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.

Category Manager

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company and North America's leading distributor of shipping, industrial, and packaging materials, is seeking a Category Manager. The role involves leading and nurturing a product line, researching and sourcing new products, providing product recommendations, leading vendor meetings, and collaborating with various teams. The ideal candidate should have a Bachelor's degree, 7+ years of experience in Product Management, Supply Chain, or Marketing, and proficiency in Microsoft Office, especially Excel. Uline offers comprehensive benefits including medical, dental, vision and life insurance, 401(k) with 6% employer match, multiple bonus programs, paid holidays, generous paid time off, and a Tuition Assistance Program. Employee perks include an on-site café, a first-class fitness center with complimentary personal trainers, and over four miles of walking trails.

Microsoft 365 System Administrator

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking a Microsoft 365 System Administrator. The role involves managing collaboration technologies, optimizing Microsoft 365 and Atlassian environments, and providing top-tier support. The position offers competitive compensation, comprehensive benefits, and a positive work environment with on-site amenities. Minimum requirements include a Bachelor's degree, strong knowledge of Microsoft 365, and excellent customer service skills.

Planning and Inventory Manager

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Physical Therapist (PT) - Home Health - PRN

Company:

Location: Springfield, IL

Posted Jan 24, 2025

Microsoft 365 System Administrator

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking a Microsoft 365 System Administrator. The role involves managing collaboration technologies, optimizing Microsoft 365 and Atlassian environments, and providing top-tier support. The position offers competitive compensation, comprehensive benefits, and a positive work environment with on-site amenities. Minimum requirements include a Bachelor's degree, strong knowledge of Microsoft 365, and excellent customer service skills.

Warehouse Department Manager - Overnights

Company:

Location: Mundelein, IL

Posted Jan 24, 2025

Store Associate

Company: CVS Health

Location: North Riverside, IL

Posted Jan 24, 2025

CVS Health is seeking Retail Store Associates to join their team, emphasizing a human-centric approach to healthcare. The role involves providing excellent customer service, managing cashier duties, maintaining the sales floor, supporting store activities, and assisting in the pharmacy. The company offers competitive pay, comprehensive benefits, and opportunities for career growth. No specific educational requirements are stated, but previous retail or customer service experience is preferred.

Pharmacy Technician

Company: CVS Health

Location: Niles, IL

Posted Jan 24, 2025

(USA) Personal Shopper Lead - Sam's

Company: Walmart

Location: Decatur, IL

Posted Jan 24, 2025

The role involves assisting management in supervising associates, maintaining facility safety, supporting Sam's Club ecommerce plans, supervising ecommerce program associates, executing the Sam's Club Pickup plan, providing member service, maintaining sales floor and merchandise presentation, overseeing club pick up orders, developing and implementing processes, ensuring compliance with company policies, and leading and participating in teams. The job offers competitive pay, performance-based bonuses, and various benefits including health, financial, and paid time off benefits.

Creative Project Manager

Company:

Location: Mundelein, IL

Posted Jan 24, 2025

Associate Product Manager

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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