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.

HVAC Technician (2 local locations)

Company: Lakeshore Sport & Fitness

Location: Chicago, IL

Posted Jul 10, 2025

Willing to use personal basic tools (specialty tools will be provided). Specific knowledge of mechanical, electrical and plumbing systems is also required.

Senior Manager, Software Engineering, Back End (Go/Python/Java, Node, Jenkins, AWS, DevOps)

Company: Capital One

Location: Chicago, IL

Posted Jul 11, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

culinary chef manager - Starbucks Reserve Kitchen

Company: Starbucks

Location: Chicago, IL

Posted Jul 11, 2025

Drive the implementation of company programs by developing action plans and directly motivate and instruct kitchen teams to implement and meet operational and…

Data Analyst - Insurance

Company: WAHVE

Location: Chicago, IL

Posted Jul 11, 2025

Compile and prepare data for customer analysis. *Experience* *working in a data analysis role in the insurance or financial services industry – *_*required*_.

Commercial HVAC Preventative Maintenance Technician

Company: BGIS

Location: Chicago, IL

Posted Jul 11, 2025

Subject to drug, background, and driver’s license checks. Maintaining the company service vehicle, tools, and inventory stock while adhering to company driving…

Senior Accountant

Company: Alzheimer's Association

Location: Chicago, IL

Posted Jul 10, 2025

Assist with the entry of annual Budgets. Thorough understanding of developing and working with Excel spreadsheets. Full time or Part time: Full Time.

HVAC Technician/Installer

Company: Season Comfort Corporation

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver’s license and clean driving record. Accurately document service calls and maintain detailed records. Competitive union wages and benefits.

Maintenance Electrician - 1st and 2nd Shift

Company: JobSquad Staffing Solutions

Location: Chicago, IL

Posted Jul 10, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems. Pay Rate: $40-$44 per hour.

Customer Service Agent - Full Time

Company: MedSpeed

Location: Elmhurst, IL

Posted Jul 11, 2025

Handle a large number of calls daily without losing enthusiastic voice and attitude, answering all calls promptly and efficiently.

Staff Product Security Engineer - AI

Company: Match Group

Location: Chicago, IL

Posted Jul 11, 2025

Experience with various prompt engineering techniques and AI models to effectively develop tooling. Bachelor’s Degree in Computing Science or related field.

Manufacturing Plant Electricians

Company: JobSquad Staffing Solutions

Location: Chicago, IL

Posted Jul 10, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems. 2+ years of PLC experience.

Maintenance Electrician – 1st Shift

Company: JobSquad Staffing Solutions

Location: Chicago, IL

Posted Jul 10, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems. 2+ years of PLC experience.

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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