Flexible Schedule Jobs in Chicago, IL

34,510 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.

Pharmacy Operations Manager

Company: Walgreens

Location: Naperville, IL

Posted Jan 23, 2025

Local CDL A Delivery Driver - Streator, IL

Company: US Foods

Location: Ottawa, IL

Posted Jan 23, 2025

US Foods is seeking a new driver for their Streator, IL location. The position offers a starting wage of $26.23/hour, increasing to $28.73/hour after probation, along with a comprehensive benefits package including full health insurance on day 1. The role involves safely delivering products to customers, maintaining delivery schedules, and handling customer service tasks. The ideal candidate should have a valid CDL Class A, at least six months of commercial driving experience, and be comfortable working in various weather conditions. US Foods values its drivers, offering competitive compensation and benefits, and emphasizes a culture of integrity, reliability, and continuous improvement.

Supply Chain Warehouse Network Planning Specialist (Remote)

Company: US Foods

Location: Springfield, IL

Posted Jan 23, 2025

US Foods is seeking a Warehouse SC Network Planning Specialist to create, coordinate, and maintain diligence plans for M&A, new customers, and customer mapping plays. The role involves partnering with various teams to assess warehouse capacity, storage, and racking, and to design and optimize US Foods warehouses. Responsibilities include supporting M&A diligence, new business onboarding, and customer mapping processes, as well as running analytical tools and preparing what-if scenario analysis for warehouse capacity and outbound processes. The position requires 5+ years of experience in designing or optimizing physical space, proficiency in Warehouse Management software, and strong analytical skills. The role is fully remote with potential for up to 20% travel.

Pharmacy Operations Manager

Company: Walgreens

Location: Bloomington, IL

Posted Jan 23, 2025

Pharmacy Customer Service Associate

Company: Walgreens

Location: Oakbrook, IL

Posted Jan 23, 2025

The job description involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and ensuring positive interactions. The role also includes operating a cash register, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and handling inventory. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy, and complete necessary training and certifications. Fluency in English, flexibility for various shifts, and good math and computer skills are required. Prior retail or Walgreens experience is preferred.

Customer Service Associate

Company: Walgreens

Location: Wheaton, 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.

Sales Administrative Support

Company: US Foods

Location: Addison, IL

Posted Jan 23, 2025

US Foods is seeking a candidate to serve as the point of contact for Sellers, Vendors, and Corporate for all Beverage & Chemical Equipment needs. The role involves managing equipment services, coordinating installations and removals, and monitoring usage. The position offers comprehensive benefits and opportunities for career growth within the company. The ideal candidate should have 2-5 years of relevant equipment and project management experience, and proficiency in MS Excel.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Upper Alton, IL

Posted Jan 23, 2025

Pharmacy Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 23, 2025

The job description involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and ensuring positive interactions. The role also includes operating a cash register, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and handling inventory. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy developments, and complete necessary training and certifications.

Certified Pharmacy Technician

Company: Walgreens

Location: Evergreen Park, IL

Posted Jan 23, 2025

Pharmacy Intern

Company: Walgreens

Location: Bourbonnais, 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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