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.

Retail Sales Merchandiser

Company:

Location: St. Charles, 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 of lifting up to 25lbs, and has reliable transportation.

Retail Data Collector

Company:

Location: Chicago, IL

Posted Jan 23, 2025

The company is hiring for the Retail Data Collector team, offering a competitive wage of $15.00 - $18.00 per hour, growth opportunities, and comprehensive benefits. They seek detail-oriented individuals with reliable transportation and ability to lift up to 25 lbs for physical work. The role involves product movement, tracking, and creating visually appealing displays in grocery stores.

RETAIL SALES ASSOCIATE

Company:

Location: Rockford, IL

Posted Jan 23, 2025

Ashley HomeStore is currently hiring Retail Sales Associates. The role involves selling furniture, mattresses, and home decor through excellent customer service. No prior sales experience is necessary, but it's a plus. Top writers can earn over $100,000. The compensation is based on written sales commission with a guaranteed hourly wage, potentially earning up to $100,000 or more. Benefits include generous paid time off, medical, dental, vision, and retirement benefits, and employee purchase discounts. Key responsibilities include assisting customers, demonstrating closing skills, and maintaining a clean working environment. Required skills include basic computer skills, strong communication, and organizational skills.

Senior Developer - Information Technology

Company:

Location: Hickory Hills, IL

Posted Jan 23, 2025

United Airlines is currently experiencing a period of growth and innovation, aiming to become the best airline in aviation history. They are committed to diversity and inclusion, offering competitive benefits and opportunities for career advancement. The Senior Software Developer role, based in Chicago, involves developing critical applications, working with a team of developers, and focusing on cloud-based solutions. The ideal candidate should have a Bachelor's degree in a relevant field, 5+ years of full-stack development experience, proficiency in React, Typescript, C#, Node.js, and AWS technologies, and a strong understanding of accessibility fundamentals.

SAS in Jewel – Part Time Retail Merchandiser - Overnight

Company:

Location: Elgin, 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 $15.80 per hour, no weekends, early access to earned wages, and comprehensive benefits. The ideal candidate is 18 or older, has reliable transportation, a valid driver's license, and can lift up to 25lbs.

Restaurant Manager - Team Lead

Company:

Location: Rosemont, IL

Posted Jan 23, 2025

Chili's Managers are passionate about hospitality, connecting with team members and guests, and creating a fun work environment. They are responsible for ensuring a great guest experience, leading shifts, managing costs, and developing team members. Chili's values a culture of fun, teamwork, and accountability, with a focus on food perfection and inclusivity.

Retail Sales Merchandiser (Team Lead)

Company:

Location: Park Ridge, IL

Posted Jan 23, 2025

Rehab Nursing Tech I - C. N. A.

Company:

Location: Hoffman Estates, IL

Posted Jan 23, 2025

Retail Sales Merchandiser

Company:

Location: Plainfield, IL

Posted Jan 23, 2025

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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