Flexible Work Schedule Jobs in Chicago, IL

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Looking for Flexible Work Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Schedule position in the Chicago, IL area.

Shift Lead

Company: Walgreens

Location: Plainfield, IL

Posted Jan 22, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The position requires leadership experience, fluency in English, and knowledge of store systems. The role is based in Plainfield, IL, and the salary range is $17 - $19 per hour.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Springfield, IL

Posted Jan 22, 2025

Emerging Store Manager

Company: Walgreens

Location: Rock Island, IL

Posted Jan 22, 2025

The role involves supervising customer service associates and designated hitters, managing the front end of the store, and making recommendations for overall operations. The individual is responsible for supporting the Store Manager in achieving company deliverables, managing store team members, and ensuring proper merchandising, protection of store assets, and improving store sales and profitability. They lead and manage store team members, including recruitment, hiring, performance management, and discipline. The role also involves engaging customers and patients, resolving complaints, and improving customer service metrics. Operations management includes supervising store activities, collaborating with external partners, and managing cash, inventory, and bookkeeping. The individual is accountable for business performance management, people and performance management, and training & personal development. They communicate regularly with team members and assist in planning and communicating company strategy.

Shift Lead

Company: Walgreens

Location: Aurora, IL

Posted Jan 22, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The ideal candidate should have prior leadership or retail experience, be fluent in English, and possess knowledge of store inventory control. The position offers a salary range of $17 - $19 per hour.

(USA) Associate Optometrist - Walmart

Company: Walmart

Location: Champaign, IL

Posted Jan 22, 2025

Walmart is offering an exciting opportunity for an Associate Optometrist to join their team. The role involves providing evidence-based vision care, educating patients and associates on eye health, and embracing new technology. The ideal candidate should have a Doctoral degree in Optometry, be licensed in good standing, and have EMR/EHR experience. They should also be eager to adopt new equipment technology and have experience in treating ocular diseases. Walmart offers competitive pay, performance-based bonuses, and comprehensive benefits including health, financial, and time-off benefits. The annual salary range is $100,000.00-$200,000.00.

Digital Media Manager, B2B

Company: Kepler Group

Location: Chicago, IL

Posted Jan 22, 2025

Kepler is a digital marketing agency that prides itself on creating personalized relationships between brands and consumers. They offer a range of services, from acting as an agency of record to providing in-house teams, and leverage data and technology across various digital media and CRM channels. Kepler is recognized as a great place to work, having been named one of the Best Places to Work by AdAge in 2022. They emphasize transparency, growth opportunities, and a fun work environment. The Digital Media Manager role involves managing a team, providing expert guidance, and optimizing digital marketing campaigns. Desired skills include digital optimization experience, account management, and strong analytical skills. Kepler offers competitive compensation and benefits, including healthcare, unlimited PTO, and a rich indirect compensation program.

FP&A Process Improvement Manager

Company: RWE Clean Energy

Location: Chicago, IL

Posted Jan 22, 2025

RWE is seeking a FP&A Process Improvement Manager for their Chicago office. The role involves optimizing planning and reporting processes, driving digitalization, and contributing to the 'Growing Green' journey. Key responsibilities include advising the FP&A team, managing a project portfolio, ensuring efficient reporting, and collaborating with various departments. The ideal candidate should have a university degree in business administration or related studies, several years of FP&A experience, advanced project management skills, and good communication abilities. RWE offers comprehensive benefits and is committed to renewable energy, aiming to be carbon neutral by 2040.

Driver Trainee (CDL A Permit)- SYGMA - Danville, IL

Company: Sysco

Location: Danville, IL

Posted Jan 22, 2025

Sysco, the global leader in foodservice distribution, is seeking a full-time employee for a position in Danville, IL. The role involves assisting drivers in unloading products at customer locations, developing good relationships with customers, and learning routes. The job requires a high school diploma or equivalent, previous food distribution experience is preferred. Physical demands include frequent lifting of 50 lb. boxes and occasional lifting of up to 75 lb. boxes. The position is medium to heavy in nature, with half the day spent sitting in a tractor/trailer unit. The employee will also need to communicate clearly with customers and may be required to back/direct driver through hand signals or verbal communication. Sysco offers opportunities for personal and professional growth and is an Equal Opportunity employer.

Hiring Event- Quincy- July 24 10am to 3pm

Company: Coca-Cola

Location: Quincy, IL

Posted Jan 22, 2025

Heartland Coca-Cola Bottling Company is hosting a job fair on July 24, 2024, from 10am to 3pm at their Quincy distribution center. They are hiring for various positions and will have team members present to discuss future opportunities, including their paid truck driver training program. Heartland Coca-Cola offers competitive benefits to full-time employees and is an Equal Opportunity Employer.

Retail Data Collector

Company:

Location: Plainfield, IL

Posted Jan 22, 2025

Frequently Asked Questions

What are typical salary ranges for flexible work schedule roles at different seniority levels?
Entry‑level (0‑2 years) $60k–$80k; Mid‑level (2‑5 years) $80k–$120k; Senior (5‑10 years) $120k–$180k; Lead/Principal (10+ years) $180k–$250k. International remote roles may have adjusted ranges such as $40k–$60k in emerging markets, reflecting local cost of living while maintaining equity.
What key skills and certifications are required for flexible work schedule positions?
Technical: Proficiency in Git, Docker, Kubernetes, and cloud platforms (AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, or Azure Solutions Architect). Agile and project tools: Jira, Confluence, and automated testing frameworks. Soft skills: asynchronous communication, cultural competence, self‑management, and time‑zone coordination. Certifications like Certified Scrum Master (CSM), ITIL Foundation, and PMP are highly regarded for product and project roles.
Is remote work always an option for flexible schedule roles?
Most flexible schedule positions offer 100% remote or hybrid arrangements, with occasional on‑site requirements for quarterly collaboration or training. Companies often specify the percentage of remote work (e.g., 80% remote, 20% on‑site) and provide stipends for home‑office equipment. Applicants can verify the remote policy in the job description or during the interview.
What career progression paths exist within flexible work schedule roles?
Typical paths include: Junior Engineer → Senior Engineer → Tech Lead → Principal Engineer → Engineering Manager; or Product Manager → Senior Product Manager → Director of Product → VP of Product. Lateral moves into architecture, security, or data science are common for professionals seeking broader impact while maintaining flexible arrangements.
What are the current industry trends affecting flexible work schedule jobs?
Key trends: growth of asynchronous communication tools (e.g., Loom, Notion), AI‑driven workflow automation (e.g., GitHub Copilot, ChatGPT for code review), distributed version control at scale, micro‑tasking platforms, flexible sprint lengths, well‑being metrics integration, and digital nomad visas supporting cross‑border talent. Companies are also investing in continuous learning portals and remote‑first hiring practices.

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