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.

Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, 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…

Graphic Designer

Company: Berglund Construction

Location: Westmont, IL

Posted Jun 11, 2025

Bachelor’s degree in graphic design, visual arts, or a related field. Develop engaging visual content for the company's website and social media platforms.

SOX Governance Analyst - Global Financial Controls

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Jun 11, 2025

Assist in developing regular presentations to Management and Audit Committee on relevant topics. Communicate with partners at all levels, developing and…

Senior Rails Engineer

Company: HAAS Alert

Location: Chicago, IL

Posted Jun 11, 2025

Collaborate with cross-functional teams to define, design, and ship new features. Strong understanding of software architecture, design patterns, and testing…

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…

Traveling Project Superintendent

Company: International Contractors Inc.

Location: Oakbrook Terrace, IL

Posted Jun 11, 2025

Must have a valid driver’s license. Maintaining a safe work site by implementing good housekeeping regulations and safety requirements, enforcing safe work…

Lead Graphic Designer

Company: New Home Star

Location: Elmhurst, IL

Posted Jun 11, 2025

3–5 years of professional graphic design experience in an agency or in-house setting. Mentor, support, and guide Junior Graphic Designers in their technical and…

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…

Furniture Maker /Woodworker

Company: MillerKnoll

Location: McCook, IL

Posted Jun 11, 2025

Electrical tools: Router, screw driver, sander. Proficient using equipment and hand tools such: Must have the ability to read and comprehend furniture drawings,…

CUSTOMER SERVICE REPRESENTATIVE

Company: Family Dollar

Location: Chicago, IL

Posted Jun 12, 2025

Key priorities include greeting customers, assisting them with selection of merchandise, completing transactions, and answering questions regarding the store…

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 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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