Flexible Work Schedule Jobs in Chicago, IL

75,597 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.

Life-Skills Special Education Teacher

Company: The Menta Education Group

Location: Chicago, IL

Posted Apr 21, 2025

Professional Educator's License (PEL) with LBS1 (Special Education Teacher) certification or PEL with Secondary Education and a desire to obtain your Special…

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Manual Horizontal Boring Mill Operator

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 22, 2025

Read and interpret blueprints, technical drawings, and work instructions to determine machining specifications.

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Marketing Manager

Company: Insurance Navy

Location: Bridgeview, IL

Posted Apr 23, 2025

Proficiency in graphic design software such as Adobe Photoshop, Illustrator, or similar tools. Proven experience in Marketing, Digital Marketing, or a related…

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Corporate Analyst-Japanese Bilingual

Company: Pasona N A, Inc.

Location: Chicago, IL

Posted Apr 22, 2025

Provide quality service to the bank’s clients mostly over the telephone and e-mail; working closely with Account Officers in case of complex transactions and…

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CNC Mill Machinist

Company: ERA Industries LLC

Location: Elk Grove Village, IL

Posted Apr 21, 2025

Ability to use measuring tools including, but not limited to, micrometers, calipers, thread gages, bore gages, dial and test indicators and height gages.

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part time full time contract

Travel Interventional Radiology Technologist - $2,281 per week

Company: Supplemental Health Care

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

TIG Welder - SS Welding - Apply in person

Company: Cozzini LLC

Location: Elk Grove, IL

Posted Apr 23, 2025

You will use hand welding and flame-cutting equipment to weld together Stainless Steel components and parts or to cut, trim, or scarf metal objects to…

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Senior Graphic Designer, Things Remembered

Company: PMall

Location: Burr Ridge, IL

Posted Apr 21, 2025

Expert in Design Software: Proficiency in Adobe Creative Suite (Photoshop, Illustrator, InDesign) and other design tools; basic understanding of HTML and CSS;…

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hospital holidays

Breast Sonographer - $40-60 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

Sous Chef

Company: Shaw's Crab House

Location: Schaumburg, IL

Posted Apr 24, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

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hospital staffing agency full time

Travel Emergency Room RN - $1,620 per week

Company: Travel Nurses, Inc.

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

Manager, Ontology & Data Modeling

Company: Capital One

Location: Chicago, IL

Posted Apr 22, 2025

Understand and leverage technology and end-state architecture vision in partnership with Technology, Machine Learning, and other Capital One teams to support…

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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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