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.

Management & Sales Training Program

Company: Lee Company

Location: Champaign, IL

Posted Oct 04, 2024

The Sherwin-Williams Management & Sales Training Program is an entry-level position designed to prepare individuals for a Store Management role within 18-24 months. The program offers comprehensive training in all operations, sales, marketing, finance, and operations, with opportunities for leadership development and professional networking. Upon completion, participants can expect limitless career opportunities and a clear career trajectory. The position is eligible for a wide range of benefits, including health coverage, retirement benefits, and more. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Flex Security Officer

Company: Lee Company

Location: Decatur, IL

Posted Oct 04, 2024

Securitas is offering a Flex Security Officer position in Decatur, IL with a pay of $17.00/hour. The role involves monitoring and patrolling client sites, enforcing regulations, and providing customer service. The company offers a comprehensive benefits package, including medical, dental, vision, life, AD&D, disability insurance, 401K options, paid time off, and flexible schedules. Securitas values integrity, vigilance, and helpfulness, and employees are expected to uphold these values. The position requires authorization to work in the U.S., being 18 years or older, having a high school diploma or GED, basic phone and computer skills, and the ability to work any shift.

SAS in Jewel – Part Time Retail Merchandiser

Company: Lee Company

Location: St. Charles, IL

Posted Oct 04, 2024

SAS Retail Services is seeking a Reset Merchandiser for a flexible, Monday-Friday role. The position involves ensuring the latest products match the new plan, with opportunities for growth and benefits. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

Rehab Nursing Tech I - C. N. A.

Company: Lee Company

Location: Vernon Hills, IL

Posted Oct 04, 2024

Encompass Health Rehabilitation Institute of Libertyville is seeking a Rehabilitation Nursing Technician I. The role involves providing direct patient care, assisting RNs or LPNs, and promoting patient satisfaction and outcomes. The company offers a culture of compassion and collaboration, continuous learning opportunities, and competitive benefits. The ideal candidate should have a clinical CNA license in IL, CPR certification, and preferably one or more years of experience in an inpatient general hospital setting.

New Business Case Specialist

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Oct 04, 2024

HCSC is a purpose-driven company that empowers employees with development plans and promotes rewarding careers. The company is an equal opportunity employer and offers a flexible work arrangement.

Retail Sales Specialist

Company: Staples

Location: Naperville, IL

Posted Oct 04, 2024

The job posting for a Sales Specialist at Staples emphasizes a collaborative and inclusive work environment, with a focus on exceptional customer service and finding total technology solutions for customers. The role involves working flexible part-time hours, receiving generous paid time off, and enjoying various perks such as an associate store discount, mobile plan discounts, and more. The position offers career growth opportunities, training, and a 401(k) plan with a company match. Essential skills include customer service experience, collaboration, and the ability to lift materials in the 10-50 pound range. Preferred skills include experience selling products or services.

Case Manager II (Pool)

Company: Lee Company

Location: Crystal Lake, IL

Posted Oct 04, 2024

Encompass Health is a national leader in post-acute care, offering a unique opportunity to work as a case manager. In this role, you can make a profound impact on patients' lives by coordinating and advocating for them during their hospitalization and post-discharge. The company values compassion, collaboration, and continuous learning, providing competitive compensation, benefits, and opportunities for growth. Requirements include current CCM or ACM certification, rehabilitation experience, excellent communication skills, and the ability to work independently.

Case Manager II (Pool)

Company: Lee Company

Location: Deerfield, IL

Posted Oct 04, 2024

Encompass Health is a national leader in post-acute care, offering a unique opportunity to work as a case manager. In this role, you can make a profound impact on patients' lives by coordinating and advocating for them during their hospitalization and post-discharge. The company values compassion, collaboration, and continuous learning, providing competitive compensation, benefits, and opportunities for growth. Requirements include current CCM or ACM certification, rehabilitation experience, excellent communication skills, and the ability to work independently.

Sales Leadership Development Program - Automotive

Company: Lee Company

Location: Tinley Park, IL

Posted Oct 04, 2024

Sherwin-Williams is offering a Leadership Development Program (LDP) for motivated individuals interested in sales, customer service, and team leadership. The 8-week program provides hands-on experience in an Automotive Branch, covering sales, customer service, finance, and strategic business planning. Successful candidates will be placed in a training position in the Central-East Region (Wisconsin, Illinois, Indiana, Ohio, Michigan, Kentucky) and have access to professional networking opportunities. Upon completion, participants will progress to an Assistant Branch Manager position, requiring relocation for training and placement. Minimum requirements include being at least 18 years old, having a valid driver's license, and a bachelor's degree. Preferred qualifications include retail, sales, or customer service experience, leadership roles, and a willingness to relocate. Sherwin-Williams values diversity and offers comprehensive benefits.

Entry-level Private Jet Sales Consultant (Chicago)

Company: Air Charter Service

Location: Chicago, IL

Posted Oct 04, 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.

Management & Sales Training Program

Company: Lee Company

Location: Quincy, IL

Posted Oct 04, 2024

The Sherwin-Williams Management & Sales Training Program is an entry-level position designed to prepare individuals for a Store Management role within 18-24 months. The program offers comprehensive training in all operations, sales, marketing, finance, and operations, with opportunities for leadership development and professional networking. Upon completion, participants can expect limitless career opportunities and a clear career trajectory. The position is eligible for a wide range of benefits, including health coverage, retirement benefits, and more. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Case Manager II (Pool)

Company: Lee Company

Location: Wilmette, IL

Posted Oct 04, 2024

Encompass Health is a national leader in post-acute care, offering a unique opportunity to work as a case manager. In this role, you can make a profound impact on patients' lives by coordinating and advocating for them during their hospitalization and post-discharge. The company values compassion, collaboration, and continuous learning, providing competitive compensation, benefits, and opportunities for growth. Requirements include current CCM or ACM certification, rehabilitation experience, excellent communication skills, and the ability to work independently.

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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