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.

Extrusion Process Technician-Nights

Company: Pactiv Evergreen

Location: Bedford Park, IL

Posted Jun 11, 2025

Two or four year technical degree or certification. Good understanding of mechanical and electrical principles and applications. 401K with a company match.

LSI Program Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 11, 2025

Enthusiasm for leadership development and social impact – twin driving forces of LSI. Minimum requirements include a college or university degree in related…

Retired Police Officers ($50.00)

Company: Inter-Con Security Systems

Location: Chicago, IL

Posted Jun 10, 2025

Provide security field operations in a proactive, effective manner with an emphasis on customer service. Must possess above average computer skills and must…

Truck Driver CDL A - Lease to purchase

Company: Denver Cargo Inc.

Location: Chicago, IL

Posted Jun 10, 2025

Valid CDL A license - 2 years of experience. Proven experience in truck driving, particularly with tractor-trailers. Flexible contract terms of *2-4 years*.

Manager, Chapter Advancement

Company: American Massage Therapy Association

Location: Evanston, IL

Posted Jun 11, 2025

The Chapter Advancement Manager plays a vital role in supporting the success of AMTA chapter volunteer operations through strategic development, instructional…

Machine Learning Engineer - AI Trainer

Company: DataAnnotation

Location: Addison, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Residential Electrician

Company: Precision Today

Location: Chicago, IL

Posted Jun 11, 2025

Can pass the Federal background and drug screen; a clean driving record and current driver’s license are ALL a must (Please do not apply if any of these are…

Executive Chef - Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Company: Hilton

Location: Chicago, IL

Posted Jun 11, 2025

Interact with guests and clients to monitor and assess satisfaction trends, evaluate and address issues and make improvements accordingly. What will I be doing?

Construction Laborer

Company: Structural

Location: Schiller Park, IL

Posted Jun 11, 2025

Employees must provide their own reliable transportation to travel to and from job sites. Candidates should have experience working in Industrial Plants and…

Program Manager, Climate Impact Lab

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 11, 2025

Master’s degree in economics, climate science or policy, public policy, environmental science or policy, or a related field.

Millwork Carpenter-2nd shift

Company: Ameriscan Designs

Location: Bellwood, IL

Posted Jun 10, 2025

High School diploma or GED; additional training or certification in carpentry or a related field is preferred with 3+ years of experience in custom millwork,…

Staff Accountant (Costing)

Company: Handi-foil Corp

Location: Wheeling, IL

Posted Jun 11, 2025

2+ years of experience in Accounting field. Conducting cost and pricing analysis and preparing management reports. Assist with maintaining Costing Templates.

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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