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.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Lake Zurich, IL

Posted Jan 23, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.00 per hour, no weekends, early access to earned wages, and comprehensive benefits package. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

Sales Representative

Company: Sysco

Location: Springfield, IL

Posted Jan 23, 2025

CDL A Local Delivery Driver- Freeport

Company: Sysco

Location: Freeport, IL

Posted Jan 23, 2025

Sysco Baraboo, LLC is seeking full-time CDL A Delivery Truck Drivers. The role involves safely operating a tractor-trailer and manually delivering various products to customer locations. Drivers build relationships with customers and are expected to be flexible for overtime, weekends, and holidays. Benefits include excellent pay, paid vacation, ongoing training, career growth opportunities, comprehensive healthcare, and retirement benefits. Sysco is the global leader in foodservice distribution with over 71,000 colleagues and 333 distribution facilities worldwide.

Department Supervisor

Company: H&M

Location: Schaumburg, IL

Posted Jan 23, 2025

Transportation Clerk

Company: Sysco

Location: Danville, IL

Posted Jan 23, 2025

Stock Associate - The Cosmetics Company Store - 20 Hrs - Chicago Premium Outlets - Aurora, IL

Company: ELC Beauty

Location: Aurora, IL

Posted Jan 23, 2025

The Stock Associate role involves managing stock, maintaining a clean and organized stock room, and ensuring operational effectiveness. The position offers progressive career opportunities, competitive remuneration, and benefits. Previous stock management experience, excellent communication skills, and strong organizational skills are preferred. The role involves working various hours including weekends and special events. The Estée Lauder Companies is an equal opportunity employer.

Diesel Mechanic / Fleet Technician A

Company: Coca-Cola

Location: O'Fallon, IL

Posted Jan 23, 2025

Reyes Fleet Management is hiring a Diesel Mechanic / Fleet Technician A for their Martin Brower shop in Lebanon, IL. The role involves full-time work from Sunday to Wednesday, 5:30PM-4:00AM, with off days on Thursday, Friday, and Saturday. The pay is competitive, ranging from $30.00 to $33.00 per hour based on experience and qualifications. Benefits include 4 weeks paid time off, holiday pay, yearly performance raises, ASE Incentive Pay, CDL Incentive Pay, career advancement opportunities, 401K, company paid life insurance, referral bonuses, and a rewards program. The Fleet Technician A will be responsible for repairing, maintaining, and overhauling fleet diesel equipment, diagnosing complex mechanical and electric problems, and ensuring equipment compliance standards. They will also participate in regular meetings with customers and maintain a clean work area.

Product Owner - Business Intelligence

Company: Coca-Cola

Location: Rosemont, IL

Posted Jan 23, 2025

The Product Owner - Business Intelligence role is responsible for maximizing the value of Business Intelligence and Analytics solutions. This involves aligning the team's technical direction with business strategies and goals, prioritizing work, and creating product roadmaps. The role also includes educating stakeholders about Agile and SCRUM practices, evangelizing BI solutions, and maintaining transparent communication with business partners. The position may also involve participating in a discretionary incentive program.

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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