Flexible Schedule Jobs in Chicago, IL

34,504 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.

Customer Service Associate

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 2025

Community Management Intern

Company: Walgreens

Location: Oak Park, IL

Posted Jan 24, 2025

Emerging Store Manager

Company: Walgreens

Location: Evanston, IL

Posted Jan 24, 2025

Account Development Representative

Company: Billtrust

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a Sales Development Representative position at Billtrust, located in Chicago. The role involves engaging new midmarket and enterprise accounts, cultivating opportunities, and supporting the sales team in achieving booking targets. The position offers structured onboarding, coaching, and guidance from sales executives. Key responsibilities include learning and conveying Billtrust's value proposition, executing program strategies, and collaborating with sales executives on prospecting plans. The ideal candidate should have a Bachelor's degree, at least one year of related experience, strong communication skills, and a desire to learn and grow. The base salary is $58,000 with an OTE of $80,000-$82,000. Billtrust offers a flexible work environment, professional development opportunities, and comprehensive benefits.

Emerging Store Manager

Company: Walgreens

Location: Woodstock, IL

Posted Jan 24, 2025

Medical Device Warehouse Associate - 1st Shift - Starting rate $24.85/hr

Company: Stryker

Location: Itasca, IL

Posted Jan 24, 2025

Stryker is seeking a Supply Chain team member with 2+ years of experience. The role involves inspecting products, maintaining inventory records, and ensuring compliance with safety regulations. The company offers a fast-paced, autonomous work environment with opportunities for overtime and on-call duties. Stryker is recognized as a World's Best Workplace and a Best Workplace for Diversity. Benefits include comprehensive health insurance, financial benefits, and a wellbeing program. The ideal candidate is a self-starter, customer-oriented, and able to work flexible hours.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Rockford, IL

Posted Jan 24, 2025

The role involves delivering a distinctive and delightful customer experience by engaging with customers, resolving issues, and providing efficient service. This includes registering sales, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and assisting with inventory management. The position also requires knowledge of store systems, equipment, and adherence to company policies. PTCB certification is preferred but not mandatory. The role is open to applicants with diverse backgrounds, including those with arrest and conviction records, in compliance with the San Francisco Fair Chance Ordinance.

Customer Service Associate

Company: Walgreens

Location: Gurnee, IL

Posted Jan 24, 2025

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

The text describes a job role focused on 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.

Certified Pharmacy Technician

Company: Walgreens

Location: Riverwoods, IL

Posted Jan 24, 2025

Community Management Intern

Company: Walgreens

Location: Hickory Hills, IL

Posted Jan 24, 2025

Pharmacy Customer Service Associate

Company: Walgreens

Location: Bloomington, IL

Posted Jan 24, 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 preferred.

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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