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.

Operations Manager

Company: CVS Health

Location: South Elgin, IL

Posted Jan 22, 2025

CVS Health is seeking an Operations Manager to lead a store team, driving execution and performance while enhancing customer service. The role involves overall store management, sales and inventory management, employee staffing and development, and financial management. The ideal candidate will have strong leadership, communication, and analytical skills, and be able to work flexible hours. CVS Health offers competitive pay, comprehensive benefits, and opportunities for professional growth.

Associate Business Systems Analyst

Company: CSC

Location: Buffalo Grove, IL

Posted Jan 22, 2025

CSC is seeking a motivated individual for a remote Associate Tax Research Specialist position in the Americas. The role involves researching tax form changes, interpreting tax code updates, and providing guidance to programmers. The ideal candidate will have 2-5 years of experience in corporate or pass-through income tax compliance or programming, and a degree in Accounting, Computer Science, or a related field. CSC offers a diverse and growth-oriented environment with excellent benefits and opportunities for career advancement.

Shift Supervisor Trainee

Company: CVS Health

Location: Monee, IL

Posted Jan 22, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful trainees can be considered for promotions to Operations Supervisor or Shift Supervisor positions, which involve leading store staff, driving store execution, and building customer loyalty through excellent service. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. Benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

MEAT/JOURNEYMAN

Company: Kroger

Location: Skokie, 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. Mariano's, part of the Kroger family, offers comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

DELI/LEAD CLERK

Company: Kroger

Location: Villa Park, IL

Posted Jan 22, 2025

District Support Pharmacist Part Time

Company: CVS Health

Location: Bolingbrook, IL

Posted Jan 22, 2025

CVS Health is seeking a District Support Pharmacist (DSP) to play a critical role in cultivating a culture of excellence within each pharmacy. The DSP will work within the district to cover pharmacist scheduling gaps, under the direction of the Pharmacy Manager and Rx District Leader. The role involves supporting safe and accurate prescription fulfillment, contributing to positive patient experiences, and maintaining relevant clinical and technical skills. The ideal candidate should have an active Pharmacist License, National Provider Identifier (NPI), and be not on the DEA Excluded Parties list. Preferred qualifications include 1-2 years of related work experience in a pharmacy, retail, medical, or customer service setting.

Retail Sales Associate

Company: Staples

Location: Rock Island, IL

Posted Jan 22, 2025

Barista

Company: Sodexo

Location: Glen Ellyn, IL

Posted Jan 22, 2025

Sodexo is seeking a part-time Barista for College of DuPage. The role involves creating quality beverages and food, operating cash registers, and maintaining cleanliness. Successful candidates should be team-oriented, adaptable, reliable, and promote a healthy work environment. No prior experience is required but Starbucks Barista certification may be needed. Sodexo offers a flexible work environment, training opportunities, and comprehensive benefits including paid time off, medical, dental, vision, tuition reimbursement, and more. The company values diversity and inclusion, fostering an environment where all employees are respected.

Operations Supervisor - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 22, 2025

The role of a Supervisor in a Distribution Center involves managing day-to-day operations, ensuring inventory integrity, aligning with business partners, and maintaining a safe work environment. Key responsibilities include managing workflow, developing accuracy standards, ensuring dynamic staffing, and leading direct reports to achieve unit goals. The ideal candidate should have prior experience managing teams in a distribution warehouse, strong interpersonal communication skills, and a flexible work schedule. Preferred skills include experience with Operations and Operational Support Systems, automated MHE, and SQL.

Customer Care Specialist

Company: Leidos

Location: Peoria, IL

Posted Jan 22, 2025

Leidos is seeking a Customer Care Specialist for a utility-based Energy Efficiency Program. The role involves assisting customers with energy efficiency, reviewing energy audit reports, and helping with contractor scheduling. The position is remote but prefers candidates in the Illinois Ameren area. Responsibilities include creating energy efficiency plans, managing customer data, and providing excellent customer service. Required qualifications include a high school diploma, customer service experience, and proficiency in English and Microsoft Office. Leidos values diversity, offers growth opportunities, and provides competitive compensation.

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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