Flexible Work Schedule Jobs in Chicago, IL

75,610 open positions · Updated daily

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.

Baker and Packager Associate

Company: Walmart

Location: Evergreen Park, IL

Posted Jan 23, 2025

The Bakery/Packager position at Sam's Club involves preparing fresh baked items daily, maintaining a clean and organized workspace, and providing excellent customer service. The role requires multi-tasking, problem-solving, and the ability to work in fast-paced environments. The ideal candidate thrives in such settings, prioritizes member satisfaction, and can stand for long periods. They should also be a team player, leveraging digital tools to drive sales and improve the shopping experience. Competitive pay, benefits, and opportunities for career growth are offered.

Member Frontline Cashier

Company: Walmart

Location: Evanston, IL

Posted Jan 23, 2025

Maintenance Custodian Associate

Company: Walmart

Location: Hickory Hills, IL

Posted Jan 23, 2025

Sam's Club is seeking a Maintenance Associate to ensure a clean, safe, and positive environment for members and associates. The role involves maintaining parking lots, clean restrooms, and floors, and adapting to different work scenarios. The associate will work in physically demanding environments, ensuring a great first and last impression. Benefits include competitive pay, health benefits, financial benefits, and various other perks. The job requires being 18 years or older.

Member Assist Cart Attendant

Company: Walmart

Location: Quincy, IL

Posted Jan 23, 2025

Member Frontline Cashier

Company: Walmart

Location: Quincy, IL

Posted Jan 23, 2025

Sam's Club is seeking friendly, multi-tasking individuals to join their team as Member Frontline Cashier Associates. These associates play a crucial role in member satisfaction by greeting, assisting with purchases, maintaining a clean area, and providing exceptional customer service. The job involves fast-paced environments, especially during peak times, and requires standing for long periods. Rewards include competitive pay, performance-based bonuses, and comprehensive benefits such as health coverage, 401(k), and paid time off. The position also offers opportunities for career growth and development through Live Better U, a company-paid education benefit program.

Data Entry Project

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

Lead Administrator(Contract)

Company: Wipro

Location: O'Fallon, IL

Posted Jan 23, 2025

Wipro, a leading technology services and consulting company, is seeking an SRE Engineer. The role involves incident resolution, change implementation, and work order management. The ideal candidate should have experience with Jenkins, Chef/Ansible for configuration management, and understand the stages of application deployment pipeline. Wipro offers competitive pay, benefits, and an inclusive work environment. The company is committed to equal employment opportunities and diversity.

STR MGMT/REPLENISHMENT MGR

Company: Kroger

Location: Chicago, IL

Posted Jan 23, 2025

Mariano's, now part of The Kroger Company, operates over 40 stores in the Chicago Metro area. They emphasize their commitment to food, people, and community, aiming to 'Feed the Human Spirit'. The company values its employees, offering comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, discounts, tuition reimbursement, and growth opportunities. They encourage caring, purpose-driven individuals to apply.

Maintenance Custodian Associate

Company: Walmart

Location: Calumet City, IL

Posted Jan 23, 2025

Sam's Club is seeking a Maintenance Associate to ensure a clean, safe, and positive environment for members and associates. The role involves maintaining parking lots, clean restrooms, and floors, working in fast-paced environments, and adapting to different work scenarios. The associate will also ensure a safe and clean environment by performing maintenance tasks, responding to spills, and operating floor scrubbers. Sam's Club offers competitive pay, performance-based bonuses, and a range of benefits including health, financial, and paid time off benefits. The job requires being on feet for entire shifts and working in physically demanding environments.

Produce Associate

Company: Walmart

Location: Park Ridge, IL

Posted Jan 23, 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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