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.

Armed Mobile Patrol (Position Located in Northwest Suburbs)

Company: Advanced Security Solutions Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Men's Locker Room Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 13, 2025

The Men's Locker Room Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while providing…

HVAC Technician

Company: The Richmond Group USA

Location: Chicago, IL

Posted Aug 13, 2025

If you have any type of technical training and/or mechanical ability *AND English is not your native language*, we want to hear from you. This is your…

Drywall/Plaster/Painter Installer - PART TIME

Company: Green Attic Insulation

Location: Schiller Park, IL

Posted Aug 13, 2025

Proven experience in drywall installation, plastering, and painting. Strong understanding of construction techniques and material properties.

Residential / Remodeling Electrician ( 2 + YRS exp req )

Company: Upgrade Electric Inc

Location: Elk Grove Village, IL

Posted Aug 13, 2025

Must have a valid driver license and pocket tools. Must be experienced in new construction and remodeling.

Senior Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Kitchen Manager

Company: Headquarters Beercade/Machine Cocktail Bar

Location: Chicago, IL

Posted Aug 13, 2025

The ideal candidate will have a strong background in the food industry, particularly in fine dining and catering environments. Machine Cocktail Bar/New Venue.

Project Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 13, 2025

Helps develop, design and conduct research projects according to plan. 2-5 years of experience with research project management, preferably in the field of…

Director, Data Science - Model Risk

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

A PhD in a quantitative field (Statistics, Economics, Operations Research, Analytics, Mathematics, Computer Science, or a related quantitative field) plus 4…

Insulation Technician - Contractor

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Aug 13, 2025

Reliable transportation and valid driver's license. Operate and maintain insulation equipment and tools. Familiarity with tools and machinery used in insulation…

CDL A Yard Jockey

Company: Bulkmatic LLC

Location: Summit, IL

Posted Aug 13, 2025

Frequent bending stooping and climbing to inspect tractor and trailer per DOT regulations. Ability to drive a tractor-trailer around the yard.

5th Grade General Education Teacher

Company: Yeshivas Tiferes Tzvi

Location: Chicago, IL

Posted Aug 13, 2025

Regularly assess student progress through formative and summative assessments. Communicate with parents/guardians on student progress and any concerns.

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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