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.

Plumber II

Company: Insight

Location: Chicago, IL

Posted Aug 15, 2025

This position is expected to work across trade disciplines to and including but not limited to the following; repair and maintenance of mechanical and…

Truck Driver CDL A Home Daily

Company: Ryder

Location: Chicago, IL

Posted Aug 15, 2025

Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines. Ryder Drivers are Paid Weekly.

Electrician

Company: Tradesmen International, Inc.

Location: Chicago, IL

Posted Aug 15, 2025

Active Michigan Journeyman Electrician license. Ability to read and interpret electrical drawings and plans. Install electrical fixtures and related components.

Project Manager - Light Industrial - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Aug 15, 2025

Technical degree level education in construction or related field. Knowledge in Construction Management or related field required.

Armed Security Officer/Driver

Company: Kates Detective Agency

Location: Chicago, IL

Posted Aug 15, 2025

Remain in compliance with local, state, and federal regulations. This position involves patrolling client properties, ensuring safety, and driving company…

Executive Sous Chef - Allstate Arena

Company: Aramark

Location: Rosemont, IL

Posted Aug 15, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

Assistant Director, Communications and Digital Media

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 15, 2025

Master’s degree in communications, journalism, creative arts (video), marketing, or related field. Familiarity with design tools such as Adobe Creative Suite,…

Janitorial Overnight

Company: Walmart

Location: Villa Park, IL

Posted Aug 15, 2025

Programs range from high school completion to bachelor's degrees, including English Language Learning and short-form certificates.

Presentation Designer

Company: Rise

Location: Chicago, IL

Posted Aug 15, 2025

0–2 years of professional experience in visual design, presentation design, or a related creative field. You’ll work closely with strategists, planners, and…

C++ Software Engineer

Company: Citadel Securities

Location: Chicago, IL

Posted Aug 15, 2025

Bachelor’s (or higher) degree in a Computer Science, Engineering or related field. Partner and Deliver: Collaborate directly with traders, researchers, and…

Customer Service Representative II

Company: Shure

Location: Niles, IL

Posted Aug 15, 2025

Fields entry level product related inquiries. Supports sales team by developing and maintaining positive customer relations, with clients/customers, which can…

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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