Flexible Working Hours Jobs in Chicago, IL

63,137 open positions · Updated daily

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.

Special Education Teacher (K-12)

Company: Horizon Science Academy Southwest Chicago

Location: Chicago, IL

Posted Aug 28, 2025

Continues to acquire professional knowledge and learn of current developments in the educational field by attending seminars, workshops or professional meetings…

Data Scientist

Company: Havi Supply Chain

Location: Chicago, IL

Posted Aug 28, 2025

Master’s degree in operations research, mathematics, statistics, engineering or closely related field; PhD preferred. Paid parental and medical leave programs.

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Aug 28, 2025

No early morning phone calls. $160-$180 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Financial Data Analyst

Company: Respire Home Care

Location: Elmhurst, IL

Posted Aug 28, 2025

Thorough understanding of methods of systems analysis and the principles, design, and procedural methods used in big data analysis.

Part-Time Janitor - South side of Chicago - Experience and transportation required

Company: TMP Janitorial

Location: Chicago, IL

Posted Aug 28, 2025

*Has their own transportation (non-negotiable)*. *Proven working experience as a cleaner, janitor, cleaner technician, or any other relevant experience related…

Capital and Project Manager

Company: Liquid Environmental Solutions

Location: Chicago, IL

Posted Aug 28, 2025

Project oriented position with a mix of desk bound (e.g., reviewing capital plans, coordinating project meetings, developing drawings, soliciting bids,…

Part Time Sales Associate

Company: Lori's Shoes

Location: Chicago, IL

Posted Aug 28, 2025

Process transactions accurately and efficiently at the point of sale. Generous employee discount on shoes, clothing, and accessories.

Growth Lead

Company: Snaplii

Location: Chicago, IL

Posted Aug 28, 2025

Proficiency with data analysis tools (e.g., Google Analytics, Mixpanel, Amplitude, Metabase), with experience in cohort analysis, retention modeling, and…

PT On-Call Flex Security Officer

Company: St. Moritz Security Services

Location: Chicago, IL

Posted Aug 28, 2025

May require a current state driver’s license, clean driving record as determined by SMSSI, and the ability to safely operate motor vehicle.

Carpenter

Company: Tradesmen International, Inc.

Location: Chicago, IL

Posted Aug 29, 2025

Must have basic tools and standard PPE. This is a full time opportunity with a pay range of up to $28/hour based on experience plus $100/Per Diem to Travelers…

Sales Specialist

Company: Christofle Silver Inc.

Location: Chicago, IL

Posted Aug 29, 2025

Develop local and international client book with the ability to recruit and develop top clients, inclusive of interior designers, estate managers, corporations.

RN - Pre-Admission Testing - Days

Company: Endeavor Health

Location: Elmhurst, IL

Posted Aug 29, 2025

Employs critical thinking skills, assesses patients' condition, recognizes changes, plans and evaluates care, monitors patients' progress, and records pertinent…

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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