location: Chicago, IL

Posted Jun 25, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Campaign Designer

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 24, 2025

Utilizing design and production processes, the Designer works within defined processes and procedures to develop design standards and concepts for University…

Sr. Software Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jun 25, 2025

REQS: This position requires a bachelor’s degree, or foreign equivalent, in Computer Science, Computer Engineering, Performance, Information Management, or a…

Flex Security Officer - Western Suburbs

Company: Titan Security

Location: Downers Grove, IL

Posted Jun 25, 2025

Certificates, Licenses, Registrations: Ability to acquire and maintain a valid Illinois PERC, including state accredited training requirements. EOE/M/F/D/V.

Social Media Manager - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 25, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). Write high-quality answers when given specific prompts.

Registered Nurse

Company: Pearl of Hinsdale

Location: Hinsdale, IL

Posted Jun 25, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Current Illinois Nursing License (Required).

Welder- 2nd shift

Company: S & C Electric Company

Location: Chicago, IL

Posted Jun 24, 2025

Execute welding operations to join, fabricate, and repair metal and other weldable material. Read and interpret blueprints, diagrams, specifications, and job…

Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 24, 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…

Sales Consultant

Company: Zeigler Chrysler Jeep Dodge

Location: Downers Grove, IL

Posted Jun 24, 2025

Conduct cold calls to generate leads and build a strong customer base. In this role, you will be instrumental in driving sales and providing exceptional…

Digital Marketing Technology Specialist – Front-End Web (UX/Design Focus)

Company: Chamberlain Advisors LLC

Location: Chicago, IL

Posted Jun 24, 2025

The ideal candidate will have experience collaborating with creative and technical teams to build seamless, responsive user experiences and maintain a high…

Senior Project Manager - Chicago

Company: Turner Construction Company

Location: Chicago, IL

Posted Jun 25, 2025

Work Environment: While performing the duties of this job, the employee regularly works on-site at the construction work site where the employee is exposed to…

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.

Related Pages