Flexible Scheduling Jobs in Chicago, IL

27,645 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.

Entry-level Private Jet Sales Consultant (Chicago)

Company: Air Charter Service

Location: Chicago, IL

Posted Sep 21, 2024

Air Charter Service is a leading aircraft charter company seeking a Private Jet Sales Consultant to connect with high-net-worth individuals and build long-lasting client relationships. The company offers a dynamic and fast-growing work environment with opportunities for career advancement, training, and travel.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 21, 2024

Transportation Security Officers provide security and protection to travelers in a courteous and professional manner. Their duties may extend to securing high-profile events and important figures.

Security Solutions Architect | DevSecOps/AppSec (Remote)

Company: Trace3

Location: Chicago, IL

Posted Sep 21, 2024

The company Trace3 is a leading IT authority providing unique technology solutions and consulting services. They empower IT executives and their organizations to achieve competitive advantage through innovation. The company culture is dynamic and fun, with a focus on teamwork, humility, and smartness. They are seeking an experienced Application Security Professional to join their DevSecOps consulting practice.

Member Operations Associate - Part Time

Company: NOCD

Location: Chicago, IL

Posted Sep 21, 2024

NOCD is a telehealth provider that offers online therapy for people with OCD. They are looking for a customer service representative to join their operations team.

Staff Software Engineer (Java)

Company: iManage

Location: Chicago, IL

Posted Sep 21, 2024

iManage is a company that values diversity, inclusivity, and employee well-being. They offer a range of benefits, including flexible work hours, a supportive team, and opportunities for growth and development. The company is committed to making knowledge work and is looking for people who love a challenge and are passionate about solving problems.

Cloud Security Engineer

Company: iManage

Location: Chicago, IL

Posted Sep 21, 2024

iManage is a company that values its employees and provides a supportive work environment. They offer flexible working hours, a modern open plan workspace, and opportunities for professional development. The company is committed to making knowledge work and is dedicated to solving complex professional challenges.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 21, 2024

The Medical Support Assistant positions are assigned to the Patient Administrative Service and performs administrating processing duties which support physicians and other clinical staff in the effective operation of inpatient treatment units.

Senior Software Engineer

Company: Kalderos

Location: Chicago, IL

Posted Sep 21, 2024

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are seeking a Senior Software Engineer to lead and mentor their engineering team in the development of innovative and scalable software solutions.

Associate, Americas Relationship Management

Company: Ares Management Corporation

Location: Chicago, IL

Posted Sep 21, 2024

The job description is for a marketing role at Ares, a financial services company. The job involves partnering with the Central Region Relationship Management team to market strategies to institutional investors, and requires a college graduate with experience in investment, wealth management, marketing, or financial services.

Client Services Representative - Bilingual - English/Portuguese

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 21, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation and providing cutting-edge products and services to its users.

Director, HRBP - Contractor

Company: SPINS

Location: Chicago, IL

Posted Sep 21, 2024

SPINS is a leader in recognizing the transformative power of data in retail, offering cutting-edge tools to attract attention from the Health and Wellness industry. The company values its employees, offering hybrid work options, paid time to volunteer, and charitable donations. SPINS also has a strong culture, with values such as direct communication, determination, passion, and collaboration.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 21, 2024

Transportation Security Officers provide security and protection to travelers in a courteous and professional manner. Their duties may extend to securing high-profile events and important figures.

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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