Flexible Working Hours Jobs in Chicago, IL

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Looking for Flexible Working Hours jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Working Hours position in the Chicago, IL area.

Retail Sales Associate / Design Associate (Home Furnishings)

Company: Room & Board

Location: Chicago, IL

Posted Aug 14, 2025

2+ years of experience working in a customer-centric, fashion/design savvy retail environment with a passion for design and engaging with customers on the…

Commercial Roofing Field Supervisor- Villa Park, IL

Company: NATIONS ROOF LLC

Location: Villa Park, IL

Posted Aug 14, 2025

Requires a valid driver’s license and insurable driving record. Oversee field staff and/or sub-contractor(s), assisting with crew leadership, as required.

Sr. InfoSec Governance Analyst - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Aug 14, 2025

Associate Degree - Information Security or Related field - Minimum. Ensures compliance with all applicable state and federal laws, company procedures and…

Graphic Designer

Company: FISHER PRINTING

Location: Bridgeview, IL

Posted Aug 13, 2025

Candidate will work with our database to locate and import graphic and text files. Fisher Printing designs ads and signage for retailers nationwide that are…

CDL A OTR Truck Driver - Up to $110,000 / yr

Company: American Central Transportation

Location: Chicago, IL

Posted Aug 14, 2025

$1,500 driver referral bonus. HIGH STANDARDS=HIGH PAY: *Average driver earns $90K; up to $110K per year*. *Choose your home time: drivers are home 7 days per…

Manager, Full-Stack Software Engineer - Fintech & Tax Domain

Company: Deloitte

Location: Chicago, IL

Posted Aug 14, 2025

A bachelor's degree in computer science, software engineering, or a related discipline. Prior software engineering experience with the understanding of Business…

Electrician

Company: Lightology LLC

Location: Chicago, IL

Posted Aug 14, 2025

Ability to use electrical and hand tools (e.g. wire strippers, voltmeter etc.) and electrical drawings and blueprints. Minimum 3 years of electrical experience.

Data Analyst

Company: CDW

Location: Chicago, IL

Posted Aug 14, 2025

Demonstrated ability to critically evaluate information, identify risks and opportunities, while possessing creative problem-solving skills with an…

Public Safety Officer I - Armed (On-Call, 1st Shift)

Company: Advocate Aurora Health

Location: Park Ridge, IL

Posted Aug 14, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responds to service calls, such as combative or threatening patients or visitors and team…

CNC Machine Operators-All Levels

Company: Strange Engineering

Location: Morton Grove, IL

Posted Aug 14, 2025

Familiar and able to read blueprints and use measuring instruments. Operate multiple machines when needed. Experience with Mazak or Okuma machines preferred.

Practice Architect, AI, Google Cloud

Company: Google

Location: Chicago, IL

Posted Aug 14, 2025

You will orchestrate across numerous contributing teams including solutions, services, partners, product engineering, marketing, and GTM stakeholder…

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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