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.

Pharmacy Operations Manager

Company: Walgreens

Location: Naperville, IL

Posted Jan 23, 2025

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Gurnee, IL

Posted Jan 23, 2025

Walgreens is transforming its pharmacy technician roles to a more patient-centric environment. As a Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and participating in inventory management. Fluency in English, good math and computer skills, and preferably prior retail or Walgreens experience are required. PTCB certification is preferred but not mandatory. The role offers training, personal development opportunities, and potential for eight college credit hours through the Walgreens pharmacy technician apprenticeship program.

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.

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.

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.

Pharmacy Intern

Company: Walgreens

Location: Bourbonnais, IL

Posted Jan 23, 2025

Certified Pharmacy Technician

Company: Walgreens

Location: Evergreen Park, IL

Posted Jan 23, 2025

Customer Service - Donor Support Technician

Company: CSL

Location: Aurora, IL

Posted Jan 23, 2025

The job involves preparing the donor and equipment for the pheresis process, monitoring the donor and process, responding to alarms, recording incidents using a PDA, maintaining a clean work environment, and ensuring accurate data recording. The role requires a high school diploma, at least three months of relevant work experience, and the ability to perform basic math calculations. The position involves working in a fast-paced environment with frequent interruptions and exposure to hazardous chemicals. Benefits include health care options, life insurance, disability coverage, a 401(k) program, paid time off, and observed holidays. CSL Plasma is a global organization committed to collecting human plasma for those with rare and serious diseases.

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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