Flexible Schedule Jobs in Chicago, IL

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

Courtesy Clerk/Grocery Bagger

Company: Kroger

Location: Chicago, IL

Posted Jan 22, 2025

Independent Optometrist - Walmart

Company: Walmart

Location: Decatur, IL

Posted Jan 22, 2025

The text describes a job opportunity for an Independent Optometrist to lease space inside Walmart stores. The optometrist will have autonomy over their practice, including setting their own hours, patient schedule, and fee schedule. They will also have the option to opt into equipment and support services. The minimum qualifications include a Doctor of Optometry degree, a valid state optometry license, and various insurance certificates. It's clarified that this is not an employment opportunity with Walmart Inc.

Bakery/Deli Clerk

Company: Kroger

Location: Springfield, IL

Posted Jan 22, 2025

The job description is for a Grocery Clerk (Bakery/Deli) role, focusing on preparing items, offering product samples, and ensuring customer satisfaction. Responsibilities include using bakery equipment, maintaining product quality, and adhering to food safety regulations. The ideal candidate should have customer service skills, stress management abilities, and basic math knowledge. Previous bakery or retail experience is beneficial. Kroger, the employer, emphasizes its commitment to employees' well-being, offering comprehensive benefits such as healthcare coverage, flexible scheduling, and tuition reimbursement.

Grocery Clerk

Company: Kroger

Location: Peoria, IL

Posted Jan 22, 2025

The job description is for a Grocery Clerk at Kroger, a large national grocer. The role involves providing excellent customer service, maintaining a clean and safe environment, assisting in meeting sales and profit goals, and adhering to company values. Responsibilities include helping customers discover new products, informing them of specials, checking product quality, stocking shelves, and reporting discrepancies. The ideal candidate should have customer service skills, effective communication, and basic math knowledge. Kroger offers comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Courtesy Clerk/Grocery Bagger

Company: Kroger

Location: Villa Park, IL

Posted Jan 22, 2025

The job description outlines the responsibilities of a Courtesy Clerk/Grocery Bagger, including providing excellent customer service, maintaining a safe and clean environment, and adhering to company policies and procedures. The role requires strong communication skills, ability to handle stressful situations, and a passion for food and people. Mariano's offers comprehensive benefits, including healthcare coverage, flexible scheduling, and tuition reimbursement.

Part Time Security Officer

Company:

Location: Rockford, IL

Posted Jan 22, 2025

Securitas, an international security company, is currently hiring for a Part Time Security Officer position in Rockford, IL. The job offers a comprehensive benefits package, weekly pay, and paid time off. The role involves creating a secure environment, access control, patrols, CCTV monitoring, and excellent customer service. Candidates must be at least 18, have a high school diploma or GED, and pass a drug test and background check. Previous security, law enforcement, or military experience is a plus. Securitas values integrity, vigilance, and helpfulness, and offers opportunities for skill enhancement and career growth.

Cashier

Company: Kroger

Location: Northbrook, IL

Posted Jan 22, 2025

MEAT/JOURNEYMAN

Company: Kroger

Location: Hoffman Estates, IL

Posted Jan 22, 2025

The job description involves performing general production work, maintaining and operating the department, and demonstrating the company's core values. Responsibilities include responding to customer needs, accurately updating temperature logs, training associates, and maintaining a clean, safe, and organized work environment. The role requires effective communication skills, teamwork, and the ability to handle stressful situations professionally. Desired qualifications include meat work experience, dependability, and knowledge of employment laws. The company, Mariano's, offers comprehensive benefits including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Grocery Clerk

Company: Kroger

Location: Oakbrook, IL

Posted Jan 22, 2025

The job description outlines responsibilities for a Grocery Clerk at Mariano's, a Kroger company. Key duties include creating a positive customer experience, maintaining a clean and safe environment, assisting in sales and profit goals, and ensuring product freshness. The role involves customer service, product knowledge, and adherence to food safety regulations. The company values respect, honesty, integrity, diversity, inclusion, and safety. Qualifications include customer service skills, stress management, effective communication, and basic math. Benefits include healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Sales Enablement Specialist

Company: SpotHero

Location: Chicago, IL

Posted Jan 22, 2025

SpotHero, a rapidly growing parking industry technology company, is seeking a Sales Enablement Specialist. The role involves enhancing the sales organization's effectiveness by creating solutions for onboarding, training, and content management. The ideal candidate will have 2+ years of experience in Sales, Marketing, or Sales Enablement, proficiency in LMS and CMS platforms, and excellent communication skills. The company offers a unique career opportunity with excellent benefits, flexible PTO, and a supportive work environment. The position is based in Chicago, Illinois, with a requirement to work in the office once a week.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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