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.

STORE/NIGHT CLERK

Company: Kroger

Location: Naperville, IL

Posted Jan 23, 2025

The job description involves creating an outstanding customer experience, maintaining a safe and clean environment, assisting in reaching sales and profit goals, and embracing the company's core values. Responsibilities include promoting trust and respect, gaining product knowledge, recommending items, maintaining freshness, adhering to food safety regulations, reinforcing safety programs, and reporting any safety risks or illegal activities. The qualifications include stress management, basic math skills, and effective communication. The company, Mariano's, offers comprehensive benefits including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Independent Optometrist - Walmart

Company: Walmart

Location: Peoria, IL

Posted Jan 23, 2025

This job posting is for an Independent Optometrist position in Walmart stores. The role involves leading patient care in eye and vision care, as well as general health and well-being. The lease holder has autonomy over their practice hours, patient schedule, and fee schedule, keeping 100% of exam/professional fees. They can opt into equipment/instrumentation, administrative, or Opt-Tech support services. Minimum qualifications include a Doctor of Optometry (OD) degree, valid state optometry license, General Liability Certificate, and Professional Liability Insurance Certificate.

C++ and C# Software Developer

Company: Leidos

Location: North Riverside, IL

Posted Jan 23, 2025

Leidos Health & Civil Sector is seeking a C++ and C# Software Developer for the Department of Veterans Affairs Consolidated Mail Outpatient Pharmacy (CMOP) Integration Support and Software Support Services program in Hines, IL. The ideal candidate will have strong core development skills in C++ and C#, experience with SQL databases, Visual Studio, and Agile team environments. The developer will work on a multi-disciplinary team, supporting VA CMOP at the enterprise and local levels. Key responsibilities include software design and development, maintenance, enhancements, and modernization of CMOP facilities. The candidate should have experience with industrial process automation, pharmaceutical production floor technologies, and automated testing tools. The role requires strong interpersonal skills, on-site support, and the ability to work in a fast-paced environment.

Retail Assistant Store Manager

Company: Kendra Scott

Location: Chicago, IL

Posted Jan 23, 2025

Kendra Scott, a fashion-lifestyle brand, seeks a full-time Assistant Manager. The role involves supporting the Store Manager in executing business strategy, leading brand experience, and training team members to deliver exceptional customer service. The ideal candidate should be customer-focused, results-driven, a talent developer, network builder, trustworthy, effective communicator, adaptable, collaborative, action-oriented, courageous, and accountable. Minimum requirements include being over 18, able to lift 50 lbs, and work flexible hours. Preferred qualifications include a Bachelor's degree, previous retail management experience, strong connections with local media and non-profits, and a passion for Kendra Scott's values of Family, Fashion, and Philanthropy.

Financial Analysis Analyst III - Investor Relations

Company: Allstate

Location: Chicago, IL

Posted Jan 23, 2025

Allstate, a company with over 90 years of experience, is seeking a Financial Analyst. The role involves analyzing financial results, creating compelling storylines, and supporting business partners. Key responsibilities include developing presentations, providing accurate reports, influencing actions with fact-based perspectives, and preparing financial updates. The position is hybrid, requiring 1-2 days per week in Chicagoland offices. No supervisory duties are involved. The compensation range is $45,600.00 - 78,337.50 annually, based on experience and qualifications. Allstate values inclusivity and diversity, offering opportunities for growth and impact.

Driver I - Sterling CUSD #5

Company: Aramark

Location: Sterling, IL

Posted Jan 23, 2025

Vice President, Receivables Client Solution Specialist

Company: JPMorgan Chase

Location: Chicago, IL

Posted Jan 23, 2025

JPMorgan Chase is seeking a Receivables Client Solution Specialist with 7+ years of Treasury, Cash Management sales and product management experience. The role involves leading and delivering solutions to clients, navigating deal strategies, and positioning integrated Treasury Services solutions. The ideal candidate should have strong technical expertise, payments industry knowledge, and excellent selling and negotiation skills. They must also have the ability to understand client needs and turn them into mandated business through solution-based selling. The role offers a competitive total rewards package and a diverse, inclusive work environment.

Teachers at South Arlington Heights KinderCare

Company: KinderCare Learning Companies

Location: Arlington Heights, IL

Posted Jan 23, 2025

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, offers a variety of early education and child care options. They emphasize building confidence in kids, families, and the future. The company values its teachers, center staff, and field leaders, providing them with comprehensive benefits and opportunities for career growth. They implement a unique curriculum, create nurturing environments, and foster positive relationships with families and community partners.

Retail Sales Travel Specialist

Company: Staples

Location: Northbrook, IL

Posted Jan 23, 2025

Food Service Worker

Company: Aramark

Location: Champaign, 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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