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.

Jr. Graphic Designer

Company: CannonDesign

Location: Chicago, IL

Posted Jul 29, 2025

Bachelor's degree in graphic design or a related field. 1+ years professional experience in a graphic design position, experience in the AE field is a plus but…

Regional Dry Van Truck Driver

Company: Roehl Transport

Location: Chicago, IL

Posted Jul 29, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,330/week. *Home weekly* – typically for 48 hours.

Full-Time Custodian

Company: Legacy Charter School

Location: Chicago, IL

Posted Jul 29, 2025

Our mission is to create an outstanding center for teaching and learning for children and their families that will recognize and nurture the full potential of…

executive Chef

Company: Rosebud Restaurants

Location: Chicago, IL

Posted Jul 29, 2025

Candidates should be able to perform calmly and effectively in a fast-paced environment, be an efficient multi-tasker, maintain a positive attitude and friendly…

Customer Service Representative

Company: Respire Homecare

Location: Elmhurst, IL

Posted Jul 29, 2025

Answers incoming phone calls promptly and courteously. Answer phone calls by the 2nd ring, Receive, qualify, and process, according to procedure, all customer…

Truck Driver (Reefer): up to $1600+ per week

Company: Roehl Transport

Location: Chicago, IL

Posted Jul 29, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,365/week. *Home weekly* – typically for 48 hours.

Plumber - Sewer Reliner

Company: American Vintage Home

Location: Evanston, IL

Posted Jul 29, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Perform excavation and coordinate with contractors and project managers to meet…

Production, Graphic Design

Company: International Interior Design Association

Location: Chicago, IL

Posted Jul 29, 2025

Work experience at a marketing/advertising agency or within architecture, interior design, environmental design, or multidisciplinary design firms.

HVAC/R Technician II

Company: 7-Eleven

Location: Rosemont, IL

Posted Jul 29, 2025

Respond to service requests for HVAC, refrigeration, cold beverage equipment, ice makers, in addition to work orders related to plumbing, electrical, and…

Project Manager - Healthcare Construction - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 29, 2025

Train and develop the project team. Our client is a design/build developer who specialize in healthcare projects. Car allowance and gas card available.

Project Manager

Company: Duly Health and Care

Location: Downers Grove, IL

Posted Jul 29, 2025

Bachelor’s degree in Information Systems, Business, Healthcare Administration, or related field. These roles are critical to managing project lifecycles across…

Cabinet Assembly and Laminating

Company: Cabinets Unlimited Inc

Location: Bensenville, IL

Posted Jul 29, 2025

Applicant must be safety conscious, able to read a tape measure, have basic hand tools, able to work in a manufacturing environment, and able to lift up to 75…

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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