Flexible Working Hours Jobs in Chicago, IL

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Looking for Flexible Working Hours jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Working Hours position in the Chicago, IL area.

Substitute Teacher

Company: Swing Education

Location: Evanston, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Graphic Designer - Investor Relations

Company: Monroe Capital LLC

Location: Chicago, IL

Posted Jul 31, 2025

Experience: Minimum of 5 years of graphic design experience, within a financial services or investment firm, agency, or design team.

Machine Builder/Machinist

Company: Lorenz Engineering

Location: Itasca, IL

Posted Jul 31, 2025

The ideal candidate will possess strong mechanical knowledge and experience with CAD software, particularly AutoCAD, to assist in the design and development of…

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Customer Service Representative (CSR)

Company: Perillo Collision

Location: Chicago, IL

Posted Jul 31, 2025

Process repair orders, insurance claims, and payments, ensuring accuracy and compliance with procedures. Maintain accurate records of customer interactions and…

IT Security & Controls Analyst

Company: Lawson Products

Location: Chicago, IL

Posted Jul 31, 2025

Undergraduate degree in engineering, computer science, or other technical discipline, plus five to seven years of security-specific experience, with at least…

Director of Sales, Marketing & Development - Long Term Care

Company: Trinity Rehab Services

Location: Chicago, IL

Posted Jul 31, 2025

Devise and implement a strategic plan to develop a continuous sales funnel of qualified prospects. Know how to use basic tools for planning, budgeting and…

Castline Operator - Machine Operator

Company: Intertape Polymer Group (IPG)

Location: Chicago, IL

Posted Jul 31, 2025

Maintains equipment through the completion of assigned preventative maintenance tasks and minor repair techniques as required. Ability to lift 50 pounds.

Acme Operator 3 Years of Experience

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Jul 31, 2025

Position and secure tools in holders, verifying accuracy using gauges and measuring instruments. Maintain and replace worn tools, sharpening them as necessary.

Senior Graphic Designer

Company: JLL

Location: Chicago, IL

Posted Jul 31, 2025

Apply professional graphic design principles and develop innovative ideas to support business development. Provide design advice and guidance to deal teams;…

Electrician- Panel Builder

Company: Sterling Engineering, Inc.

Location: Wood Dale, IL

Posted Jul 31, 2025

Work closely with mechanical and electrical teams to ensure machines are built to specification. Ability to read and interpret electrical schematics and wiring…

Custodian

Company: Facilities Performance Group, LLC

Location: Franklin Park, IL

Posted Jul 31, 2025

Adheres to established procedures to provide a safe working environment including complying with OSHA, state/local, federal, and company regulations.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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