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.

(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.

Shift Supervisor Trainee

Company: CVS Health

Location: Chicago, 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. Upon successful completion of the training, trainees can be considered for Operations Supervisor or Shift Supervisor positions. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. The company offers a comprehensive benefits package, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and a CVS store discount.

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

Senior Sustainability Associate - ESG

Company: ZS

Location: Chicago, IL

Posted Jan 23, 2025

Truck Driver - CDL Class A

Company: Penske Motor Group

Location: Romeoville, IL

Posted Jan 23, 2025

Auction Services Associate - Part Time

Company: CarMax

Location: Aurora, IL

Posted Jan 23, 2025

The Auction Services Associate at CarMax's Chicago Auction Center in Montgomery, Illinois, is responsible for maintaining inventory, vehicle preparation, receiving, scanning, reconciliation, and quality control. They ensure zone maintenance, security, and a clean work environment. The role involves multitasking in a fast-paced setting, participating in auction support, and delivering vehicles from off-site vendors. The associate also assists in training new staff, adheres to standardized work processes, and provides exceptional customer service. The job requires lifting up to 50 lbs, flexible work hours, and the ability to work in various conditions. CarMax offers competitive pay and benefits, including training, and is an Equal Opportunity Employer.

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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