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.

Electrician Journeyman - 90108690 - Chicago

Company: Amtrak

Location: Chicago, IL

Posted Aug 06, 2025

Experience in electrical repairs, and testing advanced electrical/electronic systems and reading, drafting, and interpreting circuit diagrams, schematics, and…

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401(k) dental insurance disability insurance

OBGYNs and Pediatricians needed

Company: Stratton Group LLC

Location: Chicago, Illinois

Posted Aug 06, 2025

View Details Apply on healthecareers.com

Client Engagement Associate Opening #485258

Company: Rose International

Location: Chicago, IL

Posted Aug 06, 2025

The second key focus is to develop new relationships with prospective clients. Excellent customer service skills and business etiquette.

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Public Safety Officer

Company: Jackson Park Hospital

Location: Chicago, IL

Posted Aug 06, 2025

Posted Date: 8/6/2025 Job Location: Chicago Position Type: Full-Time Division: Ancillary Services Description: Must have 20 Hours Unarmed Certificate PERC…

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HVAC Technician

Company: JLL

Location: Chicago, IL

Posted Aug 06, 2025

A stationary engineer license is a must. When assigned to install new/used equipment, must be able to operate appropriate construction tools and equipment.

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Cleaning Technician / General Labor

Company: Stanley Steemer

Location: Chicago, IL

Posted Aug 06, 2025

Valid, US driver's license. These are field-based positions and require travel in and around the surrounding area. Power tools preferred, but will train.

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Maintenance Electrician

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 06, 2025

Maintains a valid driver s license and safe driving record. Working knowledge of building and life safety codes with specific knowledge of city, state and…

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Controls Specialist

Company: Clear Engineering Recruitment

Location: Chicago, IL

Posted Aug 06, 2025

Blueprint reading skills and comfort with field documentation. Own the Field: Perform preventative maintenance, repairs, and logic modifications across live…

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Customer Brand Ambassador & Sales Associate

Company: Legacy Forward Solutions

Location: Elmhurst, IL

Posted Aug 06, 2025

Learn and maintain strong product knowledge to educate customers effectively. Execute brand promotions and in-store marketing strategies.

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Furniture Builder

Company: Comfy Living Chicago

Location: Chicago, IL

Posted Aug 06, 2025

You’ll be responsible for building wood frames and components for sofas and other furniture using nail/staple guns, saws, and hand tools.

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AT&T Sales Associate

Company: Impact Management Solutions

Location: Chicago, IL

Posted Aug 06, 2025

You will be the face of AT&T’s brand, providing exceptional customer service and driving sales. Create a welcoming and friendly environment to attract and…

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Experienced Commercial Painter

Company: Southwest Coating Services

Location: Chicago, IL

Posted Aug 06, 2025

Reliable vehicle, valid driver's license and proof of insurance. 401K matching after 6 months of employment. Wallcovering installation a plus, but not required.

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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