Flexible Scheduling Jobs in Chicago, IL

27,644 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.

70122-Store Cleaning Associate

Company: The TJX Companies, Inc.

Location: O'Fallon, IL

Posted Jan 21, 2025

HomeGoods is seeking a dedicated individual for a floor care role in their Fairview Heights, IL store. The position involves maintaining a clean and organized store environment, operating the scrubber and buffer, and adhering to all operational and merchandising standards. The company values a positive store culture, customer service, and offers a range of benefits including an associate discount, 401(k) contributions, and health insurance. The starting pay range is $15.00 to $15.50 per hour.

Cook

Company: Sodexo

Location: Chicago, IL

Posted Jan 21, 2025

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 21, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must complete a rigorous training program and satisfy all registration, licensing, and certification requirements.

Entry Level Sales Rep

Company: Sunrun

Location: Riverwoods, IL

Posted Jan 21, 2025

STORE LEADER

Company: Kroger

Location: Park Ridge, IL

Posted Jan 21, 2025

The job description involves leading store teams to meet customer expectations for various aspects including cleanliness, freshness, and safety. The role encompasses managing day-to-day operations, training associates, and driving sales and profit results. Key responsibilities include planning and executing merchandising and operational initiatives, achieving sales and profit targets, and ensuring compliance with laws and regulations. The ideal candidate should have a high school diploma or equivalent, 3+ years of relevant experience, and successful completion of a leadership program. Benefits include comprehensive healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for growth.

Industry Executive - Auto - Financial Services

Company: TransUnion

Location: Chicago, IL

Posted Jan 21, 2025

TransUnion is seeking a seasoned professional with at least 5 years of experience in selling, consulting, or business development within the financial services industry, preferably in Auto Finance. The role involves planning, prospecting, and driving solution adoption to close sales opportunities. The candidate will lead external client planning, maximize account penetration, and represent TransUnion at industry events. This is a remote position with a competitive salary range of $78,100.00 - $123,000.00 annually, eligible for both base pay and commission. TransUnion offers comprehensive benefits and is committed to diversity and equal opportunity.

Shift Supervisor Trainee

Company: CVS Health

Location: Mount Vernon, IL

Posted Jan 21, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and communicating information. The trainee will also learn about key business aspects and CVS/pharmacy culture. Upon successful completion, they can be considered for Operations Supervisor or Shift Supervisor positions. These roles involve leading store staff, ensuring smooth operations, and maintaining excellent customer service. The job requires deductive reasoning, analytical skills, computer skills, and advanced communication. The pay range is $16.00 - $24.00, and benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Community Health Worker - Must live in Kendall, Grundy or LaSalle Counties, IL

Company: CVS Health

Location: Cary, IL

Posted Jan 21, 2025

CVS Health is seeking Community Health Care Workers (CHW) to serve in Kendall, Grundy or LaSalle Counties, IL. The role involves conducting home visits with Aetna members with chronic conditions, reinforcing care plans, and improving access to care. CHWs will also educate healthcare professionals on social determinants of health, build positive relationships with diverse stakeholders, and assist with care plan implementation and member education. The position requires 3-5 years of community experience, reliable transportation, and the ability to travel up to 70%. Preferred qualifications include clinical services experience, bilingual skills, and familiarity with local resource networks.

Retail Sales Specialist

Company: Staples

Location: Chicago, IL

Posted Jan 21, 2025

Staples is hiring Sales Specialists immediately, offering competitive compensation based on qualifications and experience. The role involves providing exceptional customer service, collaborating with customers, and maintaining a fun, team-oriented retail culture. Benefits include flexible part-time hours, generous paid time off, career growth opportunities, and various discounts. Essential skills include strong customer service experience, ability to work flexible schedules, and collaborate in a high-paced environment. Preferred but not required is experience selling products or services.

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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