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.

Senior Change Manager, IT Operations

Company: JLL Technologies

Location: Chicago, IL

Posted Aug 21, 2024

JLL is a global provider of real estate and investment management services, offering a supportive culture and comprehensive benefits package. The company is committed to empowering employees to shape a brighter way forward, with opportunities for growth and development.

Manager, National Sales

Company: SpotHero

Location: Chicago, IL

Posted Aug 21, 2024

SpotHero is a fast-growing startup that empowers people to get everywhere easier through technology. The company is looking for a Manager National Sales to lead their outbound new business team and drive organizational sales.

Sr. Manager of Advertising Sales & Capability Development

Company: Grubhub

Location: Chicago, IL

Posted Aug 21, 2024

Grubhub is a company that values innovation, teamwork, and fun. The Senior Manager of Ad Sales and Capability Development role is a unique opportunity to drive revenue and support the growth of top brands.

Senior Account Manager, T&L

Company: EPIC Insurance Brokers & Consultants

Location: Chicago, IL

Posted Aug 21, 2024

EPIC Insurance Brokers and Consultants is a fast-growing insurance firm that values diversity, equity, and inclusion. They offer professional development opportunities and a mentor program. The company is committed to giving back to the community and has an exciting growth opportunity for a motivated individual to join their Transportation and Logistics team.

Sales Development Representative

Company: Informa

Location: Chicago, IL

Posted Aug 21, 2024

The company, Informa Connect, is seeking a dynamic and qualified Sales Development Representative to join their team. The role offers a competitive salary range and benefits, including flexible working patterns, a welcoming culture, and opportunities for career growth and development.

Project Resource Manager

Company: Rand Worldwide

Location: Chicago, IL

Posted Aug 21, 2024

The job description is for a Resource Management role at IMAGINiT, a company that advances the way engineers and architects use 3D technology. The role involves planning and allocating resources, monitoring utilization, and ensuring efficient project management. The company offers a competitive salary, benefits, and opportunities for growth.

Corporate Recruiter

Company: Vivid Seats

Location: Chicago, IL

Posted Aug 22, 2024

Vivid Seats is a leading online ticket marketplace that is committed to building products that inspire human connections. The company is looking for a Sr Recruiter to join their team and contribute to their success.

Principal Software Engineer (Java)

Company: iManage

Location: Chicago, IL

Posted Aug 22, 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.

Senior Technical Recruiter

Company: Vivid Seats

Location: Chicago, IL

Posted Aug 22, 2024

Vivid Seats is a leading online ticket marketplace that is committed to building products that inspire human connections. The company is looking for a Sr Technical Recruiter to join their team and help them recruit the best people with the skills and passion to succeed in their fast-paced digital environment.

Associate, Accounting Advisory

Company: Palm Tree LLC

Location: Chicago, IL

Posted Aug 21, 2024

Palm Tree is a modern MampA advisor offering integrated investment banking and financial consulting services. They are seeking an accounting professional with knowledge of US GAAP to join their Accounting Advisory team.

Sales Analyst, Group Insurance, Premier Market

Company: Guardian Life

Location: Chicago, IL

Posted Aug 21, 2024

The job posting is for a Sales Analyst position at Guardian, a company that offers a range of benefits and opportunities for professional and personal growth. The role involves supporting sales representatives and clients, managing inventory and quotes, and building strong relationships with internal and external stakeholders.

Systems Engineer

Company: Grantek Systems Integration

Location: Chicago, IL

Posted Aug 21, 2024

Grantek is a leading provider of integrated automation solutions, offering a competitive compensation package, flexible work hours, and a positive corporate culture. The company is committed to empowering employees, promoting knowledge-sharing, and encouraging strong friendships and social connections. As a key member of the Engineering team, you will develop real-time automation solutions using various programming and design tools.

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