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.

Janitor

Company: Evergreen Real Estate Services Llc

Location: Evanston, IL

Posted Aug 12, 2025

Conducts all business in accordance with company policies and procedures, state and federal laws; eg, OSHA, ADA, Fair Housing, etc.

Welder - MIG (2nd shift)

Company: DRC Heat Transfer

Location: Elk Grove Village, IL

Posted Aug 12, 2025

Strong mechanical knowledge with the ability to understand technical drawings. Experience using hand tools and power tools effectively and safely.

Data Operations Analyst

Company: Witness Investment

Location: Chicago, IL

Posted Aug 12, 2025

Bachelor’s degree in Business, Finance, Data Analytics, Information Systems, Real Estate or a related field. *System Integration*: Support the integration and…

Technical Project Manager

Company: Coates Group

Location: Chicago, IL

Posted Aug 12, 2025

The individual will also promote Agile best practices within their projects helping to facilitate scrum ceremonies, driving prioritization, as well as fostering…

Janitorial / Maintenance Assistant

Company: Gilead Management, LLC

Location: Chicago, IL

Posted Aug 12, 2025

Must have a valid driver’s license and reliable vehicle. Must be able to apply principles of logical thinking to define problems, collect pertinent information,…

Garage Door Service Technician/Insatller

Company: Sear Garage Doors

Location: Glenview, IL

Posted Aug 12, 2025

Basic knowledge of electrical wiring relating to installing/repairing garage door openers. Ability to pass background check/clean driving record.

People Experiences Project Manager

Company: Rakuten

Location: Chicago, IL

Posted Aug 12, 2025

A Bachelor’s degree and a min of 5 years of relevant experience and/or education in any of: Psychology, Human Resources, Operations, Project Management or a…

Registered Nurse (RN) PM Shift

Company: Southview Manor

Location: Chicago, IL

Posted Aug 12, 2025

Registered Nurse (RN) license in IL. As a Registered Nurse (RN), you will be joining a team of nursing professionals dedicated to providing excellent clinical…

Clinical Allergy Specialist (Full-Time, W-2)

Company: AccuRx Allergy Services

Location: Hickory Hills, IL

Posted Aug 12, 2025

This full-time position offers a structured schedule, extensive training, and the opportunity to be part of an innovative and growing field in allergy and…

Substitute Teacher: Permanent Substitute Teacher - Brooks Middle School

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Aug 12, 2025

They establish a positive rapport with students, motivating them to develop the skills, attitudes, and knowledge needed to pursue their full potential.

Project Coordinator

Company: Predictive Sales AI

Location: Chicago, IL

Posted Aug 12, 2025

Collaboration: Experience working across technical and non-technical teams to drive project outcomes. Project Coordination: Understanding of project lifecycle…

Commercial HVAC/R Service Technician

Company: Helios Commercial Service Partners

Location: Des Plaines, IL

Posted Aug 12, 2025

Keep your van stocked and your tools sharp. Diagnose, repair, and calibrate commercial HVAC/R systems. Invest in your skills through training and certifications…

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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