Flexible Work Schedule Jobs in Chicago, IL

75,610 open positions · Updated daily

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.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Oak Park, IL

Posted Jan 23, 2025

The job involves developing and supporting membership by providing information on benefits, promoting products, processing memberships, and meeting sales goals. Safety of the facility is maintained by adhering to safety standards and procedures. Member orders are fulfilled by reviewing, pulling items, scanning, wrapping, and palletizing them. Work assignments are completed by collaborating with team members and adapting to change. Member service is provided by acknowledging members, assisting with purchasing decisions, and resolving issues. The role requires respect for individuals, integrity, customer service, striving for excellence, and acting with humility. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and time-off benefits.

Outside Sales Representative

Company: Spectrum

Location: O'Fallon, IL

Posted Jan 23, 2025

The job involves connecting people and communities by offering top-notch telecommunication services through door-to-door solicitation. Key responsibilities include acquiring new residential customers, conducting needs analysis, presenting sales proposals, and achieving monthly sales quotas. The role requires strong interpersonal skills, a passion for selling, and the ability to work independently. A valid driver's license and reliable personal vehicle are necessary. The position offers a competitive base pay and commission earnings target, with potential for bonuses. Charter Communications, known for Spectrum brands, values diversity and equal opportunities.

Supervisor, Packaging/Labeling

Company: Thermo Fisher Scientific

Location: Mount Prospect, IL

Posted Jan 23, 2025

The job posting is for a Supervisor position in the Clinical Trials Division (CTD) of Thermo Fisher. The role involves leading 20-40 employees in a clinical pharmaceutical manufacturing/packaging environment, ensuring adherence to Good Manufacturing Practices (GMP) and safety standards. Key responsibilities include daily scheduling, performance management, and driving continuous improvement. The ideal candidate should have a Bachelor's degree, 2-3 years of supervisory experience, and strong leadership, communication, and problem-solving skills. Preferred qualifications include clinical packaging experience, Lean or Six Sigma certification, and supervisory experience with teams of over 10 employees. Thermo Fisher offers competitive compensation, benefits, and opportunities for career growth.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 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 Operations Supervisor or Shift Supervisor positions, which involve leading store staff, maintaining customer loyalty through excellent service, and handling all customer relations issues. The role requires deductive reasoning, analytical skills, computer skills, and advanced communication abilities. The pay range is $16.00 - $24.00, and the company offers comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Joliet, IL

Posted Jan 23, 2025

Client Solutions Manager, Retail

Company: Meta

Location: Chicago, IL

Posted Jan 23, 2025

Senior Sustainability Associate - ESG

Company: ZS

Location: Chicago, IL

Posted Jan 23, 2025

Senior Home Lending Advisor - Edwardsville IL

Company: JPMorgan Chase

Location: Alton, IL

Posted Jan 23, 2025

Chase Home Lending is seeking a Senior Home Lending Advisor to join their high-energy team. The role involves serving as the primary point of contact for customers throughout the loan process, providing training to the branch team, and collaborating with colleagues to deliver an exceptional customer experience. The ideal candidate will have a Bachelor's degree, 3+ years of mortgage lending experience, and strong knowledge of the local real estate market. Preferred skills include FHA/VA sales experience, marketing abilities, and consultative skills. The position requires NMLS registration and compliance with Dodd Frank/Truth in Lending Act qualification requirements.

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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