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.

Cloud Infrastructure Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Jul 23, 2025

We are seeking a highly experienced and strategic Cloud & Infrastructure Architect to lead the design, governance, and implementation of enterprise-grade cloud…

Senior Accountant

Company: Union Tank Car Company

Location: Chicago, IL

Posted Jul 24, 2025

We offer a comprehensive benefits package that may include medical, dental, vision, 401k matching, and more! Understanding of GAAP and ability to create needed…

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 24, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Data Analyst - Remote

Company: Guidehealth

Location: Chicago, IL

Posted Jul 23, 2025

Employees provide their own internet connection, capable of conducting video calls on camera and connecting to various internal and external systems.

Retail Sales Associate

Company: MY WIRELESS IL, INC

Location: Wood Dale, IL

Posted Jul 23, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Operator - Pail Assembly - 1st Shift

Company: Mauser Packaging Solutions

Location: Chicago, IL

Posted Jul 24, 2025

Inside conditions, extremes of heat (100+ seasonal), exposure to humidity, working in tight areas, high noise levels from production environment, including some…

Senior Manager, Organic Marketing

Company: Four Seasons Heating And Air Conditioning Llc

Location: Bedford Park, IL

Posted Jul 23, 2025

Coordinate with content team to develop service-specific blog posts, FAQs, landing pages, rich content, and CTAs that educate and drive action.

Software Engineer

Company: Intone Networks

Location: Chicago, IL

Posted Jul 24, 2025

Must be local to Deerfield, IL /Chicago = onsite 4x per week and MUST attend an onsite interview Consider it as CTH role MUST-HAVES: -Solid infrastructure…

Sales Assistant Part Time

Company: Ralph Lauren

Location: Chicago, IL

Posted Jul 24, 2025

Interest in and appreciation for luxury and best-in-class service. Supports product pulls, fitting room setup & recovery, floor presentation standards and…

Senior Tax Analyst Indirect Tax

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 24, 2025

Manage state and local audits, working directly with auditors to provide required and requested data, and manage end to end audit process.

Second Shift Custodian

Company: Bennett Day School Inc

Location: Chicago, IL

Posted Jul 24, 2025

Bennett Day School is a progressive independent day school looking for passionate educators with an innovative spirit and rich background in learning and school…

Retail Cosmetics Sales Associate - CHANEL Beaute, Orland Square - Full Time

Company: Macy’s

Location: Orland Park, IL

Posted Jul 24, 2025

Collaboration: Partnership with the total Beauty team to drive sales and deliver the customer experience. Use product knowledge to give expert guidance to each…

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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