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.

Bakery/Deli Clerk

Company: Kroger

Location: Homewood, IL

Posted Jan 23, 2025

Cashier

Company: Kroger

Location: Northbrook, IL

Posted Jan 23, 2025

The job description outlines responsibilities for a Cashier/Checker role at Mariano's, a grocery store chain in the Chicago Metro area. Key duties include providing excellent customer service, processing transactions efficiently, understanding and adhering to company policies, maintaining a clean and safe environment, and ensuring compliance with food safety regulations. The role requires strong communication skills, basic math knowledge, and the ability to handle stressful situations. Previous customer service or Bagger/Courtesy Clerk experience is desired but not mandatory. Mariano's, part of the Kroger family, offers comprehensive benefits including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for career growth.

CUSTOMER SVC/CLERK

Company: Kroger

Location: Chicago, IL

Posted Jan 23, 2025

Grocery Clerk

Company: Kroger

Location: Palatine, IL

Posted Jan 23, 2025

Courtesy Clerk/Grocery Bagger

Company: Kroger

Location: Aurora, IL

Posted Jan 23, 2025

Grocery Clerk

Company: Kroger

Location: Villa Park, IL

Posted Jan 23, 2025

Bakery/Deli Clerk

Company: Kroger

Location: Wheaton, IL

Posted Jan 23, 2025

Associate Technical Project Manager

Company: Burwood Group

Location: Chicago, IL

Posted Jan 23, 2025

Burwood Group is a culturally driven technology consulting firm founded in 1997, with over 200 employees across multiple locations. They are currently seeking a non-exempt Associate Project Manager for a 6-month contract position. The role involves facilitating project planning, resource management, task tracking, and administrative activities. The ideal candidate should have M&A knowledge, logistics experience, technical background, strong organizational skills, multitasking abilities, excellent communication skills, and preferably experience in a consulting environment. Burwood Group is known for its innovative culture, competitive benefits, and commitment to diversity and inclusion.

Courtesy Clerk/Grocery Bagger

Company: Kroger

Location: Oakbrook, IL

Posted Jan 23, 2025

Grocery Clerk/Ruler

Company: Kroger

Location: Danville, IL

Posted Jan 23, 2025

Online Grocery Pick-Up Clerk

Company: Kroger

Location: Arlington Heights, IL

Posted Jan 23, 2025

The job description is for an Online Grocery Pick-Up Clerk, also known as an In-Store Grocery Shopper. The role involves selecting and gathering products for customers' online orders efficiently, ensuring freshness and quality. Responsibilities include assembling orders, processing payments, and delivering orders to customers' cars. The position requires excellent customer service skills to create a positive shopping experience. The company values respect, honesty, integrity, diversity, inclusion, and safety. Qualifications include the ability to work without supervision, basic math skills, and excellent communication skills. Previous experience in personal shopping, production, or warehouse environments is desired. Benefits include comprehensive healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

MEAT/CLERK

Company: Kroger

Location: Peoria, IL

Posted Jan 23, 2025

The job description involves performing general clean-up and stock work in the Meat department, providing customer service, and demonstrating the company's core values. Responsibilities include waiting on customers, maintaining cleanliness, ensuring product quality, and adhering to company policies. The role requires effective communication, multi-tasking, and teamwork. Desired qualifications include past work experience in food preparation and grocery retail. The company offers comprehensive benefits, including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

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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