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.

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 23, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

View Details Apply on SimplyHired

Carpenter

Company: Ace Handyman Services Oak Park River Forest

Location: Oak Park, IL

Posted May 22, 2025

W-2 status with the flexibility of an independent job. We need an independent thinker with strong problem-solving skills, excellent communication skills and a…

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Registered Nurse RN Home Health

Company: Elara Caring

Location: Chicago, IL

Posted May 23, 2025

Must have a dependable vehicle, valid driver’s license, and current auto insurance in accordance with state laws. 401(K) with employer match.

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Metal Stamping Press Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted May 24, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

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Project Manager

Company: Keller North America, Inc.

Location: Chicago, IL

Posted May 24, 2025

Assembles proposals which includes performing risk assessment, evaluating opportunities to increase profit, estimating, engineering, technical writing, site…

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dental insurance health insurance profit sharing

Illinois - Elevate Your Career as a Board-Certified Dermatologist with a Leading Private Practice in Chicago - Unmatched Career Potential!

Company: myDermRecruiter

Location: Chicago, Illinois

Posted May 25, 2025

View Details Apply on healthecareers.com

Project Superintendent #2080

Company: Pivotal Talent Search

Location: Chicago, IL

Posted May 22, 2025

Valid driver license and willingness to travel locally to job sites. Collaborate with project managers to manage change orders and resolve field-related issues.

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MDS Assistant / Restorative Nurse

Company: Aperion Care International

Location: Chicago, IL

Posted May 24, 2025

Current Restorative Nurse certification in accordance with state regulations is preferred. Current CPR certification is required.

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Software Engineer Manager (Hybrid or Remote Available)

Company: S&S Activewear LLC

Location: Bolingbrook, IL

Posted May 23, 2025

Partner with software engineering leaders to design and implement dev ops automation using target state CI/CD tools. Monday-Friday, Full-Time, Exempt.

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Welder/Fabricator

Company: ProFlow Pumping Solutions

Location: Alsip, IL

Posted May 22, 2025

Ability to read and understand technical drawings and mechanical layouts. Interpret and work from technical drawings, blueprints, and schematics.

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Machine Operator | 3rd Shift

Company: Verstela

Location: Northlake, IL

Posted May 24, 2025

Maintenance & Troubleshooting: Perform routine maintenance on equipment, troubleshoot issues, and assist in basic repairs to minimize downtime.

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Junior Data Analyst

Company: D & A Services, LLC

Location: Des Plaines, IL

Posted May 22, 2025

Perform duties related to data exchange internally and externally with all clients and third-party vendors; including client requests, report creation and…

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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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