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.

CDL-A Truck Driver - 1099 - Up to $5,000 / week

Company: P&S

Location: Chicago, IL

Posted Aug 06, 2025

Truck payment: $500/week to $650/week depending on truck. No credit check, $0 down. Balloon payment at end of term. Earn 70% of line haul.

Marketing Director - Personal Injury experience

Company: Zentech Consulting

Location: Chicago, IL

Posted Aug 06, 2025

Identify and develop new business opportunities within the legal industry. Your ability to understand what drives consumer decisions and translate that into…

Associate Graphic Design

Company: AmTab Manufacturing

Location: Bensenville, IL

Posted Aug 06, 2025

As a minority-owned, 100% made-in-the-USA company, AmTab is proud to own our design, manufacturing, and installation process from start to finish.*.

Senior Manager, Software Engineering, Back End (Java, Node, AWS)

Company: Capital One

Location: Chicago, IL

Posted Aug 06, 2025

That includes everything from credit assessment and terms decisioning, to invoicing and payment processing, to servicing, collections and cash application.

Senior Industrial Hygiene Project Manager

Company: Specialty Consulting Inc.

Location: Chicago, IL

Posted Aug 06, 2025

This is a hands-on position with 50% of time spent in the field, where you will be conducting field inspections for hazardous materials and provide oversight…

CDL-A Truck Driver: Company or 1099

Company: P&S

Location: Chicago, IL

Posted Aug 06, 2025

Truck payment: $500/week to $650/week depending on truck. *Top drivers earn up to $90,000 per year*. No credit check, $0 down. Balloon payment at end of term.

HVAC Technician

Company: JLL

Location: Chicago, IL

Posted Aug 06, 2025

A stationary engineer license is a must. When assigned to install new/used equipment, must be able to operate appropriate construction tools and equipment.

IT Product Manager

Company: Charles Schwab

Location: Chicago, IL

Posted Aug 06, 2025

Familiarity with social media, web design, and advanced trading applications; proficient in Excel and PowerPoint. User acceptance testing prior to releases.

Senior Security Governance, Risk & Compliance (GRC) Analyst

Company: Boeing

Location: Chicago, IL

Posted Aug 06, 2025

This role focuses on configuration, administration, and ongoing support to ensure effective cybersecurity risk visibility and reporting striving for highest…

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Aug 06, 2025

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

Tool Room Machinist 1st shift)

Company: Klein Tools

Location: Elk Grove Village, IL

Posted Aug 06, 2025

Fits and assembles parts into complete assembly, using jigs, fixtures, surface plates, surface table, hand tools and power tools. Ability to weld is a plus.

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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