Flexible Schedule Jobs in Chicago, IL

34,511 open positions · Updated daily

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.

Sales Representative

Company: Sysco

Location: Oak Lawn, IL

Posted Jan 23, 2025

Sysco Chicago, Inc. is seeking a full-time Outside Sales professional for the Oak Lawn, Elmhurst, and LaGrange territories. The role involves promoting the company's products and services, building relationships with new and existing accounts, and achieving sales and profit goals. Key responsibilities include developing new business, penetrating existing accounts, and minimizing lost business. The position offers a competitive base salary, bonus, promotional incentives, car allowance, and a robust benefits package. Qualifications include a Bachelor's degree in Business, Sales, Marketing, Hospitality, Culinary Arts or related discipline, or equivalent experience. Preferred qualifications include bilingualism, restaurant management, foodservice outside sales, and chef experience. The role requires a valid driver's license, clean driving record, and current automobile insurance.

Customer Service Associate

Company: Walgreens

Location: Peoria, IL

Posted Jan 23, 2025

The text describes a job role that involves delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens. The role offers a salary range of $15 - $17.5 per hour.

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 23, 2025

The job involves learning to provide excellent patient experience by assisting pharmacists and team members, adhering to regulations. Key responsibilities include engaging customers, resolving issues, and maintaining a positive customer experience. The role also involves assisting in pharmacy operations, such as prescription processing, inventory management, and maintaining a clean, orderly pharmacy. The ideal candidate is a current pharmacy student, fluent in English, and willing to work flexible hours. Prior retail experience and good math skills are preferred.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 23, 2025

Drive with Lyft - No Experience Needed

Company: Lyft

Location: Rock Island, IL

Posted Jan 23, 2025

Specialty Pharmacy Technician

Company: Walgreens

Location: Gurnee, IL

Posted Jan 23, 2025

The role involves assisting the pharmacist in the practice of pharmacy, adhering to state, federal, and company regulations. Duties include using pharmacy systems for patient and drug information, processing prescriptions, and maintaining pharmacy systems. The individual will also engage customers, resolve issues, and ensure a positive experience. They will report errors immediately, adhere to company policies, and assist in inventory management. PTCB or ExCPT certification is preferred, and the role requires a flexible schedule. The position involves maintaining a clean, neat, and orderly pharmacy department, and developing relationships with the local medical community.

Senior Consultant, NetSuite

Company: West Monroe

Location: Chicago, IL

Posted Jan 23, 2025

Store Manager

Company: Walgreens

Location: Oakbrook, IL

Posted Jan 23, 2025

Customer Service Associate

Company: Walgreens

Location: Aurora, IL

Posted Jan 23, 2025

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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