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 Dedicated Truck Driver

Company: Marten Transport

Location: Chicago, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Project Manager - Multifamily Projects

Company: Michael Page

Location: Chicago, IL

Posted Aug 19, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 days a week.

CDL-A Dedicated Truck Driver

Company: Marten Transport

Location: Stickney, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Continuous Improvement Engineer

Company: The Marmon Group LLC

Location: Chicago, IL

Posted Aug 19, 2025

You will act as a technical leader and project driver across multiple business units, leveraging your CI expertise to identify improvement opportunities,…

CDL-A Truck Driver - Regional OTR - Home Weekly

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

CDL-A Truck Driver - Regional OTR - No Touch Freight

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

Remote Teacher

Company: Tutor Me Education

Location: Chicago, IL

Posted Aug 19, 2025

Previous tutoring/teaching experience highly preferred. Ability to make learning fun and interactive, with the focus of the tutoring often determined by student…

CDL-A Dedicated Truck Driver

Company: Marten Transport

Location: Berwyn, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Extrusion Process Technician-Nights

Company: Pactiv Evergreen

Location: Bedford Park, IL

Posted Aug 19, 2025

Two or four year technical degree or certification. Good understanding of mechanical and electrical principles and applications. 3-day weekend every other week.

Manager Employee Communications

Company: CME Group

Location: Chicago, IL

Posted Aug 19, 2025

Developing and executing communications strategies to support corporate strategy and assist business division heads in driving alignment and achieving results.

Security Officer

Company: Security Professionals Group

Location: Chicago, IL

Posted Aug 19, 2025

Be friendly, welcoming, and helpful to guests and employees. The ideal candidate will have security experience, PERC card, 20 hour security certification.

CDL-A Truck Driver - Regional OTR

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

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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