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.

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Director of Clinical Operations UI Health

Company: UI Health

Location: Chicago, Illinois

Posted Jul 27, 2025

View Details Apply on healthecareers.com

Lead Security Officer

Company: Unconquerable Security Solutions

Location: Chicago, IL

Posted Jul 26, 2025

Respond to alarms and distress calls. Write and submit security reports. Assign work areas for officers to patrol. Monitor staff by patrolling with them.

View Details Apply on SimplyHired

Customer Service Representative - Durable Medical Equipment

Company: Advance Medical Equipment, Inc

Location: Chicago, IL

Posted Jul 27, 2025

Complies with all current government/state regulations and professional standards involving patient care and information intake, as well as all applicable…

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Physician - Immediate Care

Company: Endeavor Health

Location: Chicago and Chicago’s Northern Suburbs, IL

Posted Jul 27, 2025

View Details Apply on healthecareers.com

Registered Nurse (RN) Licensed Practical Nurse (LPN) ALL SHIFTS AVAILABLE

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jul 26, 2025

Comprehensive Patient Care – Assess, plan, implement, and evaluate care plans for residents based on their health needs.

View Details Apply on SimplyHired

Senior Project Manager - Interiors

Company: Michael Page

Location: Chicago, IL

Posted Jul 26, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

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Armed Diplomatic Security Officer

Company: Inter-Con Security Systems

Location: Chicago, IL

Posted Jul 26, 2025

Possess a valid United States driver's license. Must possess a valid United States driver's license. Possess an Associate’s Degree in Criminal Justice (or…

View Details Apply on SimplyHired

Java Engineer - Kiosk Backend Services

Company: CoinFlip

Location: Chicago, IL

Posted Jul 25, 2025

Develop Modular Backend Services: Build and maintain robust, scalable Java components designed for plug-and-play integration into our backend server environment…

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Hospice RN Case Manager

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Jul 26, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

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Maintenance Electrician - 2nd Shift

Company: Edsal Manufacturing

Location: Chicago, IL

Posted Jul 27, 2025

Diagnose and repair electrical components of hydraulic and pneumatic machinery. Edsal seeks a dynamic individual to join our team as the Maintenance Electrician…

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Program Manager II, Legal Tooling, Global Affairs

Company: Google

Location: Chicago, IL

Posted Jul 26, 2025

Contribute to the development of tooling, solutions strategy and roadmap for Global Affairs stakeholders such as Legal and Risk Engineering, Privacy and Safety…

View Details Apply on SimplyHired

Pharmacist Per Diem - Overnight Shift

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 26, 2025

Licensed or license-eligible in the State of Illinois. Key responsibilities also include coordinating timely medication delivery to nursing units, providing…

View Details Apply on SimplyHired

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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