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: North Riverside, IL

Posted Jan 24, 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. The job pays $15.80 per hour, provides paid training, and offers benefits including medical, dental, and life insurance. Candidates must be 18+, have reliable transportation, and a valid driver's license, capable of physical work involving moving, bending, and lifting up to 25lbs.

Transportation Security Officer

Company:

Location: Sycamore, IL

Posted Jan 24, 2025

Securitas, a global security company, is currently hiring Transportation Security Officers in DeKalb, IL. The position offers a comprehensive benefits package, weekly pay, and opportunities for career growth. Key responsibilities include maintaining a secure environment, access control, patrols, CCTV monitoring, and excellent customer service. The ideal candidate should be at least 18 years old, have a high school diploma or GED, possess intermediate computer skills, and have strong communication abilities. Military, law enforcement, or security experience is advantageous. Securitas provides medical, dental, vision insurance, 401K options, paid time off, and more. The company values integrity, vigilance, and helpfulness, aiming to protect clients' assets and people.

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Chicago, IL

Posted Jan 24, 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. The position offers $16.00 per hour, no weekends, early access to earned wages, and comprehensive benefits. Candidates must be 18+, have reliable transportation, a valid driver's license, and the physical ability to lift up to 25lbs.

Principal Consultant - Advisory

Company: AHEAD

Location: Chicago, IL

Posted Jan 24, 2025

AHEAD is a company that specializes in digital transformation, leveraging cloud infrastructure automation, analytics, and software delivery. They prioritize a culture of belonging, valuing diversity and inclusion. The company is an equal opportunity employer, embracing all candidates who contribute to the diversification of ideas and perspectives. The role involves client delivery, business development, and practice development. The ideal candidate should have senior-level consulting experience, a strong understanding of business measurement frameworks, and excellent communication skills. AHEAD offers competitive benefits and compensation, with a focus on growth and development.

RETAIL SALES ASSOCIATE

Company:

Location: Rockford, IL

Posted Jan 24, 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.

Restaurant Manager - Now Hiring

Company:

Location: Gurnee, IL

Posted Jan 24, 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.

Sales Professional

Company:

Location: Homewood, IL

Posted Jan 24, 2025

Furniture Retail Sales Associate

Company:

Location: Rockford, IL

Posted Jan 24, 2025

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Northbrook, IL

Posted Jan 24, 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.

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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