Flexible Working Hours Jobs in Chicago, IL

63,137 open positions · Updated daily

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.

Customer Service Representative - Futures Clearing

Company: Royal Bank of Canada

Location: Chicago, IL

Posted Mar 04, 2025

Confirm daily margin settlements for both cash and non-cash collateral and assist in resolving any client queries and service enhancements.

Senior Cyber Threat Analyst

Company: PayPal

Location: Chicago, IL

Posted Mar 05, 2025

Proven ability to communicate complex technical concepts to non-technical audiences. We enable consumers to exchange funds more safely with merchants using a…

Assistant Project Manager

Company: Suffolk Construction Company, Inc.

Location: Chicago, IL

Posted Mar 05, 2025

While performing the duties of this job, the employee is regularly required to sit for long periods of time; talk or hear; perform fine motor, hand and finger…

Experienced Sous Chef (Full Time, Daytime) for a Commissary Kitchen in Chicago

Company: ChefsUnity

Location: Chicago, IL

Posted Mar 06, 2025

Previous experience in kitchen environments producing high volumes of food (restaurants, catering) is a must. Seeking experienced cook at an Chicago commissary…

AI/ML Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Mar 03, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Director, Digital Marketing & Communications

Company: DePaul University

Location: Chicago, IL

Posted Mar 05, 2025

A. Develop and implement comprehensive email, social media and video strategies to increase engagement and giving with alumni, donors, and other stakeholders.

Construction Labor - Railroad

Company: GeoStabilization International

Location: Chicago, IL

Posted Mar 06, 2025

More years of experience and technical expertise with the tools and technologies in drilling. Your role will encompass a blend of outdoor physical labor,…

Industrial Electrician

Company: A Finkl & Sons Co

Location: Chicago, IL

Posted Mar 04, 2025

The Industrial Electrician plays a crucial role in ensuring the efficient operation of electrical systems within the steel manufacturing plant.

Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Mar 10, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

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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