Flexible Work Hours Jobs in Chicago, IL

76,450 open positions · Updated daily

Looking for Flexible Work Hours jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work 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…

Union Carpenter

Company: Power Construction

Location: Chicago, IL

Posted Aug 28, 2025

Carpenters are responsible for construct, erect, install, and repair structures and fixtures of wood, plywood, and wallboard, using carpenter's hand tools and…

HVAC Technician-Willowbrook, IL

Company: Trane Technologies

Location: Willowbrook, IL

Posted Aug 29, 2025

Must possess a valid driver’s license for a minimum of 12 months, with no major or frequent traffic violations including, but not limited to:

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…

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 Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

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