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.

Shift Supervisor Trainee

Company: CVS Health

Location: Minooka, IL

Posted Nov 21, 2024

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 ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful trainees can be considered for Operations Supervisor or Shift Supervisor positions, which involve leading store staff, maintaining customer loyalty through excellent service, and handling store procedures. The role requires deductive reasoning, analytical skills, and communication abilities, with a flexible schedule including early mornings, overnight, and weekend shifts. Benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Nov 21, 2024

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Rehab Nursing Tech I - C. N. A.

Company: Lee Company

Location: Vernon Hills, IL

Posted Nov 21, 2024

Encompass Health Rehabilitation Institute of Libertyville is seeking a Rehab Nursing Technician I. The role involves providing direct patient care, assisting RNs or LPNs, and promoting patient satisfaction and outcomes. The position offers opportunities for career growth, including a dedicated RNT Career Framework program. Encompass Health, a national leader in post-acute care, fosters continuous learning and growth, and offers competitive compensation and benefits.

Infrastructure Engineer (DNS)

Company: Discover

Location: Riverwoods, IL

Posted Nov 21, 2024

Discover is seeking an Infrastructure Engineer (DNS) with expertise in Domain Name System (DNS) technology. The role involves leading engineering deliverables, guiding junior engineers, and fostering the adoption of new technologies. The engineer will be responsible for entering DNS records into a tool, troubleshooting, and potentially working non-standard hours. Minimum qualifications include a Bachelor's degree in a related field and 3+ years of experience in engineering, DevOps, or related fields. Preferred qualifications include a strong understanding of network protocols, experience managing a DNS platform, and familiarity with Unix/Linux operating systems.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3402)

Company: Target

Location: Chicago, IL

Posted Nov 21, 2024

Target offers flexible on-demand work opportunities with a focus on guest service. On-Demand team members can create their own schedules via the myTime app, working as much or as little as they like. The role involves tasks such as cashiering, stocking, and maintaining store presentation. Target values active engagement, requiring responses to communication attempts and regular shifts. Benefits include training, competitive pay, and potential for career growth. The job description emphasizes a welcoming attitude, teamwork, and adaptability to varying conditions.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Nov 21, 2024

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Senior Director Product Marketing, TransUnion Marketing Solutions

Company: TransUnion

Location: Chicago, IL

Posted Nov 21, 2024

TransUnion is seeking a Senior Director of Product Marketing with over 12 years of experience in Product Marketing, Sales Enablement, or Product Management. The role involves leading the team supporting the growth of TruAudience Marketing Solutions, developing go-to-market strategies, and creating marketing collateral. The ideal candidate will have a deep understanding of the Adtech and Martech ecosystem, and extensive experience in developing successful go-to-market programs. They will lead a team of product marketers, partner with product management and sales leadership, and engage with the analyst and influencer communities. The position is hybrid, offering flexible benefits and a competitive salary range of $180,205.00 - $305,500.00.

Customer Service Associate

Company: Walgreens

Location: Wilmette, IL

Posted Nov 21, 2024

The text describes a job role that involves delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English, flexibility in scheduling, and preferably six months of retail experience. The position offers a salary range of $15 - $17.5 per hour.

Pharmacy Manager

Company: Walgreens

Location: Chicago, IL

Posted Nov 21, 2024

The job involves providing pharmacy consulting services with empathy to patients, ensuring effective medication usage and awareness of drug interactions. The role includes offering preventive and clinical healthcare services such as immunizations, diagnostic testing, and patient outcomes services. Key responsibilities encompass patient experience, operations, and people & performance management. The pharmacist engages patients, resolves issues, and models customer service best practices. They counsel patients on medication usage, side effects, interactions, and privacy, and perform pharmacist tasks like compounding and drug therapy reviews. The role also involves maintaining pharmacy operations in accordance with regulations, collaborating on business opportunities, and ensuring accurate insurance claim processing. Clinical and wellness services, such as immunizations and diagnostic testing, are also part of the role. The pharmacist manages staff performance, maintains records, and promotes community health awareness.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Nov 21, 2024

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Customer Service Associate

Company: Walgreens

Location: Peoria, IL

Posted Nov 21, 2024

The text describes a job role that involves delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens. The role offers a salary range of $15 - $17.5 per hour.

Financial Accountant (Multiple Experience Levels Considered) - Peoria, IL

Company: RLI Insurance Company

Location: Peoria, IL

Posted Nov 21, 2024

RLI is a company that values its employees, offering a range of benefits and opportunities for growth. The company has a strong financial track record and is committed to diversity and inclusion. It also encourages its employees to pursue professional development and provides a range of training and education programs.

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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